3-METHOXYPROPYLAMINE
3-METHOXYPROPYLAMINE
3-Methoxypropylamine = MOPA
IUPAC Name: 3-methoxypropan-1-amine
EC / List no.: 226-241-3
Molecular Weight: 89.14
Molecular Formula: C4H11NO
Methoxypropylamine (MOPA) is a clear liquid that undergoes the usual reactions of primary amines and is completely soluble in water and organic solvents.
The application of 3-methoxypropylamine is as flocculants in water treatment systems and as a solvent in the paint and textile industries.
3-Methoxypropylamine is a C3 amine terminated with a methoxy group.
3-Methoxypropylamine is used as a corrosion inhibitor in aqueous media.
MOPA is suitable for the gentle removal of the Boc protective group and as a molecular building block for the synthesis of the dye Disperse Blue 60 and the UV filter Methoxypropylamino Cyclohexenylidene Ethoxyethylcyanoacetate (S87), which was only recently approved in the EU.
Chemical Properties of 3-methoxypropylamine:
3-methoxypropylamine (MOPA) is a clear, colorless to faintly colored liquid.
3-methoxypropylamine typically and an ammonia like odor.
3-methoxypropylamine has properties typical of primary amines and is miscible with water, ethanol, toluene, acetone, hexane and other standard solvents.
Methoxypropylamine can be used in making amine soaps that can be used in dispersions and emulsions of natural and synthetic waxs used in flowing, textiles, water-based paints etc.
Methoxypropylamine volatilizes with water and leaves behind an insoluble wax film.
Further, methoxypropylamine in dilute solutions does not have an objectionable odor.
Uses of 3-methoxypropylamine:
Organic intermediate, emulsifier in anionic coatings and wax formulations.
3-Methoxypropylamine (MOPA) is a liquid C3-Aminoether.
3-methoxypropylamine is used mainly as a corrosion inhibitor.
The cyanoethylation of methanol on acrylonitrile forms almost quantitatively 3-methoxypropionitrile, which can be hydrogenated to 3-methoxypropylamine on a nickel/cobalt catalyst in the presence of excess ammonia (yield 96 %).
The addition of ammonia during the hydrogenation of the nitrile suppresses the formation of the secondary amine bis(3-methoxypropyl)amine.
3-Methoxypropylamine is a clear, colorless to yellowish liquid with an amine-like odor that is completely miscible with water.
An aqueous solution of 3-Methoxypropylamine (100 g·l−1) shows a pH value of 11.5 at 20 °C.
MOPA is readily soluble in a variety of organic solvents.
3-Methoxypropylamine is hygroscopic and sensitive to air.
Applications of 3-Methoxypropylamine:
3-Methoxypropylamine neutralizes corrosive carbon dioxide dissolved in water and, because of its good solubility in water and organic solvents, is used in functional fluids such as B. heat carriers, cooling lubricants, brake and hydraulic fluids or used in the separation of anhydrous hydrocarbon mixtures in refineries as a corrosion inhibitor.
Recently, the gentle removal of the tert-butyloxy (Boc) protecting group from functionalized heteroaromatics such as B. indoles described.
The conventional Boc cleavage in acids with z. B. trifluoroacetic acid fails in this case.
The temperature-stable disperse dye C.I. Disperse Blue 60 can be obtained by reacting bromamic acid with ammonia and sodium cyanide to form 1,4-diamino-2,3-dicyanoanthraquinone, subsequent hydrolysis to form the dicarboximide and reaction with MOPA.
Disperse Blue 60 is suitable for the blue coloring of products made from thermoplastic polymers, e.g. B. polyester fibers.
A Knoevenagel reaction of 3-methoxypropylamine with 1,3-cyclohexanedione gives rise to 1-(2-ethylhexylamino)-5,5-dimethyl-cyclohexenone-3 – from 2-ethylhexylamine with dimedone (5,5- dimethylcyclohexane-1,3-dione) – the starting compound 3-(3-methoxypropylamino)-2-cyclohexen-1-one for the latest UV absorber S87 approved by the EU in December 2020.
In the final synthesis step, the second carbonyl group of the precursor is first reacted with diethyl sulfate to form the fenol ether and then with 2-ethoxyethyl cyanoacetate to form methoxypropylamino cyclohexenylidene ethoxyethyl cyanoacetate (S87) in a further Knoevenagel reaction.
Uses of 3-Methoxypropylamine:
Other release to the environment of 3-Methoxypropylamine is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
3-Methoxypropylamine can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones).
CAS Min %: 99.0
CAS Max %: 100.0
Density: 0.8700g/mL
Color: Colorless
Melting Point: -65°C
Boiling Point: 118°C
Flash Point: 48°C
Assay Percent Range: 99% min. (GC)
Infrared Spectrum: Authentic
Linear Formula: CH3OCH2CH2CH2NH2
Packaging: Glass bottle
Refractive Index: 1.4165 to 1.4185
Quantity: 5mL
Solubility Information: Solubility in water: miscible. Other solubilities: miscible with ethanol,toluene,acetone,ether,,carbon tetrachloride and hexane
Specific Gravity: 0.87
Formula Weight: 89.12
Physical Form: Liquid
Percent Purity: 99+%
Viscosity: 0.91 mPa.s (20°C)
Chemical Name or Material: 3-Methoxypropylamine, 99+%
Methoxypropylamine (MOPA) is a clear, colorless liquid.
3-methoxypropylamine typically and an ammonia like odor.
3-methoxypropylamine has properties typical of primary amines and is miscible with water, ethanol, toluene, acetone, hexane and other standard solvents.
Methoxypropylamine can be used in making amine soaps that can be used in dispersions and emulsions of natural and synthetic waxs used in flowing, textiles, water-based paints etc.
Methoxypropylamine volatilizes with water and leaves behind an insoluble wax film.
Further, methoxypropylamine in dilute solutions does not have an objectionable odor.
Methoxypropylamine can be used in the following applications:
-Emulsifier in anionic coatings and wax formulations
-Methoxypropylamine is commonly used in water treatment applications as a flocculating agent, and it is can be used to inhibit corrosion in steam condensate systems.
-3-methoxypropylamine can also reduce presence of carbon dioxide in water.
-Morpholine substitute
-Insecticide emulsions
-Dye solvents, textile assistants
-Adhesion promoter for aluminum and aluminum alloy surface coatings
-When reacted with bis(2-carbamoylphenyl) disulfides it can be used to help control mildew fungi in latex and alkyd paints
-Methoxypropylamine is used in the manufacture of polyamide resins
-3-methoxypropylamine is used as a corrosion prevention additive in oil drilling equipment etc
3-methoxypropylamine Specifications:
Parameter: Specification
Appearance: Clear, colorless liquid
% Moisture content (KF): 0.3 Max
Purity % (GC): 99.5% Max
3-methoxypropylamine ALSO KNOWN AS
3-Methoxy-1-Propaneamine, 3-Methoxy Propyl Amine, MOPA, Methoxy Propy Amine
CAS: 5332-73-0
Molecular Formula: C4H11NO
Molecular Weight (g/mol): 89.14
MDL Number: MFCD00014831
InChI Key: FAXDZWQIWUSWJH-UHFFFAOYSA-NShow Less
PubChem CID: 1672
IUPAC Name: 3-methoxypropan-1-amine
SMILES: COCCCN
3-Methoxypropylamine (MPA) is one of the promising alternative amines to control pH value of the secondary coolant of pressurized water reactors.
Several carboxylic acids may be generated through thermal decomposition of the amine, and possibly brings about acidic environment for turbines.
Therefore, 3-methoxypropylamine is important to evaluate yields of the carboxylic acids resulted from the thermal decomposition of the amine.
The thermal decomposition of MPA was investigated under two conditions: (1) dissolved oxygen (DO) concentration less than 5 ppb at 553 K and (2) DO concentration of 20 ppb at 343 K.
Initial MPA concentration was 10 ppm.
After the tests, concentrations of MAP and carboxylic acids were measured with ion chromatography.
Physical and Chemical Properties:
3-methoxypropylamine (MOPA) is a clear, colorless to faintly colored liquid.
3-methoxypropylamine typically and an ammonia-like odor.
3-methoxypropylamine has properties typical of primary amines and is miscible with water, ethanol, toluene, acetone, hexane, and other standard solvents
In addition, methoxypropylamine does not have a distinct odor in dilute solutions.
Methoxypropylamine Reactions:
The reaction of 3-methoxypropylamine with base disulfides (2-carbamoylphenyl) results in the production of products useful in the control of mold fungi in latex and alkyd paints.
By the reaction of 3 Methoxypropylamine and sodium hydroxide, a new useful material for paint removal is obtained.
Applications and Uses of MOPA:
-This compound finds abundant use in insecticide emulsions, textiles, and paint solvents.
-3-methoxypropylamine has been used in the production of polybutadiene-based isocyanates and polyamide resins.
-Modification of aluminum surfaces and their alloys has been done with dilute solutions of this material and it has been reported that this material improves the adhesion of coatings that are applied later.
-MOPA is used in the production of amine soaps and fatty acids and some natural resins and products that are used in paint and other industries.
-In making waxes that are insensitive to water MOPA is used
-In washing powders and to improve their function in low temperatures
-3-methoxypropylamine is used as an additive to prevent corrosion of oil refining equipment.
-The presence of acidic substances in the input crude oil causes corrosion in the condensate.
-This material does not have a recognizable odor in solutions, and in comparison with morphine, it might be an awesome substitute.
-3-methoxypropylamine is also used in plant growth regulators.
Vapor Pressure: 21.7 mm Hg
Odor Threshold Low: 0.2 ppm
Odor Threshold High: 42 ppm
Description: Colorless liquid with an ammonia-like odor
Boiling point: 116 °C
Melting point: 116 °C
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 3
Exact Mass: 89.084063974
Monoisotopic Mass: 89.084063974
Topological Polar Surface Area: 35.2 Ų
Heavy Atom Count: 6
Formal Charge: 0
Complexity: 23.5
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Synonyms
3-Methoxypropylamine
5332-73-0
3-methoxypropan-1-amine
1-Propanamine, 3-methoxy-
1-Amino-3-methoxypropane
3-Aminopropyl methyl ether
3-Methyoxypropylamine
Propylamine, 3-methoxy-
3-Methoxy-n-propylamine
3-Methoxy-1-propanamine
3-MPA
Propanolamine methyl ether
gamma-Methoxypropylamine
NSC 552
1-methoxy-3-aminopropane
UNII-VT819VO82Z
3-methoxy-propylamine
3-Methoxy-1-propylamine
MFCD00014831
.gamma.-Methoxypropylamine
VT819VO82Z
DSSTox_CID_7596
DSSTox_RID_78522
DSSTox_GSID_27596
3-methoxypropyl amine
3-methoxy-1-aminopropane
CAS-5332-73-0
CCRIS 6178
EINECS 226-241-3
[3-(methyloxy)propyl]amine
BRN 0878144
3-(methyloxy)-1-propanamine
AI3-25438
methoxypropylamine
3-methoxyproylamine
3-metoxypropylamine
3-Methoxypropylamin
methoxy propyl amine
3-methoxylpropylamine
3MOPA cpd
3-methoxy propylamine
(3-methoxypropyl)amine
3-methoxy propyl amine
3-methoxy-n-propyl-amine
3-Methoxypropane-1-amine
ACMC-1B1QS
EC 226-241-3
3-Methoxypropylamine, 99%
WLN: Z3O1
NSC552
CHEMBL3186458
DTXSID7027596
NSC-552
PROPANE,1-AMINO,3-METHOXY
AMY21871
STR00952
ZINC1555605
Tox21_201250
Tox21_303065
BBL011597
STL163330
AKOS000119858
CS-W016673
MCULE-1421362990
3-Methoxypropylamine, analytical standard
NCGC00249008-01
NCGC00257023-01
NCGC00258802-01
FT-0616017
M0127
111065-EP2298305A1
W-105748
Q27292011
F0020-1832