2235-12-3

Basic information

• Product Name: 1,3,5-HEXATRIENE
• Synonyms: (3E)-1,3,5-Hexatriene;1,3,5-hexatriene,mixtureofisomers;Divinylethylene;Hexa-1,3,5-triene;Hexatriene;hexa-1,3,5-triene, mixed isomers;1,3,5-HEXATRIENE, MIXTURE OF ISOMERS, STAB.
• CAS NO: 2235-12-3
• Molecular Formula: C₆H₈
• Molecular Weight: 80.12772
• EINECS: 218-789-7
• Mol File: 2235-12-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: -11.7°C
• Boiling Point: 76-79°C
• Flash Point: 38 °C
• Appearance: /
• Density: 0,737 g/cm3
• Vapor Pressure: 103mmHg at 25°C
• Refractive Index: n20/D 1.511(lit.)
• Storage Temp.: −20°C
• CAS DataBase Reference: 1,3,5-HEXATRIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-HEXATRIENE(2235-12-3)
• EPA Substance Registry System: 1,3,5-HEXATRIENE(2235-12-3)

Safety Data

• Hazard Codes: Xn
• Statements: 10-22-36-65
• Safety Statements: 26-36-62
• RIDADR: 1992
• RTECS: MP5425000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 2235-12-3(Hazardous Substances Data)

Usage

Description

1,3,5-hexatriene is the simplest conjugated triene, and its structure predicts two geometrical isomers, the cis form being the open chain analog of benzene. With a single sigma bond separating the pi bonds of 1,3,5-hexatriene it is a conjugated system and some of the pi electron density will be delocalized between each of the C-C bonds, not just those written as double bonds in the Lewis structure. There are six adjacent carbon atoms involved in the pi system and the combination of a p orbital from each of these six atoms will result in six pi molecular orbitals: ψ1, ψ2, ψ3, ψ4*, ψ5*, and ψ6* (also referred to as π1, π2, π3, π4*, π5*and π6*).

Preparation

1,3,5-Hexatriene has been prepared by pyrolysis of s-divinylglycol diformate, condensation of allyl chloride with sodamide, phthalic anhydride dehydration of 1,5-hexadiene-3-ol and debromination of 3,4-dibromohexa-diene-1,5 with zinc. The product in method contained cyclohexadiene, and the purification of the substance seems to have been incomplete in all cases.

InChI:InChI=1/C6H8/c1-3-5-6-4-2/h3-6H,1-2H2/b6-5+

Upstream product

• 62116-23-8 1,6-dibromohexa-2,4-diene 
• 821-08-9 hexa-1,5-dien-3-yne 
• 1165952-92-0 cyclohexa-1,4-diene 
• 40749-83-5 4-propenyl-1,3-dioxane 
• 141-78-6 ethyl acetate 
• 64-17-5 ethanol 
• 107-05-1 3-chloroprop-1-ene 
• 3280-51-1 3,5-hexadien-2-ol 
• 10420-90-3 1,3-hexadien-5-yne 
• 924-41-4 1,5-hexadiene-3-ol 
• 504-60-9 penta-1,3-diene 
• 1516-17-2 2,4-hexadien-1-ol acetate 
• 4462-96-8 cis-1,2-cyclobutane dicarboxylic anhydride 
• 74-85-1 ethene 

Downstream Products

• 1720-32-7 1,6-diphenyl-hexa-1,3,5-triene 
• 80698-41-5 1-phenyl-6-piperidino-2,4-hexadiene 
• 89510-58-7 ((1E,3E)-4-Penta-1,3-dienyl)-benzoic acid methyl ester 
• 74503-41-6 3-Vinyl-4-cyclohexen-1,1,2,2-tetracarbonitril 
• 89510-71-4 (E,E,E)-1,6-bis-(p-acetoxyphenyl)-1,3,5-hexatriene 
• 3029-41-2 1,10-diphenyl-1,3,5,7-decapentaene 
• 31382-32-8 1,6-bis(4-methoxyphenyl)hexa-1,3,5-triene 
• 89510-74-7 C₂₂H₂₀O₄ 
• 34944-31-5 1,6-Di-o-nitrophenyl-1,3,5-hexatrien 
• 89510-73-6 C₂₂H₂₀O₄ 
• 102749-09-7 1,10-bis(4-methoxyphenyl)deca-1,3,5,7,9-pentaene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 592-57-4 cyclohexa-1,3-diene radical cation 
• 628-41-1 1,4-cyclohexadiene radical cation 

Relevant articles and documents

Highly Efficient Photocatalytic Degradation of Dyes by a Copper–Triazolate Metal–Organic Framework

A copper(I) 3,5-diphenyltriazolate metal–organic framework (CuTz-1) was synthesized and extensively characterized by using a multi-technique approach. The combined results provided solid evidence that CuTz-1 features an unprecedented Cu5tz6 cluster as the secondary building unit (SBU) with channels approximately 8.3 ? in diameter. This metal–organic framework (MOF) material, which is both thermally and chemically (basic and acidic) stable, exhibited semiconductivity and high photocatalytic activity towards the degradation of dyes in the presence of H2O2. Its catalytic performance was superior to that of reported MOFs and comparable to some composites, which has been attributed to its high efficiency in generating .OH, the most active species for the degradation of dyes. It is suggested that the photogenerated holes are trapped by CuI, which yields CuII, the latter of which behaves as a catalyst for a Fenton-like reaction to produce an excess amount of .OH in addition to that formed through the scavenging of photogenerated electrons by H2O2. Furthermore, it was shown that a dye mixture (methyl orange, methyl blue, methylene blue, and rhodamine B) could be totally decolorized by using CuTz-1 as a photocatalyst in the presence of H2O2 under the irradiation of a Xe lamp or natural sunlight.

Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid

Ladderane lipids produced by anammox bacteria constitute some of the most structurally fascinating yet poorly studied molecules among biological membrane lipids. Slow growth of the producing organism and the inherent difficulty of purifying complex lipid mixtures have prohibited isolation of useful amounts of natural ladderane lipids. We have devised a highly selective total synthesis of ladderane lipid tails and a full phosphatidylcholine to enable biophysical studies on chemically homogeneous samples of these molecules. Additionally, we report the first proof of absolute configuration of a natural ladderane.