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764-13-6

Basic Information
CAS No.: 764-13-6
Name: 2,5-Dimethyl-2,4-hexadiene
Article Data: 89
Molecular Structure:
Molecular Structure of 764-13-6 (2,5-Dimethyl-2,4-hexadiene)
Formula: C8H14
Molecular Weight: 110.199
Synonyms: 1,1,4,4-Tetramethylbuta-1,3-diene;Biisobutenyl;Biisocrotyl;Diisocrotyl;NSC 10812;2,5-Dimethylhexa-2,4-diene;
EINECS: 212-115-5
Density: 0.747 g/cm3
Melting Point: 12 °C
Boiling Point: 134.5 °C at 760 mmHg
Flash Point: 29.4 °C
Appearance: clear colourless liquid
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 10-36/37/38-20/21/22
Safety: 16-26-36/37/39
Transport Information: UN 3295 3/PG 3
PSA: 0.00000
LogP: 2.91880
Synthetic route
130251-99-9

6-acetoxy-1-cyclohexene-1-carbonitrile

Me2C=CHMgX

Me2C=CHMgX

A

764-13-6

2,5-Dimethyl-2,4-hexadiene

B

6-(2-methylprop-1-enyl)-1-cyclohexene-1-carbonitrile

Conditions
ConditionsYield
Stage #1: Me2C=CHMgX With indium(III) chloride In tetrahydrofuran at 20℃; for 1h;
Stage #2: 6-acetoxy-1-cyclohexene-1-carbonitrile With triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran
A n/a
B 89%
84072-34-4

(Z)-2,5-dimethyl-2,5-dihydroxy-3-hexene monomethyl ether

764-13-6

2,5-Dimethyl-2,4-hexadiene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;82%
1403460-42-3

2,4-diisopropyl-6,6-dimethyl-1,3-dioxane

764-13-6

2,5-Dimethyl-2,4-hexadiene

Conditions
ConditionsYield
tricalcium diphosphate at 400℃;80%
927-81-1

trans-2,5-dimethyl-3-hexene-2,5-diol

764-13-6

2,5-Dimethyl-2,4-hexadiene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;78%
42302-74-9

2,2,4-trimethyl-3-pentanal p-tozylhydrazonate

A

82937-01-7

(E)-2,4-dimethyl-hexa-2,4-diene

B

764-13-6

2,5-Dimethyl-2,4-hexadiene

C

1121-35-3

2-(2,2-dimethyl-cyclopropyl)-2-propene

D

42302-76-1

1-(1-methylcyclopropyl)-2-methyl-1-propene

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 160℃; Further byproducts given;A 1.2%
B 75.3%
C 1.1%
D 19%
42302-74-9

2,2,4-trimethyl-3-pentanal p-tozylhydrazonate

A

82937-01-7

(E)-2,4-dimethyl-hexa-2,4-diene

B

764-13-6

2,5-Dimethyl-2,4-hexadiene

C

42302-76-1

1-(1-methylcyclopropyl)-2-methyl-1-propene

D

82937-00-6

(Z)-2,4-Dimethyl-2,4-hexadiene

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 160℃; Further byproducts given;A 1.2%
B 75.3%
C 19%
D 0.6%
3017-69-4

2-methyl-1-propenylbromide

764-13-6

2,5-Dimethyl-2,4-hexadiene

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc In acetonitrile at 20℃; for 6h;75%
With potassium iodide; nickel dichloride; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide at 40℃; for 9h;74%
With diethyl ether; sodium
96445-43-1

3,4-dilithio-2,5-dimethyl-2,4-hexadiene

98-86-2

acetophenone

A

764-13-6

2,5-Dimethyl-2,4-hexadiene

B

3-isopropylidene-5-methyl-2-phenyl-hex-4-en-2-ol

C

3,3,6,6-tetramethyl-2,7-diphenyl-4-octyn-2,7-diol

Conditions
ConditionsYield
In diethyl ether at -60℃; Condensation; hydrolysis;A 20%
B 10%
C 70%
96445-43-1

3,4-dilithio-2,5-dimethyl-2,4-hexadiene

67-64-1

acetone

A

764-13-6

2,5-Dimethyl-2,4-hexadiene

B

30762-44-8

3-isopropylidene-2,5-dimethyl-4-hexen-2-ol

C

2,3,3,6,6,7-hexamethyl-4-octyn-2,7-diol

Conditions
ConditionsYield
In diethyl ether at -40℃; Condensation; hydrolysis;A 10%
B 70%
C 20%
39924-58-8

(Z)-1-bromo-1-nonene

38614-36-7

2-methylpropen-1-ylmagnesium bromide

A

764-13-6

2,5-Dimethyl-2,4-hexadiene

B

188430-61-7

(Z)-2-methyl-2,4-dodecadiene

C

107678-80-8, 108035-62-7

octadeca-8,10-diene

D

(E)-2-methyl-2,4-dodecadiene

Conditions
ConditionsYield
Stage #1: (Z)-1-bromonon-1-ene With magnesium In tetrahydrofuran; ethylene dibromide at 5 - 20℃; Inert atmosphere;
Stage #2: 2-methylpropen-1-ylmagnesium bromide With oxygen; lithium chloride; manganese(ll) chloride In tetrahydrofuran at -60℃; Inert atmosphere; optical yield given as %de;
A 70%
B n/a
C 15%
D n/a
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    Name 2,5-Dimethyl-2,4-hexadiene Synonyms 2,5-Dimethylhexa-2,4-diene CAS NO. 764-13-6 Molecular Formula C8H14 Molecular Weight

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Specification

The 2,4-Hexadiene,2,5-dimethyl-, with the CAS registry number 764-13-6, is also known as Biisobutenyl. It belongs to the product categories of Acyclic; Alkenes; Organic Building Blocks; Aliphatics; Intermediates & Fine Chemicals; Mutagenesis Research Chemicals; Pharmaceuticals. Its EINECS number is 212-115-5. This chemical's molecular formula is C8H14 and molecular weight is 110.20. What's more, its systematic name is 2,5-dimethylhexa-2,4-diene. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. This chemical is a volatile alkyl compound present in tobacco smoke. It is used as a potential biomarker in breath for prediction of lung cancer.

Physical properties of 2,4-Hexadiene,2,5-dimethyl- are: (1)ACD/LogP: 4.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.01; (4)ACD/LogD (pH 7.4): 4.01; (5)ACD/BCF (pH 5.5): 658.76; (6)ACD/BCF (pH 7.4): 658.76; (7)ACD/KOC (pH 5.5): 3624.49; (8)ACD/KOC (pH 7.4): 3624.49; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.44; (13)Molar Refractivity: 38.91 cm3; (14)Molar Volume: 147.4 cm3; (15)Polarizability: 15.42×10-24cm3; (16)Surface Tension: 21.4 dyne/cm; (17)Density: 0.747 g/cm3; (18)Flash Point: 29.4 °C; (19)Enthalpy of Vaporization: 35.66 kJ/mol; (20)Boiling Point: 134.5 °C at 760 mmHg; (21)Vapour Pressure: 9.95 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-bromo-2-methyl-propene at the temperature of 20 °C. This reaction will need reagents NiBr2(PPh3)2, PPh3, zinc and solvent acetonitrile with the reaction time of 6 hours. The yield is about 75%.

2,4-Hexadiene,2,5-dimethyl- can be prepared by 1-bromo-2-methyl-propene at the temperature of 20 °C

Uses of 2,4-Hexadiene,2,5-dimethyl-: it can be used to produce 2,5-dimethyl-2,5-dinitro-hex-3t-ene. It will need reagent NO2 and solvent hexane with the reaction time of 5 min. The yield is about 78%.

2,4-Hexadiene,2,5-dimethyl- can be used to produce 2,5-dimethyl-2,5-dinitro-hex-3t-ene

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C(=C\C=C(/C)C)(\C)C
(2)Std. InChI: InChI=1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3
(3)Std. InChIKey: DZPCYXCBXGQBRN-UHFFFAOYSA-N