2,5-Dimethyl-2,4-hexadiene

Base Information

• Chemical Name: 2,5-Dimethyl-2,4-hexadiene
• CAS No.: 764-13-6
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 29012900
• European Community (EC) Number: 212-115-5
• NSC Number: 10812
• UNII: EE5YRI32X6
• DSSTox Substance ID: DTXSID3022116
• Nikkaji Number: J34.958E
• Wikidata: Q27160797
• Mol file: 764-13-6.mol

Synonyms:2,5-DIMETHYL-2,4-HEXADIENE;764-13-6;Biisobutenyl;Biisocrotyl;2,5-Dimethylhexa-2,4-diene;Diisocrotyl;2,4-Hexadiene, 2,5-dimethyl-;NSC 10812;EINECS 212-115-5;UNII-EE5YRI32X6;EE5YRI32X6;AI3-26989;C8H14;NSC-10812;1,1,4,4-TETRAMETHYLBUTA-1,3-DIENE;NSC10812;2,4-diene;2,5dimethyl-2,4-hexadiene;2,5-dimethyl-hexa-2,4-diene;DTXSID3022116;CHEBI:88821;(CH3)2C=CHCH=C(CH3)2;MFCD00008904;2,5-Dimethyl-2,4-hexadiene, 96%;AKOS009157108;LS-184897;D0735;FT-0610427;A838694;2,5-dimethyl-2,4-hexadiene (stabilized with bht);Q27160797;F0001-1940

Chemical Property of 2,5-Dimethyl-2,4-hexadiene

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 26.9 mm Hg ( 37.7 °C)
• Melting Point: 12 °C
• Refractive Index: n20/D 1.476(lit.)
• Boiling Point: 134.5 °C at 760 mmHg
• Flash Point: 29.4 °C
• PSA: 0.00000
• Density: 0.747 g/cm³
• LogP: 2.91880
• Storage Temp.: Flammables area
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 92

Purity/Quality:

98% ^*data from raw suppliers

2,5-Dimethyl-2,4-hexadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38-20/21/22
• Safety Statements: 16-26-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: CC(=CC=C(C)C)C
• Uses: 2,5-dimethyl-2,4-hexadiene is a volatile alkyl compound present in tobacco smoke. It is used as a potential biomarker in breath for prediction of lung cancer. 2,5-Dimethyl-2,4-hexadiene may be used in the synthesis of (+)-trans-(1R,3R)-chrysanthemic acid methyl ester.

Technology Process of 2,5-Dimethyl-2,4-hexadiene

There total 79 articles about 2,5-Dimethyl-2,4-hexadiene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

6-acetoxy-1-cyclohexene-1-carbonitrile (130251-99-9) → 2,5-Dimethyl-2,4-hexadiene (764-13-6) + 6-(2-methylprop-1-enyl)-1-cyclohexene-1-carbonitrile

Guidance literature:

Me₂C=CHMgX; With indium(III) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

6-acetoxy-1-cyclohexene-1-carbonitrile; With triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.1021/jo0357162

Reference yield: 82.0%

(Z)-2,5-dimethyl-2,5-dihydroxy-3-hexene monomethyl ether (84072-34-4) → 2,5-Dimethyl-2,4-hexadiene (764-13-6)

Guidance literature:

With lithium aluminium tetrahydride; titanium(III) chloride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1021/ja00385a052

Reference yield: 80.0%

2,4-diisopropyl-6,6-dimethyl-1,3-dioxane (1403460-42-3) → 2,5-Dimethyl-2,4-hexadiene (764-13-6)

Guidance literature:

tricalcium diphosphate; at 400 ℃;

upstream raw materials:

2,5-dimethyl-2,5-hexanediol

aniline hydrobromide

2,5-dimethyl-1,5-hexadiene

2-methyl-1-propenylbromide

Downstream raw materials:

2,2,5,5-tetramethyltetrahydrofuran

2,5-dichloro-2,5-dimethyl-hex-3t-ene

(E)-2,5-dimethylhex-3-ene

2,5-dichloro-2,5-dimethyl hexane

Refernces

• 1、 -. "SYSTEMS AND METHODS FOR SYNTHESIS OF PHENOLICS AND KETONES". Paragraph 0080-0088. . Retrieved 2018/11/21.
• 2、 Kiefer, Gregor,Jeanbourquin, Loic,Severin, Kay. "Oxidative coupling reactions of grignard reagents with nitrous oxide". supporting information. p. 6302 - 6305. Retrieved 2013/07/19.