40577
(S)-1-Octen-3-ol
≥95% (sum of enantiomers, GC)
Synonym(s):
(S)-Matsutake alcohol
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About This Item
Empirical Formula (Hill Notation):
C8H16O
CAS Number:
Molecular Weight:
128.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
Assay:
≥95% (sum of enantiomers, GC)
Form:
liquid
InChI key
VSMOENVRRABVKN-MRVPVSSYSA-N
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
assay
≥95% (sum of enantiomers, GC)
form
liquid
optical purity
enantiomeric ratio: ≥99:1 (GC)
functional group
hydroxyl
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Characterization of an enantioselective odorant receptor in the yellow fever mosquito Aedes aegypti.
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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