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A83407

Sigma-Aldrich

(S)-(−)-2-Methylbutanol

99%

Synonym(s):

(S)-(−)-2-Methyl-1-butanol, Active amyl alcohol

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About This Item

Empirical Formula (Hill Notation):
C5H12O
CAS Number:
1565-80-6
Molecular Weight:
88.15
Beilstein:
1718809
EC Number:
216-366-1
MDL number:
MFCD00064299
UNSPSC Code:
12352001
PubChem Substance ID:
24891333
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

optical activity

[α]23/D −5.8°, neat

refractive index

n/D 1.41

bp

129-131 °C (lit.)

density

0.819 g/mL at 20 °C (lit.)
0.811 g/mL at 25 °C

SMILES string

CC[C@H](C)CO

InChI

1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3/t5-/m0/s1

InChI key

QPRQEDXDYOZYLA-YFKPBYRVSA-N

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Application

(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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H332,H335

Precautionary Statements

P210 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 3 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH066

WGK

WGK 3

Flash Point(F)

108.5 °F

Flash Point(C)

42.5 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and liquid crystalline investigation of chiral 6-alkoxy-2-naphathoic acid derivatives
Chothani NJ, et al.
Liq. Cryst., 43(11), 1636-1648 (2016)
Anionic polymerization of isocyanates with optical functionalities.
Shin YD, et al.
Polymer, 42(19), 7979-7985 (2001)
On the origin of optical activity in polythiophenes
Langeveld-Voss BMW, et al.
Journal of Molecular Structure, 521(1-3), 285-301 (2000)
Lawrence M Hanks et al.
Journal of economic entomology, 112(5), 2236-2252 (2019-05-29)
We present research on the chemical ecology of 14 species of longhorned beetles (Coleoptera: Cerambycidae), in four tribes of the subfamily Cerambycinae, conducted in east-central Illinois over 8 yr. Adult males produce aggregation-sex pheromones that attract both sexes. Twenty independent
Aldrichimica Acta, 13, 13-13 (1980)

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