BUTYLATED HYDROXYANISOLE
BUTYLATED HYDROXYANISOLE
Chemical name. tert-Butyl-4-methoxyphenol; (1,1-dimethylethyl)-4-methoxyphenol; CAS Reg. No. 25013-16-5.
Butylated Hydroxyanisole
Butylated hydroxyanisole (Butylhydroxyanisolum)
BHA used as a chemical preservative in food for human consumption, in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.
Butylated Hydroxyanisole is a white, waxy solid mixture of 2- and 3-Tert-butyl-4-hydroxyanisole with a faint aromatic odor.
Butylated Hydroxyanisole is a widely used synthetic antioxidant in foods, cosmetics and pharmaceuticals mainly to preserve fats and oils.
Mixture of 2- and 3-tert-butyl-4-methoxyphenols that is used as an antioxidant in foods, cosmetics, and pharmaceuticals.
BHA, BHT, and TBHQ are the most widely used food antioxidants due to their low cost, high performance, and wide availability.
They can be found in a great variety of products containing lipids.
TBHQ, BHA, and BHT are approved food antioxidants in the European Union, the United States, Australia and New Zealand, and many other regions.
TBHQ, BHA, and BHT can be found in oils, margarines, and fat-containing products.
A major advantage in SFCs is their stability at high temperatures, retaining their antioxidant capabilities during and after baking and frying.
While effective in both fats and oils, BHA and BHT are more recommended for use in fats, whereas TBHQ has a broader application in vegetable oils.
Their use is highly regulated, and usually, up to 100–200 μg g− 1 of SFCs is allowed either singly or in combination.
BHA (butylated hydroxyanisole) and BHT (butylated hydroxytoluene) are closely related synthetic antioxidants used as preservatives in lipsticks and moisturizers, among other cosmetics.
They are also widely used as food preservatives.
Description
Butylated hydroxyanisole (BHA) is an antioxidant widely used in food. Because it is contained in pastry, it can induce sensitization in caterers.
Chemical Properties
BHA and BHT (butylated hydroxytoluene) are monohydric phenolic antioxidants that, prior to their introduction and acceptance in the food industry, were used to protect petroleum against oxidative degumming. Chemically, BHA is a mixture of two isomers, 3-tertiary-butyl-4-hydroxyanisole (90%) and 2-tertiary-butyl-4-hydroxyanisole (10%). Both BHA and BHT assert a good carry-through effect, although BHA is slightly better than BHT in this respect. BHT is, however, more effective in suppressing oxidation of animal fats than vegetable oils. Among its multiple applications, BHA is particularly useful in protecting the flavors and color of essential oils and is considered the most effective of all food-approved antioxidants for this application. BHA is particularly effective in controlling the oxidation of short-chain fatty acids, such as those found in coconut and palm kernel oils that are used typically in cereal and confectionary products.
Chemical Properties
white or light yellow waxy solid with an
Chemical Properties
Log Kow 5. 3. Values above 3.0 are likely to bioaccumulate in aquatic organisms
Chemical Properties
Butylated hydroxyanisole occurs as a white or almost white crystalline powder or a yellowish-white waxy solid with a faint, characteristic aromatic odor.
Occurrence
BHA is not known to occur as a natural product.
Uses
BHA (butylated hydroxy anisole) is a preservative with anti-oxidant capabilities, not to be confused with beta hydroxy acids (BHAs).
Uses
Butylated Hydroxyanisole (BHA) is an antioxidant that imparts stability to fats and oils and should be added before oxidation has started. It is a mixture of 3-tert-butyl-4-hydroxyanisole and 2-tertbutyl-4-hydroxyanisole. In direct addition, the fat or oil is heated to 60–70°C and the BHA is added slowly under vigorous agitation. The maximum concentration is 0.02% based on the weight of the fat or oil. It may protect the fat-soluble vitamins A, D, and E. It is used singly or in combination with other antioxidants. It is used in cereals, edible fat, vegetable oil, confectionary products, and rice.
Uses
Butylated Hydroxyanisole is an antioxidant consisting of a mixture of two isomers of tert-butyl-4-hydroxyanisole. Butylated Hydroxyanisole is used in food preservation as it antioxidant properties pre vent food from becoming rancid. Butylated Hydroxyanisoleas is also used in animal feed, petroleum products, and cosmetics.
Uses
Antioxidant and preservative, especially in foods, cosmetics, pharmaceuticals; also rubber and petroleum products.
Definition
A mixture of 2- and 3-tert-4-methoxyphenol.
Production Methods
Prepared by the reaction of p-methoxyphenol with isobutene.
Aroma threshold values
Detection: 3 ppm
General Description
White, beige or slightly yellow waxy solid with an aromatic odor and a slightly bitter burning taste.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Butylated hydroxyanisole degrades with prolonged exposure to sunlight. Exhibits antioxidant properties and synergism with acids, BHT, propyl gallate, hydroquinone, methionine, lecithin and thiodipropionic acid. Butylated hydroxyanisole exhibits antioxidant properties as a scavenger of free radicals. Butylated hydroxyanisole is incompatible with oxidizing agents and ferric salts.
Hazard
Toxic by ingestion. Use in foods restricted; consult FDA regulations.
Fire Hazard
Butylated hydroxyanisole is combustible.
Pharmaceutical Applications
Butylated hydroxyanisole is an antioxidant with some antimicrobial properties. It is used in a wide range of cosmetics, foods, and pharmaceuticals. When used in foods, it is used to delay or prevent oxidative rancidity of fats and oils and to prevent loss of activity of oil-soluble vitamins.
Butylated hydroxyanisole is frequently used in combination with other antioxidants, particularly butylated hydroxytoluene and alkyl gallates, and with sequestrants or synergists such as citric acid.
FDA regulations direct that the total content of antioxidant in vegetable oils and direct food additives shall not exceed 0.02% w/w (200 ppm) of fat or oil content or essential (volatile) oil content of food.
USDA regulations require that the total content of antioxidant shall not exceed 0.01% w/w (100 ppm) of any one antioxidant or 0.02% w/w combined total of any antioxidant combination in animal fats.
Japanese regulations allow up to 1 g/kg in animal fats.
Contact allergens
BHA is an antioxidant widely used in cosmetics and food. Contained in pastry, it can induce sensitization in caterers.
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid and irritating fumes
Safety
Butylated hydroxyanisole is absorbed from the gastrointestinal tract and is metabolized and excreted in the urine with less than 1% unchanged within 24 hours of ingestion. Although there have been some isolated reports of adverse skin reactions to butylated hydroxyanisole, it is generally regarded as nonirritant and nonsensitizing at the levels employed as an antioxidant.
Concern over the use of butylated hydroxyanisole has occurred following long-term animal feeding studies. Although previous studies in rats and mice fed butylated hydroxyanisole at several hundred times the US-permitted level in the human diet showed no adverse effects, a study in which rats, hamsters, and mice were fed butylated hydroxyanisole at 1–2% of the diet produced benign and malignant tumors of the forestomach, but in no other sites. However, humans do not have any region of the stomach comparable to the rodent forestomach and studies in animals that also do not have a comparable organ (dogs, monkeys, and guinea pigs) showed no adverse effects. Thus, the weight of evidence does not support any relevance to the human diet where butylated hydroxyanisole is ingested at much lower levels. The WHO acceptable daily intake of butylated hydroxyanisole has been set at 500 μg/kg body-weight.
LD50 (mouse, oral): 1.1–2.0 g/kg
LD50 (rabbit, oral): 2.1 g/kg
LD50 (rat, IP): 0.88 g/kg
LD50 (rat, oral): 2.0 g/kg
Chemical Synthesis
Several methods are used for the commercial production of BHA. Methylation of hydroquinone yields an intermediate that gives a mixture of 3-BHA and 2-BHA upon treatment with tert-butyl alcohol and phosphoric acid. Butylation of hydroquinone and subsequent methylation with dimethyl sulfate and sodium hydroxide can also be used to produce a mixture of the two BHA isomers. In addition BHA can be synthesized by the tert-butylation of 4-methoxyphenol over silica or alumina at 150°C.
Carcinogenicity
Butylated hydroxyanisole (BHA) is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
storage
Exposure to light causes discoloration and loss of activity. Butylated hydroxyanisole should be stored in a well-closed container, protected from light, in a cool, dry place.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9— Miscellaneous hazardous material, Technical Name Required
Incompatibilities
Butylated hydroxyanisole is phenolic and undergoes reactions characteristic of phenols. It is incompatible with oxidizing agents and ferric salts. Trace quantities of metals and exposure to light cause discoloration and loss of activity.
Waste Disposal
Suggested: Dispose of contents and container to an approved waste disposal plant. All federal, state, and local environmental regulations must be observed.
Regulatory Status
GRAS listed. Accepted as a food additive in Europe. Included in the FDA Inactive Ingredients Database (IM and IV injections, nasal sprays, oral capsules and tablets, and sublingual, rectal, topical, and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Nonmedicinal Ingredients.
Butylated hydroxyanisole Preparation Products And Raw materials
Raw materials
tert-Butylhydroquinone ZINC Phosphoric acid tert-Butanol Sodium nitrite Hydroquinone p-Anisidine Benzene 4-Methoxyphenol Dimethyl sulfate
Butylated hydroxyanisole (BHA) is an antioxidant consisting of a mixture of two isomeric organic compounds, 2-tert-butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole.
It is prepared from 4-methoxyphenol and isobutylene. It is a waxy solid used as a food additive with the E number E320.
The primary use for BHA is as an antioxidant and preservative in food, food packaging, animal feed, cosmetics, rubber, and petroleum products.
BHA also is commonly used in medicines, such as isotretinoin, lovastatin, and simvastatin, among others.
Since 1947, BHA has been added to edible fats and fat-containing foods for its antioxidant properties as it prevents rancidification of food which creates objectionable odors.
Like butylated hydroxytoluene (BHT), the conjugated aromatic ring of BHA is able to stabilize free radicals, sequestering them.
By acting as free radical scavengers, further free radical reactions are prevented.
Other names: Butylated hydroxyanisole, Butylhydroxyanisol, Tert-butyl-4-methoxyphenol
INCI: BHA
CAS no: 25013-16-5
Molecular formula: C11H16O2
Molecular weight: 180.11
Butylhydroxyanisole
Butylhydroxyanisole (E320)
Butylated hydroxyanisole
Preferred IUPAC name
2-tert-Butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol (mixture)
Other names
2-tert-Butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole (mixture)
BOA
BHA
tert-Butyl-4-hydroxyanisole
(1,1-Dimethylethyl)-4-methoxyphenol
tert-Butyl-4-methoxyphenol
Antioxyne B[1]
Identifiers
CAS Number
25013-16-5
121-00-6 (2-tert)
88-32-4 (3-tert)
BHA and its residues are exempted from the requirement of a tolerance when used as an antioxidant in accordance with good agricultural practice.
This way it can be used as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.
BHA is also used as a chemical preservative in food for human consumption, animal drugs, animal feeds, and related products.
It is generally recognized as safe by the US Food and Drug Administration when used in accordance with good manufacturing or feeding practice.
Approximately 50 countries reportedly permit the use of BHA as a food additive.
Engineering controls, standard work practices, and personal protective equipment, including respirators are employed to prevent worker exposure to BHA.
After use, the clothing and equipment should be placed in an impervious container for decontamination or disposal.
name mixture of 2- tert – butyl-4- hydroxyanisole and 3- tert – butyl-4- hydroxyanisole
Abbreviations: BHA
Chem. formula: C11 H16 O2
Physical properties
condition: wax-like solid
Molar mass: 180.24 g / mol
Density:1.0587 g / cm³
Thermal properties
Temperature
• melting: 48-55 ° C
• boiling: 264-270 ° C
Chemical properties
Solubility
• in water: 0 g / 100 ml
Optical properties
Refractive index: 1.5303
Classification
Reg. CAS number: 25013-16-5
PubChem 24667
Reg. EINECS number: 246-563-8
Codex Alimentarius E320
ChEBI 76359
Data are based on standard conditions (25 ° C, 100 kPa) unless otherwise noted.
Butylhydroxyanisole (E320) – solid wax-like substance is a mixture of isomers – 2- tert -butyl-4-hydroxyanisole and 3- tert -butyl-4-hydroxyanisole. It is synthesized from
4-methoxyphenol and isobutylene . It is used as an antioxidant and preservative in food products, animal feed, cosmetics, rubber, oil products
Butylhydroxyanisole
Name: Butylhydroxyanisole
A type: Food supplement
Category: Antioxidants
Group description: Antioxidants – additives with an index (E-300 – E-399) protect food from oxidation, rancidity and discoloration. They are both natural compounds (ascorbic acid, vitamin E), and chemically synthesized, non-naturally occurring compounds. They are added to fat and oil emulsions (for example, mayonnaise).
Food additive laws and documents:
Permitted use – 4
Mentions about the supplement – 5
Application of the additive by country:
Russia – allowed
Ukraine – allowed
Belarus – allowed
European Union – allowed
USA – allowed
Canada – Allowed
View documents
Description of food additive
E-320 Butylhydroxyanisole – food additive, antioxidant, antioxidant.
Characteristic:
Butylhydroxyanisole E-320 is a food additive used as an antioxidant (protects food from oxidation), and also helps to preserve their color, odor and taste (does not allow them to taste bitter). The chemical name of the additive is butylhydroxyanisole , molecular formula: C11H16O2. The abbreviation BHA (from English butylated hydroxyanisole ) is often used . Additive E-320- consists of several organic compounds that are isomers in relation to each other: 2 – tert-butyl-4-hydroxyanisole and 3 – tert-butyl-4-hydroxyanisole. This additive is made from isobutylene and 4-methoxyphenol. By its physical properties, the food additive has a solid, waxy aggregate state, does not dissolve in water, but dissolves in organic weakly polar and non-polar solvents: methanol, ethanol , oils and fats. Externally, the E-320 additive can have a white, pinkish or white-yellowish color, it also has a weak characteristic odor.
Application:
By adding Butylhydroxyanisole to food, you can significantly increase their shelf life. Regardless of the amount of the additive, its properties do not change. Therefore, a sufficient dose of E-320 for the protection of rendered and culinary fats, as well as fats of animal origin, during their heat treatment is 0.01-0.02%. If you need to enhance its synergistic properties, add other antioxidantssuch as citric acid or phosphoric acid. The food additive can be a constituent in beef, lamb, fish, poultry oils and oils that are used in high temperature cooking. It is also added to dried meat, dry mixes, dry cereal breakfasts, broth and soup concentrates, spices, sauces, nuts, confectionery and chewing gums. E-320 is widely used as an antioxidant and preservative:
in food products;
in the impregnation of packages with products that contain fats;
in animal feed;
as an antioxidant for pharmaceuticals;
in cosmetics;
in rubber and petroleum products;
to stabilize industrial oils, waxes and fats.
Effects on the human body:
The maximum permissible daily dose per day is 0.5 mg / kg of human weight. Having studied the chemical composition and properties of the food antioxidant E-320 , scientists came to the
conclusion that the food additive is “conditionally safe” for human life and health. Since, basically, a person does not exceed daily doses in his consumption that can adversely affect
health. But medicine is of the opinion that E-320, interacting with nitrates, is a carcinogen and exhibits mutagenic properties, changing DNA cells. However, research is currently
underway on the supplement to ensure that it does help slow the growth of cancerous tumors and prevent HIV disease and the development of the herpes virus. Antioxidant E-320 is
included in the list of approved food additives in the European Union, Ukraine and the Russian Federation.
2-tert-Butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol (mixture)
Other names
2-tert-Butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole (mixture)
BOA
BHA
tert-Butyl-4-hydroxyanisole
(1,1-Dimethylethyl)-4-methoxyphenol
tert-Butyl-4-methoxyphenol
Antioxyne B[1]
Butylated hydroxyanisole
25013-16-5
8003-24-5
9009-68-1
121-00-6
88-32-4
Butylated hydroxyanisole (BHA) is an antioxidant consisting of a mixture of two isomeric organic compounds, 2-tert-butyl-4-hydroxyanisole and 3-tert-butyl-4-hydroxyanisole.
It is prepared from 4-methoxyphenol and isobutylene.
It is a waxy solid used as a food additive with the E number E320.
The primary use for BHA is as an antioxidant and preservative in food, food packaging, animal feed, cosmetics, rubber, and petroleum products.
BHA also is commonly used in medicines, such as isotretinoin, lovastatin, and simvastatin, among others.
2-tert-butyl-4-methoxyphenol;3-tert-butyl-4-methoxyphenol
COMPOUND SUMMARY
Butylhydroxyanisole
PubChem CID 24667
Structure
Butylhydroxyanisole_small.png
Find Similar Structures
Molecular Formula C22H32O4
Synonyms
Butylhydroxyanisole
Embanox
Protex
2(3)-tert-Butyl-4-methoxyphenol
2-tert-butyl-4-methoxyphenol;3-tert-butyl-4-methoxyphenol
Molecular Weight
360.5 g/mol
Component Compounds
CID 8456 (3-Tert-Butyl-4-hydroxyanisole)
CID 6932 (2-Tert-Butyl-4-hydroxyanisole)
Dates
Modify
2021-02-13
Create
2005-08-08
Butylated Hydroxyanisole is a white, waxy solid mixture of 2- and 3-Tert-butyl-4-hydroxyanisole with a faint aromatic odor. Butylated Hydroxyanisole is a widely used synthetic antioxidant in foods, cosmetics and pharmaceuticals mainly to preserve fats and oils. Butylated Hydroxyanisole is reasonably anticipated to be a human carcinogen. (NCI05)
NCI Thesaurus (NCIt)
Mixture of 2- and 3-tert-butyl-4-methoxyphenols that is used as an antioxidant in foods, cosmetics, and pharmaceuticals.
AMIF 72
AMIF-72
AMIF72
BHA
Butyl Methoxyphenol
Butylated Hydroxyanisole
Butylhydroxyanisole
Embanox
Hydroxyanisole, Butylated
Methoxyphenol, Butyl
Nipantiox 1 F
Nipantiox 1-F
Nipantiox 1F
Tenox BHA
Butylhydroxyanisole
Embanox
Protex
2(3)-tert-Butyl-4-methoxyphenol
2-tert-butyl-4-methoxyphenol;3-tert-butyl-4-methoxyphenol
C11H16O2
Antioxyne B
tert-Butyl-4-methoxyphenol
Nipantiox 1-F
Tenox BHA
Butyl Methoxyphenol
(1,1-Dimethylethyl)-4-methoxyphenol
AMIF-72
Antrancine 12
Nepantiox 1-F
Butyl hydroxyanisole
BOA (antioxidant)
Sustane 1-F
t-Butyl hydroxyanisole
tert-butylhydroxyanisole
Anisole, butylated hydroxy-
UNII-REK4960K2U
SCHEMBL30330
Butylohydroksyanizol [Polish]
CCRIS 102
EEC No. E320
FEMA No. 2183
Butylated hydroxyanisole [BAN]
Phenol, tert-butyl-4-methoxy-
REK4960K2U
2(3)-t-butyl-4-methoxyphenol
CHEMBL4296740
HSDB 3913
2-tert-butyl-4-methoxyphenol; 3-tert-butyl-4-methoxyphenol
HY-B1066
EINECS 246-563-8
2-terc.Butyl-4-methoxyfenol [Czech]
CS-4622
LS-1065
Butylated hydroxyanisole 25013-16-5
SY010820
2-(1,1-dimethylethyl)-4-(methyloxy)phenol
Q409401
Butylated Hydroxyanisole 500 microg/mL in Methanol
tert-Butyl-4-hydroxyanisole (mixture of 2- and 3-isomer)
2-(tert-Butyl)-4-methoxyph
Synonym
Antioxyne B; BHA; Butylhydroxyanisole; Tert-butylhydroxyanisole; Tert-butyl-4-methylphenol; Embanox; Tenox BHA
Occurrence/Use
Antioxidant and preservative in fat-containing food, food packaging, animal feed, cosmetics, and petroleum products
Butylated Hydroxyanisole
solubility Practically insoluble in water; soluble in methanol; freely soluble in ≥50% aqueous ethanol, propylene glycol, chloroform, ether, hexane, cottonseed oil, peanut oil, soybean oil, glyceryl monooleate, and lard, and in solutions of alkali hydroxides.
Stability:Stable, combustible. Incompatible with oxidizing agents, ferric salts. Degrades on long exposure to sunlight.
Butylated hydroxyanisoleBHA2(3)-tert-Butyl-4-methoxyphenol3(2)-tert-Butyl-4-hydroxyanisole
butylhydroxyanisole standard(mixture of isomers)
2(3)-t-Butylhydroquinone monomethyl ether BHA
Butylated hydroxyanisole ,98.5%
tert-Butyl-4-hydroxyanisole (mixture of 2- and 3-isomer)
Butylated hydroxyanisole 1g [25013-16-5]
Butylated hydroxyanisole,2(3)-t-Butyl-4-hydroxyanisole, 2(3)-t-Butylhydroquinone monomethyl ether, BHA
tert-BUTYLHYDROXYANISOLE TECH
Butylated Hydroxyanisole, Flakes, NF
Butylated hydroxyanisole, 96% 100GR
Butylated hydroxyanisole, 96% 500GR
2,5-bis(1,1,3,3-thetraMethylbuyl)hydroquinone
E320
Butylhydroxyanisole(mixture of isomers)
T-BUTYL-4-HYDROXYANISOLE
T-BUTYL-4-METHOXYPHENOL
TERT BUTYLHYDROXYANISOLE
TERT-BUTYL-4-HYDROXYANISOLE
(1,1-dimethylethyl)-4-methoxy-pheno
(1,1-dimethylethyl)-4-methoxyphenol
(1,1-dimethylethyl)-4-methoxy-Phenol
FEMA 2183
HYDROXYANISOLE BUTYLATED
BHA
BHA: 2[3]-T-BUTYL-4-HYDROXYANISOLE
BUTYLATED HYDROXYANISOLE
BUTYLHYDROXYANISOLE
2- AND 3-TERT-BUTYL-4-METHOXYPHENOL
3(2)-T-BUTYL-4-HYDROXYANISOLE
3(2)-TERT-BUTYL-4-HYDROXYANISOLE
2-TERT-BUTYL-4-METHOXYPHENOL
2,(3)-TERT-BUTYL-4-HYDROXYANISOLE
2(3)-TERT-BUTYL-4-METHOXYPHENOL
2+3-TERT-BUTYL-4-METHOXYPHENOL
2(3)-t-Butyl-4-hydroxyanisole
2(3)-t-Butylhydroquinone monomethyl ether
BOA
butylated hydroxylanisole
2(3)-tert-Butyl-4-methoxyphenol (Mixture of Isomers)
Butyl hydroxy anisd,butylated hydroxyanisole
2-terc.butyl-4-methoxyfenol
antioxyneb
antrancine12
boa(antioxidant)
Butylatedhydroxyanisol
butylatedhydroxy-anisol
Butylhydroxyanisol
butylohydroksyanizol
eecno.e320
embanox
nepantiox1-f
nipantiox1-f
Phenol,(1,1-dimethylethyl)-4-methoxy-
protex
sustane1f
sustane1-f
tenoxbha
tert-butyl-4-methoxy-pheno
Product description
Chemically, BHA is a mixture of two isomers, 2-tertiary-butyl-4-hydroxy-anisole and 3-tertiary-butyl-4-hydroxy-anisole.
This mixture is commonly referred to as butylated hydroxyanisole (BHA).
It has outstanding solubility in fats and oils and is known for its carry through effect in baked foods.
BHA imparts excellent stability to an array of food products, fats, oils, pet foods, vitamins, and packaging materials.
Applications/uses
Beverage ingredients
Food ingredients
Food preservatives
Personal care ingredients
Pharmaceutical chemicals
121-00-6 [RN]
1867499
2-(1,1-dimethylethyl)-4-(methyloxy)phenol
204-442-7 [EINECS]
2-tert-Butyl-4-methoxyphenol
3-BHA
3-Tert-Butyl-4-Hydroxyanisole
4-Methoxy-2-(2-methyl-2-propanyl)phenol [ACD/IUPAC Name]
4-Methoxy-2-(2-methyl-2-propanyl)phenol [German] [ACD/IUPAC Name]
4-Méthoxy-2-(2-méthyl-2-propanyl)phénol [French] [ACD/IUPAC Name]
Butylhydroxyanisolum
Phenol, (1,1-dimethylethyl)-4-methoxy-
Phenol, 2-(1,1-dimethylethyl)-4-methoxy- [ACD/Index Name]
SK1575000
2-(1,1-Dimethylethyl)-4-methoxy-phenol
2-(1,1-DIMETHYLETHYL)-4-METHOXYPHENOL
2-(tert-butyl)-4-methoxyphenol
25013-16-5,121-00-6
2-tert-Butyl-4-methoxy-phenol
3-(1,1-Dimethylethyl)-4-hydroxyanisole
3-Butyl-4-hydroxyanisole
3-t-butyl-4-hydroxyanisole
3-tert-Butyl-4-hydroxyani
3-tert-Butylated hydroxyanisole
3-tert-Butyl-p-hydroxyanisole
3-叔丁基-4-羟基苯甲醚
4-Hydroxy-3-tert-butylanisole
4-Methoxy-2-tert-butylphenol
4-METHOXY-2-TERT-BUTYL-PHENOL
antioxyne b
BENZENE,1-TERT.BUTYL,2-HYDROXY,5-METHOXY
Bivalirudin [BAN] [INN] [USAN] [Wiki]
Bivalirudin trifluoroacetate [USAN]
BOA
Butylated hydroxyanisole (3-tertiary-butyl-4-hydroxyanisole 85%)
http:////www.amadischem.com/proen/527757/
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:76358
MFCD01779059 [MDL number]
NCGC00159405-02
NCGC00159405-03
o-tert-Butyl-p-methoxyphenol
phenol, 2-t-butyl-4-methoxy-
Phenol, 2-tert-butyl-4-methoxy-
Phenol, 3-(1,1-dimethylethyl)-4-methoxy- [ACD/Index Name]
phenol, t-butyl-4-methoxy-
Phenol,2-(1,1-dimethylethyl)-4-methoxy-
p-methoxy-o-tert-butylphenol
ST5189822
tert-butyl-4-hydroxyanisole
TERT-BUTYL-4-METHOXYPHENOL
TERT-BUTYLHYDROXYANISOLE
UNII-REK4960K2U
Product Description: Butylated hydroxyanisole
Synonyms: 2(3)-tert-Butyl-4-methoxyphenol; 3(2)-tert-Butyl-4-hydroxyanisole; BHA
CAS-No: 25013-16-5
EC-No.: 246-563-8
Molecular Formula: C11H16O2
Regulatory information an
Phenolic antioxidant butylated hydroxyanisole (BHA) is a commonly used food preservative with broad biological activities, including protection against acute toxicity of chemicals, modulation of macromolecule synthesis and immune response, induction of phase II detoxifying enzymes, and especially its potential tumor-promoting activities. Understanding the molecular basis underlying these diverse biological actions of BHA is thus of great importance.
Butylated Hydroxyanisole (BHA)
What is Butylated Hydroxyanisole (BHA)?
Butylated Hydroxyanisole (BHA) is an effective antioxidant used in lipid-containing foods to prevent or delay oxidation. This preserves foods and extends shelf life. At room temperature, it forms a white or yellowish waxy solid with faint aromatic odor.
BHA is widely used in:
Baked goods
Cereals
Beverages
Ice creams
Edible fats and oils
Food packaging
Origin
BHA was first synthesized in the late 1940s as an effective antioxidant in various foods, cosmetics, packaging and other products.
It is an aromatic compound synthesized from the reaction of 4-methoxyphenol and isobutylene.
Its use as an antioxidant in edible fats and foods containing fats dates back to 1947.
Due to its high thermal stability and ability to remain active, it is also used in foods cooked or fried in animal oils as well as in baked.
Composition
Food-grade BHA contains over 85% 3-BHA and less than 15% 2-BHA.
It is an aromatic organic compound that is commercially available as a mixture of two isomers: 3-tert-butyl-4-methoxyphenol and 2-tert-butyl-4-methoxyphenol (90:10 ratio).
Nutrition
Similar to other antioxidants, BHA can neutralize free radicals in biological tissues.
So, it has a potentially beneficial role in reducing the risk of cardiovascular and other diseases.
Recently, there has been some concern about potential adverse effects of BHA which helped support consumers demand to replace all synthetic antioxidants with natural ones.
Function
The basis for BHA antioxidative function involves disrupting free radicals chain reactions.
This is a leading cause for deterioration of lipid-containing foods.
Properties of BHA:2
Low melting point: 48 to 55 °C
Insoluble in water but dissolves in fats, oils, propylene glycol, and 50% alcohol
Works synergistically with other antioxidants (BHT, TBHQ, propyl gallate)
Does not impart color, taste or other sensory qualities
Acts as an antimicrobial and antifungal agent
Helps with yeast defoaming
Application
For optimal effectiveness, BHA is typically mixed with the lipid component of a bakery formula prior to mixing the dough or batter.
In some cases, a BHA emulsion is sprayed topically after the product has been baked.
Incorporating BHA at 0.02% concentration in pastry and crackers can extend the product shelf life up to 33 days.
Similarly, soda cracker biscuits contain BHA up to 0.02% (based on lipid content).
One limitation with BHA is its incompatibility with ferric salts.
FDA Regulation
BHA is GRAS and can be used up to a maximum level of 0.02%.
FDA’s guidance on BHA as a food additive and preservative can be found in 21CFR172.110.5
Butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) , Butylated Compounds, are used as preservatives in a variety of personal care products. Both of these chemicals are also used as preservatives in foods.
It can be found in potato chips, lard, butter, cereal, instant mashed potatoes, preserved meat, beer, baked goods, dry beverage and dessert mixes, chewing gum, and other foods.
Also: rubber, petroleum products, and, of course, wax food packaging.
Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market analysis, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market Forecast, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market players, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market scope, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market Share, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market Size, Butylated Hydroxyanisole (BHA) and Butylated Hydroxytoluene (BHT) Market Trends
Found in: Lip products, hair products, makeup, sunscreen, antiperspirant/deodorant, fragrance, creams and exfoliates.
Other names: BHA, BHT
Side effects: The European Commission on Endocrine Disruption has determined that there is strong evidence that BHA is a human endocrine disruptor. Used as a preservatives, BHA and BHT can induce allergic reactions in the skin, the underdevelopment of the reproductive systems and changes in testosterone levels.