2-AMINO-1-BUTANOL

2-AMINO-1-BUTANOL Property

Melting point:

-2 °C (lit.)

Boiling point:

176-178 °C (lit.)

Density 

0.943 g/mL at 25 °C (lit.)

vapor pressure 

58.1Pa at 25℃

refractive index 

n20/D 1.452

Flash point:

184 °F

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

Water Solubility 

Completely miscible in water

solubility 

Chloroform (Sparingly), Methanol (Slightly)

pka

12.88±0.10(Predicted)

form 

Liquid

color 

Clear

Sensitive 

Air Sensitive & Hygroscopic

Merck 

14,427

BRN 

1098274

LogP

-0.45 at 20℃

CAS DataBase Reference

96-20-8(CAS DataBase Reference)

EPA Substance Registry System

1-Butanol, 2-amino- (96-20-8)

Safety

Hazard Codes 

C

Risk Statements 

34-50-22

Safety Statements 

26-36/37/39-45-61

RIDADR 

UN 2735 8/PG 3

WGK Germany 

2

RTECS 

EK9625000

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29221990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

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.

2-AMINO-1-BUTANOL Chemical Properties,Usage,Production

Chemical Properties

clear liquid

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Uses

Emulsifying agent (in soap form) for oils, fats, and waxes; absorbent for acidic gases; organic syn- thesis.

Application

2-amino- 1-butanol is a precursor for the antituberculotic ethambuto.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Synthesis

The general procedure for the synthesis of 2-amino-1-butanol and compounds (CAS:22621-37-0) from DL-2-aminobutyric acid is as follows: Preparation of (+) - 2-amino-1-butanol (Example 9): 1. 1.8 g of L-2-aminobutyric acid obtained in Example 5 was dispersed in 30 mL of ethanol. 2. Dry hydrogen chloride gas was passed into this dispersed system until the L-2-aminobutyric acid was completely dissolved to form a homogeneous solution. 3. The resulting solution was refluxed for 4 hours. 4. Upon completion of the reaction, the reaction mixture was cooled and the ethanol was subsequently evaporated under reduced pressure. 5. The residue was dissolved in cooled ammonia and subsequently extracted with ether. 6. 6. The ether extracts were combined and dried with magnesium sulfate. 7. After drying, distillation was carried out under reduced pressure to collect the fraction with a boiling point of 66°C-67°C/18 mmHg to give 2.0 g of ethyl L-2-aminobutyrate in 90% yield. 8. The product had a specific optical rotation of 0.01%. 8. The specific optical rotation of the product was (α)D27 = +17.8°±1° (C=5.6, ethanol).

Purification Methods

They are purified by shaking with solid NaOH, filtering and distilling through a short column. The oxalate of the racemate has m 176o. They are strong bases and should be stored under N2 in the absence of CO2. The enantiomers have [] 20 ±12.5o (c 2, EtOH). [Johnson & Degering J Org Chem 8 7 1943, Nagao et al. J Org Chem 51 2392 1986, Santaniello et al. J Chem Soc, Perkin Trans 1 919 1985, Beilstein 4 H 291, 4 IV 1705.]

References

[1] Patent: US3979457, 1976, A