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.)

Flash point:

153 °F

storage temp. 

Store below +30°C.

solubility 

H₂O: 0.1 M at 20 °C, clear, colorless

form 

Low Melting Solid

Specific Gravity

0.934

color 

Colorless

PH

11.0-12.0 (25℃, 0.1M in H2O)

pka

9.7(at 25℃)

PH Range

9.0 - 10.5

Odor

at 100.00?%. mild ammonia

Water Solubility 

miscible

λmax

λ: 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.

InChIKey

CBTVGIZVANVGBH-UHFFFAOYSA-N

LogP

-0.63 at 20℃

CAS DataBase Reference

124-68-5(CAS DataBase Reference)

NIST Chemistry Reference

1-Propanol, 2-amino-2-methyl-(124-68-5)

EPA Substance Registry System

2-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 Temperature

438 °C

Hazard Note 

Harmful/Flammable

TSCA 

Yes

PackingGroup 

III

HS Code 

29221990

Hazardous Substances Data

124-68-5(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 2900 mg/kg LD50 dermal Rabbit > 2000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Amino-2-methyl-1-propanol Usage And Synthesis

Industrial uses

Because 2-Amino-2-methyl-1-propanol has the advantages of excellent absorption and desorption capacity, high loading capacity, and low replenishment cost. AMP is one of the promising amines considered for usage in the industrial scale post-combustion CO2 capture technology[1]. At present, there are a large number of studies on the performance of 2-Amino-2-methyl-1-propanol for CO₂ adsorption. Using 2-amino-2-methyl-1-propanol (AMP) as the core adsorbent and silica as the shell, the AMP microcapsules prepared are expected to replace conventional adsorbents to achieve carbon dioxide capture in cold environments[2].

Uses

2-Amino-2-methylpropanol is used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase.

Uses

2-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.

Uses

2-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..

General Description

A 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 Reactions

Insoluble in water.

Reactivity Profile

2-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.

Hazard

Toxic by ingestion.

Health Hazard

Causes 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 Hazard

Special Hazards of Combustion Products: Emits toxic fumes during fire conditions.

Biochem/physiol Actions

2-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 Profile

On 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%.

Purification Methods

Purify it by distilling and fractional freezing. The hydrochloride has m 204o-206o. [Beilstein 4 III 783, 4 IV 1740.]

References

[1] Tan W, et al. Atmospheric Chemistry of 2-Amino-2-methyl-1-propanol: A Theoretical and Experimental Study of the OH-Initiated Degradation under Simulated Atmospheric Conditions. The Journal of Physical Chemistry A, 2021; 125: 7502–7519.[2] Rama ;S, et al. Encapsulation of 2-amino-2-methyl-1-propanol with tetraethyl orthosilicate for CO2 capture. Frontiers of Chemical Science and Engineering, 2019; 13: 672–683.

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