(R)-(-)-1-Amino-2-propanol

(R)-(-)-1-Amino-2-propanol Property

Melting point:

24-26 °C (lit.)

alpha 

-18 º (c=1.8, H2O)

Boiling point:

160 °C (lit.)

Density 

0.954 g/mL at 25 °C (lit.)

vapor density 

2.6 (vs air)

vapor pressure 

<1 mm Hg ( 20 °C)

refractive index 

n20/D 1.4482(lit.)

Flash point:

165 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

Liquid After Melting

pka

12.92±0.35(Predicted)

color 

Clear colorless to light yellow

Specific Gravity

0.954

optical activity

[α]20/D 23.5°, c = 1 in methanol

Water Solubility 

soluble

Sensitive 

Hygroscopic

BRN 

1718869

InChIKey

HXKKHQJGJAFBHI-GSVOUGTGSA-N

LogP

-1.127 (est)

CAS DataBase Reference

2799-16-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Propanol, 1-amino-, (R)-(2799-16-8)

Safety

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

23-26-36-45

RIDADR 

UN 3259 8/PG 2

WGK Germany 

1

RTECS 

UA5775000

F 

10-34

Autoignition Temperature

635 °F

HazardClass 

8

PackingGroup 

III

HS Code 

29221990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

(R)-(-)-1-Amino-2-propanol Chemical Properties,Usage,Production

Chemical Properties

Colorless to light yellow liqui

Uses

(R)-(-)-1-Amino-2-propanol is a useful research intermediate used in the synthesis of other bioactive small molecules with pharmaceutical applications.

Definition

ChEBI: A 1-aminopropan-2-ol that has R-configuration.

Synthesis

GENERAL STEPS: Example 2 Synthesis of (R)-1-amino-2-propanol. To a 500 mL reaction vessel was added L-threonine (10 g, 0.839 mol), 2-cyclohexen-1-one (8.07 g, 0.084 mol) and polyethylene glycol. The mixture was stirred under a nitrogen atmosphere at 150-160 °C. After 72 h, the reaction was judged complete when the crystals were completely dissolved and the mixture appeared homogeneous. The yield of (R)-1-amino-2-propanol was confirmed to be 80.6% by gas chromatographic analysis. Subsequently, the reaction solution was distilled under reduced pressure at the same temperature and the fractions were collected at 54-62 °C (1-20 hPa) to give (R)-1-amino-2-propanol (44.4 g, yield: 70.4%, chemical purity: 99.0%, optical purity: 99.9% ee).

References

[1] Chemistry Letters, 1986, p. 893 - 896
[2] Synthetic Communications, 1994, vol. 24, # 10, p. 1381 - 1387
[3] Patent: US2005/222430, 2005, A1. Location in patent: Page/Page column 2
[4] Synthetic Communications, 1993, vol. 23, # 8, p. 1071 - 1074