557358
2-Methyl-1,5-hexadiene
97%
Synonym(s):
2-Methyldiallyl
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About This Item
Linear Formula:
CH2=CHCH2CH2C(CH3)=CH2
CAS Number:
Molecular Weight:
96.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density
>1 (vs air)
Assay
97%
refractive index
n20/D 1.417 (lit.)
n20/D 1.4170 (lit.)
bp
92 °C (lit.)
density
0.712 g/mL at 25 °C (lit.)
functional group
allyl
SMILES string
CC(=C)CCC=C
InChI
1S/C7H12/c1-4-5-6-7(2)3/h4H,1-2,5-6H2,3H3
InChI key
SLQMKNPIYMOEGB-UHFFFAOYSA-N
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General description
2-Methyl-1,5-hexadiene on mercury-photosensitized irradiation, undergoes internal cycloaddition to afford 1-methylbicyclo[2.1.1]hexane (as major product). High-temperature pyrolysis of 2-methyl-1,5-hexadiene affords 1,5-hexadiene and 2,5-dimethyl-1,5-hexadiene. 2-Methyl-1,5-hexadiene undergoes stereoselective and regioselective reaction with dialkylaluminum chloride (Et2AlCl) and titanium alkoxide [Ti(OPr-i)4, a catalyst] followed by oxidation to afford the corresponding five-membered 3-alkylcycloalkyl methanol. 2-Methyl-1,5-hexadiene is formed as a major product during the condensation reaction between allyl chloride and methallyl chloride in the presence of magnesium.
accessory
Product No.
Description
Pricing
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 1A - Flam. Liq. 2 - Muta. 1B - STOT RE 2
Target Organs
Blood
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
10.4 °F - closed cup
Flash Point(C)
-12 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Vapor-phase thermolyses of 3-hydroxy-1, 5-hexadienes. II. Effects of methyl substitution.
Negishi EI, et al.
Journal of the American Chemical Society, 116(18), 8404-8405 (1994)
Olefins and Diolefins from Allylic Chlorides.
Henne AL, et al.
Journal of the American Chemical Society, 63(12), 3474-3476 (1941)
Mercury (3P1) photosensitized internal cycloaddition reactions in 1, 4-, 1, 5-, and 1, 6-dienes.
Srinivasan R and Carlough KH.
Journal of the American Chemical Society, 89(19), 4932-4936 (1967)
Vapor-phase thermolyses of 3-hydroxy-1, 5-hexadienes. II. Effects of methyl substitution.
Viola A, et al.
Journal of the American Chemical Society, 89(14), 3462-3470 (1967)
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