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2-Amino-2-methyl-1-propanol

2-Amino-2-methyl-1-propanol Basic information
Product Name:2-Amino-2-methyl-1-propanol
Synonyms:iso-Butanolamine;2-Amino-2-methyl-1-propanol, 10% water;2-Amino-2-methyl-1-propanol,99%;2-Amino-2-Methyl-1-Propanol, May Cont. up to ca 5% Water;2-Amino-2-Methyl-1-Propano AMP;2-Amino-2-methyl-1-propanol ,95%;2-Amino-2-methyl-1-propanol,β-Aminoisobutyl alcohol, AMP;2-Amino-2-methyl-1-p
CAS:124-68-5
MF:C4H11NO
MW:89.14
EINECS:204-709-8
Product Categories:Aliphatics;Amines;Industrial/Fine Chemicals;Chemical Amines;124-68-5
Mol File:124-68-5.mol
2-Amino-2-methyl-1-propanol Structure
2-Amino-2-methyl-1-propanol Chemical Properties
Melting point 24-28 °C (lit.)
Boiling point 165 °C (lit.)
density 0.934 g/mL at 25 °C (lit.)
vapor density 3 (vs air)
vapor pressure <1 mm Hg ( 25 °C)
refractive index n20/D 1.4455(lit.)
Fp 153 °F
storage temp. Store below +30°C.
solubility H2O: 0.1 M at 20 °C, clear, colorless
form Low Melting Solid
Specific Gravity0.934
color Colorless
PH Range9.0 - 10.5
PH11.0-12.0 (25℃, 0.1M in H2O)
pka9.7(at 25℃)
Odorat 100.00?%. mild ammonia
Water Solubility miscible
λmaxλ: 260 nm Amax: 0.01
λ: 280 nm Amax: 0.01
Merck 14,449
BRN 505979
Stability:Stable. Combustible. Incompatible with strong oxidizing agents. May present an explosion hazard if heated.
InChIKeyCBTVGIZVANVGBH-UHFFFAOYSA-N
LogP-0.63 at 20℃
CAS DataBase Reference124-68-5(CAS DataBase Reference)
NIST Chemistry Reference1-Propanol, 2-amino-2-methyl-(124-68-5)
EPA Substance Registry System2-Amino-2-methyl-1-propanol (124-68-5)
Safety Information
Hazard Codes Xi,F
Risk Statements 36/38-52/53
Safety Statements 61-26
RIDADR 2735
WGK Germany 1
RTECS UA5950000
Autoignition Temperature438 °C
Hazard Note Harmful/Flammable
TSCA Yes
PackingGroup III
HS Code 29221990
Hazardous Substances Data124-68-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 2900 mg/kg LD50 dermal Rabbit > 2000 mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2-Amino-2-methyl-1-propanol Usage And Synthesis
Chemical Propertieswhite crystals or viscous liquid
Uses2-Amino-2-methyl-1-propanol has been used as an component in enzyme assay for screening the alkaline phosphatase activity in sarcoma osteogenic (SaOS-2) cells..
Uses2-Amino-2-methylpropanol is used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase.
Uses2-Amino-2-methyl-1-propanol is also used in ATR-FTIR spectroscopic investigation of the carbon monoxide absorption characteristics of a series of heterocyclic diamines.
General DescriptionA clear light colored liquid. Insoluble in water and about the same density as water. Flash point 172°F. Used to make other chemicals.
Air & Water ReactionsInsoluble in water.
Reactivity Profile2-Amino-2-methyl-1-propanol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
HazardToxic by ingestion.
Health HazardCauses severe irritation. Inhalation may be fatal as a result of spasm, inflammation, and edema of laryns and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting.
Fire HazardSpecial Hazards of Combustion Products: Emits toxic fumes during fire conditions.
Biochem/physiol Actions2-Amino-2-methyl-1-propanol is a substituted aliphatic alcohol and is used majorly as a pH balancer in cosmetic formulations. It has phototoxic effect as it can interact and penetrate above the sebum layer. However, it is not carcinogenic.
Safety ProfileOn March 21, 2014, the Environmental Protection Agency (EPA) issued a direct final rule with a parallel proposal identifying 2-Amino-2-methyl-1-propanol (also known as AMP) as a chemical compound that it will no longer be regulated as a volatile organic compound (VOC) under the Clean Air Act. This will remove AMP from regulatory requirements related to controlling VOC emissions in order to meet the national ambient air quality standards (NAAQS) for ozone. EPA will add AMP to the list of negligibly reactive compounds in EPA’s regulatory definition of VOC.
AMP is used for pigment dispersion in water-based coatings such as house paints. Excluding this compound from the regulatory definition of VOC, facilitates access to AMP for manufacturers of water-based coatings in order to meet VOCs limits without impairing the performance of their products or using other more toxic chemicals.
Synthesis The synthesis of 2-Amino-2-methyl-1-propanol is as follows:

In a 1L three-neck flask with mechanical stirring, first add 200ml of water, add a few drops of dilute sulfuric acid to make it slightly acidic (pH=3.5-4), then heat to 40-50, and start adding 99.0 at the same time. 2,2-Dimethylaziridine and 400ml dilute sulfuric acid aqueous solution, keep the temperature and slightly acidic condition, drop 2,2-dimethylaziridine, then continue to react at this temperature 1h, then under reduced pressure distillation to remove 80% of the water, add 500ml ethanol to the obtained system, neutralize with 30% sodium hydroxide to pH=9.5-10, filter and remove the salt, the obtained filtrate is distilled out of ethanol under normal pressure , And then distilled under reduced pressure to obtain crude 2-amino-2-methyl-1-propanol. This crude product is then rectified to obtain 112.9g 2-amino-2-methyl-1-propanol refined product with a yield of about 91.0%, chromatographic purity is about 99.4%.
synthesis of 2-Amino-2-methyl-1-propanol

Purification MethodsPurify it by distilling and fractional freezing. The hydrochloride has m 204o-206o. [Beilstein 4 III 783, 4 IV 1740.]
2-[(2,4-dichlorobenzyl)amino]-2-methyl-1-propanol Boric acid (H3BO3), compd. with 2-amino-2-methyl-1-propanol Methyl METHYLPROPANOL 2-{[2-(benzyloxy)-3-ethoxybenzyl]amino}-2-methyl-1-propanol 2-({4-[(4-chlorobenzyl)oxy]-3-methoxybenzyl}amino)-2-methyl-1-propanol 2-[({2-[(4-chlorobenzyl)oxy]-1-naphthyl}methyl)amino]-2-methyl-1-propanol 2-Amino-2-methyl-1-propanol, 4-methylbenzenesulfonate (salt) 2-{[(2-ethoxy-1-naphthyl)methyl]amino}-2-methyl-1-propanol 2-{[3-(allyloxy)benzyl]amino}-2-methyl-1-propanol DIMETHYLAMINOPYRIDINE, POLYMER-BOUND 2-({3-bromo-4-[(2,4-dichlorobenzyl)oxy]-5-methoxybenzyl}amino)-2-methyl-1-propanol 2-AMINO-2-METHYL-1-PROPANOL HYDROCHLORIDE BIOCHEMIKA 99% 2-AMINO-2-METHYL-1-PROPANOL, [1-3H] 2-DIMETHYLAMINO-2-METHYL-1-PROPANOL benzoic acid, compd. with 2-amino-2-methyl-1-propanol 2-({3-[(4-chlorobenzyl)oxy]benzyl}amino)-2-methyl-1-propanol 2-[(5-bromo-2-methoxybenzyl)amino]-2-methyl-1-propanol
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