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65980

Sigma-Aldrich

(S)-(−)-2-Methylbutanol

≥95.0% (sum of enantiomers, GC)

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:
57652046
NACRES:
NA.22

Quality Level

100

Assay

≥95.0% (sum of enantiomers, GC)

optical activity

[α]20/D −6.3±0.5°, c = 10% in ethanol

refractive index

n/D 1.41
n20/D 1.411

bp

129-131 °C (lit.)

density

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

storage temp.

2-8°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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Related Categories

General description

rest mainly 3-methyl-1-butanol

Application

(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.

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

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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Concise Total Synthesis of (-)-Myxalamide A
Fujita K et al.
Angewandte Chemie (International ed. in English), 51(29), 7271-7274 (2012)
Total Synthesis and Configurational Validation of (+)-Violapyrone C
Lee JS, et al.
European Journal of Organic Chemistry, 2014(21), 4472-4476 (2014)
Synthesis and Characterization of Conducting Copolymers of (S)-2-Methylbutyl-2-(3-thienyl) acetate with Pyrrole and Thiophene
Levent A, et al.
Macromolecular Chemistry and Physics, 204(8), 1118-1122 (2003)
A general method for the enantiospecific synthesis of optically active aliphatic sulfenyl chlorides and thiophthalimides
Cevasco G, et al.
Tetrahedron Asymmetry, 1(3), 141-142 (1990)

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