DL-Alaninol Chemical Properties

Melting point:

8°C

Boiling point:

72-73 °C11 mm Hg(lit.)

Density 

0.943 g/mL at 25 °C(lit.)

vapor pressure 

70.1-235Pa at 10-30℃

refractive index 

n20/D 1.450

Flash point:

145 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Methanol (Slightly)

pka

pK1: 9.469(+1) (25°C)

form 

Viscous Liquid

color 

Clear colorless to light yellow

optical activity

[α]/D +1.0 to 1.0°

Water Solubility 

soluble

Sensitive 

Air Sensitive & Hygroscopic

Merck 

14,468

BRN 

1209234

InChIKey

JCBPETKZIGVZRE-UHFFFAOYSA-N

LogP

-1 at 20℃ and pH10.5

CAS DataBase Reference

6168-72-5(CAS DataBase Reference)

NIST Chemistry Reference

1-Propanol, 2-amino-, (.+/-.)-(6168-72-5)

EPA Substance Registry System

2-Aminopropanol (6168-72-5)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

F 

10-23

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29221980

MSDS

• Language:English Provider:DL-Alaninol
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DL-Alaninol Usage And Synthesis

Chemical Properties

clear colorless to light yellow viscous liquid

Uses

DL-Alaninol has been used in the synthesis of N6-α-(I-hydroxypropyl) lysine, diastereomers of DL-β-amino alcohols, enantiopure and racemic samples of 2-methyl-N-tosylaziridine, (±)-3-(5-dimethylcarbamoyl-pent-1-enyl)-N-(2-hydroxy-1-methyl-ethyl)benzamide.

General Description

A colorless to pale yellow liquid with a fishy odor. Moderately toxic by ingestion and skin contact. A severe skin irritant. Combustible. The compound contains both the amine group -NH2 and the alcohol group -OH and so has some properties of both. Floats and mixes with water.

Air & Water Reactions

Very soluble in water.

Reactivity Profile

DL-Alaninol is a chemical base. Neutralizes acids in exothermic reactions to form salts plus water. 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.

Health Hazard

If inhaled may be harmful. Contact may cause burns to skin and eyes. (Organic base.)

Synthesis

The general procedure for the synthesis of DL-aminopropanol from 2-nitro-1-propanol was carried out as follows: to an acetonitrile solution of 2-nitro-1-propanol (1 mmol / eq) was added DIPEA (5 mmol / eq) at 15 °C, stirring was maintained. Subsequently, freshly distilled trichlorosilane (3.5 mmol / eq) was added slowly dropwise using a syringe. The reaction mixture was stirred continuously at 15°C for 18 hours. Upon completion of the reaction, the reaction was quenched by addition of 10% NaOH solution and the mixture was extracted with ethyl acetate (AcOEt). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated in vacuum to give DL-aminopropanol in quantitative yield.

References

[1] Patent: WO2014/37444, 2014, A1. Location in patent: Page/Page column 6
[2] Organic Letters, 2015, vol. 17, # 16, p. 3941 - 3943
[3] Journal of the American Chemical Society, 1945, vol. 67, p. 206
[4] Journal of the Chemical Society, 1949, p. 510,515
[5] Acta Chemica Scandinavica, 1976, vol. 30, # 6 B, p. 567 - 573

DL-Alaninol(6168-72-5)Related Product Information

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