ChemicalBook > CAS DataBase List > 1,3-CYCLOHEXADIENE

1,3-CYCLOHEXADIENE

Product Name
1,3-CYCLOHEXADIENE
CAS No.
592-57-4
Chemical Name
1,3-CYCLOHEXADIENE
Synonyms
Cyclohexadiene;Cyclohexa-1,3-diene;DIHYDROBENZENE;1,3-CYCLOHEXADIENE, STAB.;SKL284;1,3-CycL;1,3-cyclohexdiene;l,3-Cyclohexadiene;1,2-DIHYDROBENZENE;1,3-CYCLOHEXADIENE
CBNumber
CB7277188
Molecular Formula
C6H8
Formula Weight
80.13
MOL File
592-57-4.mol
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1,3-CYCLOHEXADIENE Property

Melting point:
-98 °C
Boiling point:
80 °C (lit.)
Density 
0.841 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.474(lit.)
Flash point:
−2 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Liquid
color 
Clear colorless to light yellow
Water Solubility 
Slightly miscible with methanol. Immiscible with water.
BRN 
506024
Dielectric constant
2.6600000000000001
Stability:
Light Sensitive
LogP
2.470
CAS DataBase Reference
592-57-4(CAS DataBase Reference)
EPA Substance Registry System
1,3-Cyclohexadiene (592-57-4)
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Safety

Hazard Codes 
F
Risk Statements 
11-10-37
Safety Statements 
9-16-29-33
RIDADR 
UN 3295 3/PG 2
WGK Germany 
3
RTECS 
GU4702350
9
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29021990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C100005
Product name
1,3-Cyclohexadiene
Purity
contains 0.05% BHT as inhibitor, 97%
Packaging
5ml
Price
$73.2
Updated
2024/03/01
Sigma-Aldrich
Product number
C100005
Product name
1,3-Cyclohexadiene
Purity
contains 0.05% BHT as inhibitor, 97%
Packaging
25ml
Price
$284
Updated
2024/03/01
Alfa Aesar
Product number
A19394
Product name
1,3-Cyclohexadiene, 96%, stab. with 0.1% BHT
Packaging
5g
Price
$66.5
Updated
2024/03/01
Alfa Aesar
Product number
A19394
Product name
1,3-Cyclohexadiene, 96%, stab. with 0.1% BHT
Packaging
25g
Price
$281
Updated
2024/03/01
Sigma-Aldrich
Product number
C100005
Product name
1,3-Cyclohexadiene
Purity
contains 0.05% BHT as inhibitor, 97%
Packaging
100ml
Price
$1020
Updated
2024/03/01
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1,3-CYCLOHEXADIENE Chemical Properties,Usage,Production

Chemical Properties

clear colorless to light yellow liquid

Uses

1,3-Cyclohexadiene can undergo:
C-C coupling with aromatic alcohols via iridium-catalyzed hydrogen auto-transfer and with aldehydes via transfer hydrogenation mediated by isopropanol to form carbonyl addition products.
Living anionic polymerization with n-BuLi/TMEDA system to form polycyclohexadiene.
Platinum-catalyzed silaboration to form (1R,4S)-1-(dimethylphenylsilyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-cyclohexene.
Aerobic palladium-catalyzed 1,4-diacetoxylation in the presence of cobalt tetra(hydroquinone)porphyrin as an electron transfer reagent.

Uses

1,3-Cyclohexadiene is used as a hydrogen donor in transfer hydrogenation. It is used in the conversion to benzene. It is useful in the study of proteomics research.

Uses

1,3-Cyclohexadiene can undergo:

  • C-C coupling with aromatic alcohols via iridium-catalyzed hydrogen auto-transfer and with aldehydes via transfer hydrogenation mediated by isopropanol to form carbonyl addition products.
  • Living anionic polymerization with n-BuLi/TMEDA system to form polycyclohexadiene.
  • Platinum-catalyzed silaboration to form (1R,4S)-1-(dimethylphenylsilyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-cyclohexene.
  • Aerobic palladium-catalyzed 1,4-diacetoxylation in the presence of cobalt tetra(hydroquinone)porphyrin as an electron transfer reagent.

Definition

ChEBI: Cyclohexa-1,3-diene is a cyclohexadiene.

Preparation

1,3-Cyclohexadiene has been prepared by dehydration of cyclohexen-3-ol, by pyrolysis at 540° of the diacetate of cyclohexane-1,2-diol, by dehydrobromination with quinoline of 3-bromocyclohexene, by treating the ethyl ether of cyclohexen-3-ol with potassium bisulfate, by heating cyclohexene oxide with phthalic anhydride, by treating cyclohexane-1,2-diol with concentrated sulfuric acid, by treatment of 1,2-dibromocyclohexane with tributylamine, with sodium hydroxide in ethylene glycol, and with quinoline, and by treatment of 3,6-dibromo-cyclohexene with sodium.

Purification Methods

Distil the diene from NaBH4 or Na under N2 and collect it in a trap cooled in Dry Ice. It is highly flammable. [Marvel & Martell, J Am Chem Soc 81 450 1959, Beilstein 5 IV 382.]

1,3-CYCLOHEXADIENE Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3-CYCLOHEXADIENE Suppliers

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View Lastest Price from 1,3-CYCLOHEXADIENE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
1,3-Cyclohexadiene 592-57-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Nanjing jinheyou Trading Co., Ltd.
Product
1,3-CYCLOHEXADIENE 592-57-4
Price
US $0.00/g
Min. Order
1g
Purity
99.5%min
Supply Ability
20kg/week
Release date
2019-10-31
Career Henan Chemical Co
Product
1,3-CYCLOHEXADIENE 592-57-4
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
10kg
Release date
2018-12-18

592-57-4, 1,3-CYCLOHEXADIENERelated Search:


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