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147982

Sigma-Aldrich

(S)-(+)-2-Octanol

99%

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About This Item

Linear Formula:
CH3(CH2)5CH(OH)CH3
CAS Number:
6169-06-8
Molecular Weight:
130.23
Beilstein/REAXYS Number:
1719323
EC Number:
228-213-6
MDL number:
MFCD00064283
UNSPSC Code:
12352001
PubChem Substance ID:
24848871
NACRES:
NA.22

assay

99%

form

liquid

optical activity

[α]20/D +9.5°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.426 (lit.)

bp

175 °C (lit.)

density

0.822 g/mL at 25 °C (lit.)

SMILES string

CCCCCC[C@H](C)O

InChI

1S/C8H18O/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3/t8-/m0/s1

InChI key

SJWFXCIHNDVPSH-QMMMGPOBSA-N

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Application

(S)-(+)-2-Octanol can be used:
  • To prepare the solution of 5-(benzyloxy)-isophthalic acid derivative, which is used as a 2D chiral self-assembly system comprising pyrolytic graphite.
  • As a chiral template in the study of enantioselective glycidol esterification.
  • As a starting material for the preparation of (+)-(S)-2-octyI tosylate, an intermediate used to prepare (−)-(R)-2-halo and azido octanes.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

168.8 °F - closed cup

flash_point_c

76 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Convenient preparation of optically active 2-halooctanes and related compounds
San Filippo Jr J and Romano LJ
The Journal of Organic Chemistry, 40(10), 1514-1515 (1975)
Xiao-Yang Ou et al.
Journal of biotechnology, 299, 37-43 (2019-05-03)
Highly efficient asymmetric reduction of 2-octanone to (R)-2-octanol catalyzed by immobilized Acetobacter sp. CCTCC M209061 cells was achieved in a biphasic system. Bioreduction conducted in aqueous single phase buffer was limited due to poor solubility and toxicity towards cells cause
Paul Masset et al.
Cell, 182(1), 112-126 (2020-06-07)
Every decision we make is accompanied by a sense of confidence about its likely outcome. This sense informs subsequent behavior, such as investing more-whether time, effort, or money-when reward is more certain. A neural representation of confidence should originate from
Development of simulation approach for two-dimensional chiral molecular self-assembly driven by hydrogen bond at the liquid/solid interface
Qin Y, et al.
Surface Science, 663, 71-80 (2017)
Effect of imprinting sol-gel immobilized lipase with chiral template substrates in esterification of (R)-(+)-and (S)-(-)-glycidol.
Furukawa S, et al.
Journal of Molecular Catalysis. B, Enzymatic, 17(1), 23-28 (2002)
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