324663
1,4-Pentadien-3-ol
contains 0.4% hydroquinone as stabilizer, ≥96%
Synonym(s):
Divinyl carbinol
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About This Item
Linear Formula:
CH2=CHCH(OH)CH=CH2
CAS Number:
Molecular Weight:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1735809
Assay:
≥96%
Form:
liquid
InChI
1S/C5H8O/c1-3-5(6)4-2/h3-6H,1-2H2
SMILES string
OC(C=C)C=C
InChI key
ICMWSAALRSINTC-UHFFFAOYSA-N
assay
≥96%
form
liquid
contains
0.4% hydroquinone as stabilizer
bp
115-116 °C (lit.)
density
0.865 g/mL at 25 °C (lit.)
functional group
hydroxyl
Related Categories
Application
Starting material for asymmetric epoxidation.
Substrate employed in a synthesis of amino-substituted dienes via a bismuth-catalyzed SNi displacement of alcohols by sulfonamide nucleophiles.
Useful building block in natural product synthesis.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
89.6 °F - closed cup
flash_point_c
32 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Tetrahedron Asymmetry, 4, 1533-1533 (1993)
Chin. J. Chem., 9, 381-381 (1991)
Masanori Imai et al.
The Journal of organic chemistry, 69(4), 1144-1150 (2004-02-14)
Intermolecular hydroacylation between salicylaldehydes 1, 26-40 and 1,4-penta- or 1,5-hexadienes 4-13 by Rh-catalyst proceeded under mild reaction conditions to give a mixture of iso- and normal-hydroacylated products 14-25, 41-55, and 57-60. In the hydroacylation reaction, chelation of both salicylaldehyde and
P Andrew Evans et al.
Journal of the American Chemical Society, 125(48), 14702-14703 (2003-12-04)
The enantioselective total synthesis of the annonaceous acetogenin (-)-mucocin (1) was accomplished using a triply convergent 12-step sequence (longest linear sequence) in 13.6% overall yield. This represents the first application of the temporary silicon-tethered (TST) ring-closing metathesis (RCM) cross-coupling reaction
Nakcheol Jeong et al.
Chemical communications (Cambridge, England), (9), 1134-1135 (2004-04-30)
Desymmetrization of the meso dienynes, such as propargyl 1-vinylallyl N-tosylamides (1a-c) and propargyl 1-vinylallyl ethers (1d-e), by asymmetric Pauson-Khand type reaction catalysts was studied. The corresponding vinyl substituted bicyclic pentenones (2 and 3) were obtained with high diastereoselectivity and enantioselectivity.
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