(S)-(-)-2-Methyl-1-butanol Property

Melting point:

-70 °C

alpha 

-5.8 º (neat 23 ºC)

Boiling point:

136-138 °C(lit.)

Density 

0.811 g/mL at 25 °C(lit.)

vapor density 

3 (vs air)

vapor pressure 

1 mm Hg ( 13.6 °C)

refractive index 

n20/D 1.409(lit.)

Flash point:

120 °F

storage temp. 

2-8°C

solubility 

soluble in Chloroform, Ethanol

form 

clear liquid

pka

15.24±0.10(Predicted)

color 

Colorless to Almost colorless

Odor

ethereal fresh

optical activity

[α]23/D 5.8°, neat

Water Solubility 

36 g/L (30 ºC)

Merck 

14,6030

BRN 

1718809

Dielectric constant

15.8（20℃）

LogP

1.223 (est)

CAS DataBase Reference

1565-80-6(CAS DataBase Reference)

NIST Chemistry Reference

1-Butanol, 2-methyl-, (S)-(1565-80-6)

EPA Substance Registry System

1-Butanol, 2-methyl-, (2S)- (1565-80-6)

Safety

Hazard Codes 

Xn

Risk Statements 

10-20-37-66-2017/10/20

Safety Statements 

46-24/25

RIDADR 

UN 1105 3/PG 3

WGK Germany 

1

RTECS 

SB9800000

HazardClass 

3

PackingGroup 

III

HS Code 

29051990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

(S)-(-)-2-Methyl-1-butanol Chemical Properties,Usage,Production

Chemical Properties

clear colourless liquid

Uses

(S)-(-)-2-Methylbutanol can be used as a reactant to prepare:

• Methylbutyl-2-(3-thienyl)acetate (MBTA) by esterification reaction with 3-thiophene acetic acid in the presence of an acid catalyst.
• (2S)-2-Methyl-1-butanesulfenyl chloride by reacting with thioacetic acid using Mitsunobu reaction conditions.
• (+)-Violapyrone C and (-)-myxalamide A.

Uses

(S)-(?)-2-Methylbutanol can be used to prepare:

• (S)-(?)-2-Methyl-1-butyloxy carbonyl amino hexyl isocyanate (MBI), which is used to synthesize isocyanate copolymers.
• Chiral alkoxynaphathoic acid derivatives having liquid crystalline properties.
• 3,4-Bis[(S)-2-methylbutoxy]thiophene, a key intermediate for the synthesis of polythiophenes.

Definition

ChEBI: The (S)-enantiomer of 2-methylbutan-1-ol.

General Description

rest mainly 3-methyl-1-butanol

Purification Methods

Reflux the butanol with CaO, distil, reflux with magnesium and again fractionally distil it. A small sample of highly purified material is obtained by fractional crystallisation after conversion into a suitable ester such as the trinitrophthalate or the 3-nitrophthalate. The latter is converted to the cinchonine salt in acetone and recrystallised from CHCl3 by adding pentane. The salt is saponified, extracted with ether, and fractionally distilled. [Terry et al. J Chem Eng Data 5 403 1960, Beilstein 1 IV 1666.]