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52435

Sigma-Aldrich

cis-1,4-Hexadiene

≥99.0%

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Empirical Formula (Hill Notation):
C6H10
CAS Number:
Molecular Weight:
82.14
Beilstein/REAXYS Number:
1839519
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.0%

refractive index

n20/D 1.415

bp

65-66 °C (lit.)

density

0.707 g/mL at 20 °C (lit.)

SMILES string

C\C=C/CC=C

InChI

1S/C6H10/c1-3-5-6-4-2/h3-4,6H,1,5H2,2H3/b6-4-

InChI key

PRBHEGAFLDMLAL-XQRVVYSFSA-N

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1 of 4

This Item
195707145491361267
cis-1,4-Hexadiene ≥99.0%

52435

cis-1,4-Hexadiene

cis-1,4-Dichloro-2-butene 95%

195707

cis-1,4-Dichloro-2-butene

2,3-Dimethyl-1,3-butadiene 98%, contains 100 ppm BHT as stabilizer

145491

2,3-Dimethyl-1,3-butadiene

cis-1,2-Cyclohexanediol 99%

361267

cis-1,2-Cyclohexanediol

density

0.707 g/mL at 20 °C (lit.)

density

1.188 g/mL at 25 °C (lit.)

density

0.726 g/mL at 25 °C (lit.)

density

-

refractive index

n20/D 1.415

refractive index

n20/D 1.489 (lit.)

refractive index

n20/D 1.438 (lit.)

refractive index

-

bp

65-66 °C (lit.)

bp

152 °C/758 mmHg (lit.)

bp

68-69 °C (lit.)

bp

-

General description

cis-1,4-Hexadiene can be synthesized from the cobalt-catalyzed reaction between butadiene and ethylene. The reaction of this hydrocarbon with Fe(CO)5 affords the trans-1,3-hexadiene-iron tricarbonyl complex (I), plus a small amount of the trans,trans-2,4-hexadiene complex(II). Mechanism of the conversion of cis-1,4-hexadiene to trans-2-methyl-1,3-pentadiene, via rearrangement in the presence of a nickel catalyst has been investigated.

signalword

Danger

pcodes

Hazard Classifications

Acute Tox. 3 Oral - Asp. Tox. 1 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-50.8 °F - closed cup

flash_point_c

-46 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Reaction of cis-1, 4-Hexadiene with Iron Pentacarbonyl.
Kuji J and Iwamoto M.
Bulletin of the Chemical Society of Japan, 41(6), 1483-1484 (1968)
Nickel-promoted methylvinylcyclopropane rearrangements. Mechanistic relevance to the cis-1, 4-hexadiene to 2-methyl-1, 3-pentadiene isomerization.
Pinke PA, et al.
Journal of the American Chemical Society, 96(13), 4229-4234 (1974)

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