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592-57-4

Basic Information
CAS No.: 592-57-4
Name: 1,3-Cyclohexadiene
Article Data: 3
Molecular Structure:
Molecular Structure of 592-57-4 (1,3-Cyclohexadiene)
Formula: C6H8
Molecular Weight: 80.1295
Synonyms: Benzene,dihydro- (1CI);
EINECS: 209-764-1
Density: 0.861g/cm3
Melting Point: -98 °C
Boiling Point: 80 °C(lit.)
Flash Point: °C
Solubility: Slightly miscible with methanol. Immiscible with water.
Appearance: clear colorless to light yellow liquid
Hazard Symbols: FXi
Risk Codes: R11;R37;
Safety: A dangerous fire hazard when exposed to heat, flame, or oxidizers. It forms explosive polymeric oxides on exposure to air. When heated to decomposition it emits acrid smoke and fumes.
PSA: 0.00000
LogP: 1.89260
Synthetic route
2235-12-3

1,3,5-hexatriene

A

592-57-4

cyclohexa-1,3-diene radical cation

B

628-41-1

1,4-cyclohexadiene radical cation

C

62015-34-3

trans-1,3,5-hexatriene radical cation

D

62015-35-4

(Z)-1,3,5-hexatriene radical cation

Conditions
ConditionsYield
In dichloromethane at -253.2℃; Irradiation; electronic spectra of the produced radical mixture; the radicals were investigated;
694-01-9

bicyclo{3.1.0}hex-2-ene

A

12169-67-4

cyclohexa-1->5-dienyl

B

55394-12-2

Bicyclo<3.1.0>hex-2-ene radical

C

592-57-4

cyclohexa-1,3-diene radical cation

D

694-01-9, 126110-24-5

Bicyclo<3.1.0>hex-2-ene radical cation

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane Mechanism; Irradiation; 1) 77 K, 2) 130 K; also in CCl3F;
1165952-92-0

cyclohexa-1,4-diene

A

592-57-4

cyclohexa-1,3-diene radical cation

B

628-41-1

1,4-cyclohexadiene radical cation

C

62015-34-3

trans-1,3,5-hexatriene radical cation

D

62015-35-4

(Z)-1,3,5-hexatriene radical cation

Conditions
ConditionsYield
In dichloromethane at -253.2℃; Irradiation; electronic spectra of the produced radical mixture; the radicals were investigated;
1165952-91-9

cyclohexa-1,3-diene

A

592-57-4

cyclohexa-1,3-diene radical cation

B

628-41-1

1,4-cyclohexadiene radical cation

C

62015-34-3

trans-1,3,5-hexatriene radical cation

D

62015-35-4

(Z)-1,3,5-hexatriene radical cation

Conditions
ConditionsYield
In dichloromethane at -253.2℃; Irradiation; electronic spectra of the produced radical mixture; the radicals were investigated;
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Specification

1,3-Cyclohexadiene is an organic compound with the formula (CH2)2(CH)4. It is a colorless, flammable liquid. Its refractive index is 1.475 (20 °C, D). A naturally occurring derivative of 1,3-cyclohexadiene is terpinene, a component of pine oil. With the CAS NO. 592-57-4, it is also called Cyclohexadiene; DIHYDROBENZENE; l,3-Cyclohexadiene; 1,2-DIHYDROBENZENE; 1,3-CYCLOHEXADIENE; Cyclohexa-1,3-diene; 1,3-Cyclohexanediene; 1,3-Cyclohexadiene,96%; 1,3-Cyclohexadiene,99%; 1,3-CYCLOHEXADIENE 97%. 1,3-Cyclohexadiene can be used as a hydrogen donor in transfer hydrogenation.

Physical properties about 1,3-Cyclohexadiene are: (1)ACD/LogP: 2.594; (2)ACD/LogD (pH 5.5): 2.59; (3)ACD/LogD (pH 7.4): 2.59; (4)ACD/BCF (pH 5.5): 55.14; (5)ACD/BCF (pH 7.4): 55.14; (6)ACD/KOC (pH 5.5): 613.97; (7)ACD/KOC (pH 7.4): 613.97; (8)Index of Refraction: 1.49 ; (9)Molar Refractivity: 26.878 cm3; (10)Molar Volume: 93.041 cm3; (11)Polarizability: 10.655 10-24cm3; (12)Surface Tension: 33.0089988708496 dyne/cm; (13)Density: 0.861 g/cm3; (14)Flash Point: -18.889 °C; (15)Enthalpy of Vaporization: 31.962 kJ/mol; (16)Boiling Point: 93.697 °C at 760 mmHg; (17)Vapour Pressure: 55.6619987487793 mmHg at 25°C

Preparation of 1,3-Cyclohexadiene: 1,3-Cyclohexadiene is prepared by the dehydrobromination of 1,2-dibromocyclohexane:
(CH2)4(CHBr)2 + 2 NaH → (CH2)2(CH)4 + 2 NaBr + 2 H2
1,3-Cyclohexadiene can also be prepared by the electrocyclic reaction from 1,3,5-hexatriene either photochemically or at temperatures above 110 °C.

When you are using 1,3-Cyclohexadiene, please be cautious about it as the following:
1. Keep container in a well-ventilated place;
2. Keep away from sources of ignition - No smoking;
3. Do not empty into drains;
4. Take precautionary measures against static discharges;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H8/c1-2-4-6-5-3-1/h1-4H,5-6H2;
(2)InChIKey=MGNZXYYWBUKAII-UHFFFAOYSA-N;
(3)SmilesC1CC=CC=C1;