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About This Item
Linear Formula:
CH3(CH2)5CH(OH)CH3
CAS Number:
Molecular Weight:
130.23
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-213-6
Beilstein/REAXYS Number:
1719323
MDL number:
Assay:
99%
Form:
liquid
Product Name
(S)-(+)-2-Octanol, 99%
InChI key
SJWFXCIHNDVPSH-QMMMGPOBSA-N
InChI
1S/C8H18O/c1-3-4-5-6-7-8(2)9/h8-9H,3-7H2,1-2H3/t8-/m0/s1
SMILES string
CCCCCC[C@H](C)O
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.)
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
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
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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)
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)
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)
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