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About This Item
Linear Formula:
H2C=CHCH2CH(OH)CH=CH2
CAS Number:
Molecular Weight:
98.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
refractive index
n20/D 1.448 (lit.)
density
0.878 g/mL at 25 °C (lit.)
SMILES string
OC(CC=C)C=C
InChI
1S/C6H10O/c1-3-5-6(7)4-2/h3-4,6-7H,1-2,5H2
InChI key
SZYLTIUVWARXOO-UHFFFAOYSA-N
General description
1,5-Hexadien-3-ol is the starting reagent for the enantioselective synthesis of (+)-rogioloxepane A. It undergoes Sharpless kinetic resolution and ring-closing metathesis to yield nine membered oxocene.
Application
1,5-Hexadien-3-ol was used in the synthesis of (+)-obtusenyne.
signalword
Warning
hcodes
Hazard Classifications
Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk_germany
WGK 3
flash_point_f
84.2 °F - closed cup
flash_point_c
29 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Certificates of Analysis (COA)
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Michael T Crimmins et al.
Journal of the American Chemical Society, 125(25), 7592-7595 (2003-06-19)
A total synthesis of the laurencia metabolite (+)-obtusenyne has been completed. The key steps include a Sharpless kinetic resolution and an asymmetric glycolate alkylation to establish the stereogenic centers adjacent to the ether linkage and a ring-closing metathesis reaction to
Yan-Lun Ju et al.
Plant physiology and biochemistry : PPB, 130, 501-510 (2018-08-11)
Grapes are one of the most important fruits because of their economic and nutritional benefits, and grapevines are widely cultivated in arid and semi-arid areas. Therefore, it is critical to study the mechanism by which grapevines respond to water stress.
Induction of rejection of successful allografts of rat islets by donor peritoneal exudate cells.
P E Lacy et al.
Transplantation, 28(5), 415-420 (1979-11-01)
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