5194-51-4

Basic information

• Product Name: trans,trans-2,4-Hexadiene
• Synonyms: 2,4-Hexadiene,(E,E)- (8CI,9CI);(2E,4E)-2,4-Hexadiene;(2E,4E)-Hexadiene;(E,E)-2,4-Hexadiene;trans,trans-1,4-Dimethyl-1,3-butadiene;trans,trans-2,4-Hexadiene;(2E,4E)-Hexa-2,4-diene;2,4-Hexadiene, (E,Z)-
• CAS NO: 5194-51-4
• Molecular Formula: C₆H₁₀
• Molecular Weight: 82.14
• EINECS: 225-980-9
• Mol File: 5194-51-4.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 80 °C at 760 mmHg
• Flash Point: 7 °F
• Appearance: /
• Density: 0.715 g/cm³
• Vapor Pressure: 6.24E-07mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: trans,trans-2,4-Hexadiene(CAS DataBase Reference)
• NIST Chemistry Reference: trans,trans-2,4-Hexadiene(5194-51-4)
• EPA Substance Registry System: trans,trans-2,4-Hexadiene(5194-51-4)

Safety Data

• Hazardous Substances Data: 5194-51-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H22N2O2/c1-4-20(5-2)16-9-6-14(18(21)12-16)13-19-15-7-10-17(22-3)11-8-15/h6-13,19H,4-5H2,1-3H3/b14-13+

Upstream product

• 40672-32-0 2,2'r,5'c-trimethyl-2',5'-dihydro-1'H-spiro[phenanthro[9,10-d][1,3,2]dioxaphosphole-2,1'-phosphole] 
• 71169-47-6 3,6-Dihydro-3,6-dimethyl-2,2-diphenyl-2H-thiopyran 
• 71169-46-5 Spiro 
• 592-42-7 1,5-Hexadien 
• 1517-14-2 cis-3,4-dimethyl-1-cyclobutene 
• 113564-09-3 (E,2R^*,3S^*)-3-hydroxy-2-methyl-4-hexenoic acid 
• 74-85-1 ethene 
• 106-99-0 buta-1,3-diene 
• 821-07-8 (E)-1,3,5-hexatriene 
• 928-49-4 hex-3-yne 
• 5194-50-3 (E,Z)-2,4-hexadiene 
• 7553-56-2 iodine 
• 123-31-9 hydroquinone 
• 71-43-2 benzene 

Downstream Products

• 108719-02-4 2,5-dimethyl-6-phenyl-cyclohex-3-enecarbonitrile 
• 1195533-14-2 (+/-)-3ξ,6ξ-dimethyl-cyclohex-4-ene-1r,2c-dicarboxylic acid dimethyl ester 
• 58911-07-2 1,2,5-trimethyl-cyclohex-3-enecarboxylic acid methyl ester 
• 35353-55-0 (+/-)-2c,5c-dimethyl-cyclohex-3-ene-r-carboxylic acid 
• 36337-44-7 (+/-)-3ξ,6ξ-dimethyl-cyclohex-4-ene-1r,2t-dicarboxylic acid dimethyl ester 
• 103387-24-2 2,5-dimethyl-6-phenyl-cyclohex-3-enecarboxylic acid ethyl ester 
• 107733-62-0 benzyl crotyl amine 
• 131228-96-1 (E)-N-phenylhex-3-en-2-amine 
• 93133-36-9 3,6-dimethyl-2-(toluene-4-sulfonyl)-1-(toluene-4-sulfonylimino)-1,2,3,6-tetrahydro-1λ⁴-[1,2]thiazine 
• 93133-33-6 3,6-dimethyl-2-(toluene-4-sulfonyl)-1-(toluene-4-sulfonylimino)-1,2,3,6-tetrahydro-1λ⁴-[1,2]thiazine 
• 2783-10-0 2-Methyl-hexa-3,5-dien 
• 80361-01-9 (3aR,4S,7R,7aR)-2-Benzoyl-1-benzyl-4,7-dimethyl-3-oxo-1,2,3,4,7,7a-hexahydro-isoindole-3a-carboxylic acid ethyl ester 
• 77944-28-6 {2-[((Z)-Hex-4-ene)-2-sulfonyl]-1,1-dimethyl-ethyl}-benzene 
• 76960-43-5 (1S,4R,5R,6S)-5-Methyl-6-((E)-propenyl)-bicyclo[2.2.2]oct-2-ene 

Relevant articles and documents

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Supported imidazolylphosphine catalysts for highly (E)-selective alkene isomerization

For fine chemical synthesis, immobilized catalysts offer little advantage if they produce a product mixture that must be separated. Selective isomerization of terminal olefins is achieved by heterogenized bifunctional catalysts. Outstanding and consistent (E)-selectivity (>99%) even in cases where (E) and (Z) isomers are of comparable stability, combined with modest catalyst loadings (1 to 2 mol %), set these catalysts apart from previously reported systems. Ease of catalyst removal and high geometric selectivity avoid tedious purifications.

Platinum-catalyzed addition of iodomethane to acetylene

The reaction of iodomethane and acetylene in the presence of Pt II and NaI in acetone gives (E)-1-iodopropene. A possible mechanism involves the intermediate formation of a PtIV methyl vinyl derivative by the iodoplatination of acetylene with a reversibly formed a PtIV methyl complex and assumes the catalytic character of the process.