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

(S)-(-)-2-Methyl-1-butanol
  • CAS No.:1565-80-6
Other grades of this product :
(S)-(-)-2-Methyl-1-butanol Basic information
Product Name:(S)-(-)-2-Methyl-1-butanol
Synonyms:(S)-2-Methyl-1-butanol,99%e.e.;(S)-(-)-2-Methylbutanol >=95.0% (suM of enantioMers, GC);(S)-(-)-2-Methylbutanol 99%;(s)-1-butano;(S)-2-methyl-butan-1-ol;AMYL ALCOHOL, N-;AMYL ALCOHOL;AMYL ALCOHOL, NORMAL
CAS:1565-80-6
MF:C5H12O
MW:88.15
EINECS:216-366-1
Product Categories:Building Blocks for Liquid Crystals;Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry
Mol File:1565-80-6.mol
(S)-(-)-2-Methyl-1-butanol Chemical Properties
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.)
Fp 120 °F
storage temp. 2-8°C
pka15.24±0.10(Predicted)
form clear liquid
color Colorless to Almost colorless
optical activity[α]23/D 5.8°, neat
Water Solubility 36 g/L (30 ºC)
Merck 14,6030
BRN 1718809
CAS DataBase Reference1565-80-6(CAS DataBase Reference)
NIST Chemistry Reference1-Butanol, 2-methyl-, (S)-(1565-80-6)
EPA Substance Registry System1-Butanol, 2-methyl-, (2S)- (1565-80-6)
Safety Information
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
MSDS Information
ProviderLanguage
(S)-(-)-sec-Butylcarbinol English
SigmaAldrich English
ACROS English
ALFA English
(S)-(-)-2-Methyl-1-butanol Usage And Synthesis
Chemical Propertiesclear 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.
DefinitionChEBI: The (S)-enantiomer of 2-methylbutan-1-ol.
General Descriptionrest mainly 3-methyl-1-butanol
Purification MethodsReflux 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.]
(S)-(-)-2-Methyl-1-butanol Preparation Products And Raw materials
Raw materialsEthyl acetate-->Tetrahydrofuran-->Lithium Aluminum Hydride-->Sodium borohydride-->(S)-(+)-2-Methylbutyric acid
Preparation ProductsS-2-Methylbutanal-->2-methylbutyl butyrate-->(R)-2-Methylbutanol

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