147982

Sigma-Aldrich

(S)-(+)-2-Octanol

99%

Linear Formula:
CH3(CH2)5CH(OH)CH3
CAS Number:
Molecular Weight:
130.23
Beilstein/REAXYS Number:
1719323
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

Quality Level

assay

99%

optical activity

α20/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

CCCCCCC@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.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

168.8 °F

Flash Point(C)

76 °C

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)
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...
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)
Szczepan Bednarz et al.
Molecules (Basel, Switzerland), 17(7), 8068-8078 (2012-07-06)
Hydrogen peroxide was encapsulated into a silica xerogel matrix by the sol-gel technique. The composite was tested as an oxidizing agent both under conventional and microwave conditions in a few model reactions: Noyori's method of octanal and 2-octanol oxidation and...

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