40577

Sigma-Aldrich

(S)-1-Octen-3-ol

≥95% (sum of enantiomers, GC)

Synonym(s):
(S)-Matsutake alcohol
Empirical Formula (Hill Notation):
C8H16O
CAS Number:
Molecular Weight:
128.21
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95% (sum of enantiomers, GC)

optical purity

enantiomeric ratio: ≥99:1 (GC)

SMILES string

CCCCC[C@H](O)C=C

InChI

1S/C8H16O/c1-3-5-6-7-8(9)4-2/h4,8-9H,2-3,5-7H2,1H3/t8-/m1/s1

InChI key

VSMOENVRRABVKN-MRVPVSSYSA-N

Related Categories

Application

(S)-1-Octen-3-ol can be used:
  • As an odorant in the study of an olfactory sensory map of the Anopheles gambiae maxillary palp.
  • As an intermediate in the synthesis of natural product polyporolide and a prostaglandin named 8-aza-prostaglandin E1.
  • As a substrate in the preparation of trienols by reacting with 1-iodo-1,3-dienes using Pd(OAc)2/AgOAc.

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

154.4 °F - closed cup

Flash Point(C)

68 °C - closed cup

Certificate of Analysis

Certificate of Origin

Jonathan D Bohbot et al.
PloS one, 4(9), e7032-e7032 (2009-09-16)
Enantiomers differ only in the left or right handedness (chirality) of their orientations and exhibit identical chemical and physical properties. In chemical communication systems, enantiomers can be differentially active at the physiological and behavioral levels. Only recently were enantioselective odorant...
Odor coding in the maxillary palp of the malaria vector mosquito Anopheles gambiae
Lu T, et al.
Current Biology, 17(18), 1533-1544 (2007)
A stereoselective synthesis of the reported structure of polyporolide
Patil PH and Fernandes RA
Royal Society of Chemistry Advances, 5(61), 49189-49194 (2015)
Damien Brandt et al.
Organic letters, 14(21), 5594-5597 (2012-10-24)
The stereoselective synthesis of conjugated trienes has been achieved from allylic alcohols and 1-iodo-1,3-dienes using Pd(OAc)(2)/AgOAc.
Alan J Grant et al.
PloS one, 6(6), e21785-e21785 (2011-07-09)
1-Octen-3-ol (octenol) is a common attractant released by vertebrates which in combination with carbon dioxide (CO(2)) attracts hematophagous arthropods including mosquitoes. A receptor neuron contained within basiconic sensilla on the maxillary palps of adult mosquitoes responds selectively to 1-octen-3-ol. Recently...

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