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Key Documents

53586

Sigma-Aldrich

(S)-2-Methyl-1,4-butanediol

≥97.0% (sum of enantiomers, GC)

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About This Item

Empirical Formula (Hill Notation):
C5H12O2
CAS Number:
Molecular Weight:
104.15
Beilstein:
2343656
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (sum of enantiomers, GC)

refractive index

n20/D 1.449

density

0.992 g/mL at 20 °C (lit.)

SMILES string

C[C@H](CO)CCO

InChI

1S/C5H12O2/c1-5(4-7)2-3-6/h5-7H,2-4H2,1H3/t5-/m0/s1

InChI key

MWCBGWLCXSUTHK-YFKPBYRVSA-N

Application

Used in the synthesis of sex pheromones of pine sawflies.[1]

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Pei-Qiang Huang et al.
The Journal of organic chemistry, 69(11), 3964-3967 (2004-05-22)
(2S,3S,7S)-3,7-Dimethylpentadecan-2-yl acetate (2) and its propionate analogue (3) are the main sex pheromones of all Neodiprion species and Diprion similes, respectively. Starting from (S)-malic acid and employing a highly chemo-, regio-, and stereoselective tandem ester reduction-epoxide formation-reductive epoxide-opening reaction protocol

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