692-24-0

Basic information

• Product Name: TRANS-3-METHYL-3-HEXENE
• Synonyms: (3E)-2-Methyl-3-hexene;(E)-2-Methyl-3-hexene;(E)-3-Hexene, 2-methyl;2-Methyl-trans-3-hexene;TRANS-3-METHYL-3-HEXENE;(E)-2-methylhex-3-ene
• CAS NO: 692-24-0
• Molecular Formula: C₇H₁₄
• Molecular Weight: 98.19
• EINECS: 211-728-5
• Mol File: 692-24-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: -141.56°C
• Boiling Point: 85.9°C
• Appearance: /
• Density: 0.6853
• Vapor Pressure: 69mmHg at 25°C
• Refractive Index: 1.3974
• CAS DataBase Reference: TRANS-3-METHYL-3-HEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-3-METHYL-3-HEXENE(692-24-0)
• EPA Substance Registry System: TRANS-3-METHYL-3-HEXENE(692-24-0)

Safety Data

• Hazardous Substances Data: 692-24-0(Hazardous Substances Data)

Usage

General Description

TRANS-3-METHYL-3-HEXENE, also known as 3-Methyl-3-hexene, is a chemical compound with the molecular formula C7H14. It is a colorless liquid with a pungent odor and is commonly used in the production of various industrial and consumer products. TRANS-3-METHYL-3-HEXENE is a type of alkene, a class of hydrocarbons characterized by carbon-carbon double bonds. It is primarily used as a solvent in industrial processes, as well as an intermediate in the production of other chemicals. Additionally, it can be found in some cleaning and degreasing products. However, it is important to handle TRANS-3-METHYL-3-HEXENE with care, as it can be flammable and should be used in well-ventilated areas according to safety guidelines.

InChI:InChI=1/C7H14/c1-4-5-6-7(2)3/h5-7H,4H2,1-3H3/b6-5+

Upstream product

• 89389-86-6 acetic acid-(1-ethyl-3-methyl-butyl ester) 
• 102547-66-0 acetic acid-(1-isopropyl-butyl ester) 
• 3524-73-0 5-methyl-1-hexene 
• 617-29-8 2-methylhexan-3-ol 
• 4049-81-4 2-methyl-1,5-hexadiene 
• 598-23-2 3-methyl-but-1-yne 
• 623-55-2 (+-)-5-methyl-3-hexanol 
• 28823-41-8 2-methylhexa-2,4-diene 
• 98955-12-5 dithiocarbonic acid O-(1-ethyl-3-methyl-butyl ester)-S-methyl ester 
• 36566-80-0 2-methyl-3-hexyne 

Relevant articles and documents

Catalyst versus Substrate Control of Forming (E)-2-Alkenes from 1-Alkenes Using Bifunctional Ruthenium Catalysts

Here we examine in detail two catalysts for their ability to selectively convert 1-alkenes to (E)-2-alkenes while limiting overisomerization to 3- or 4-alkenes. Catalysts 1 and 3 are composed of the cations CpRu(κ2-PN)(CH3CN)+ and Cp?Ru(κ2-PN)+, respectively (where PN is a bifunctional phosphine ligand), and the anion PF6-. Kinetic modeling of the reactions of six substrates with 1 and 3 generated first- and second-order rate constants k1 and k2 (and k3 when applicable) that represent the rates of reaction for conversion of 1-alkene to (E)-2-alkene (k1), (E)-2-alkene to (E)-3-alkene (k2), and so on. The k1:k2 ratios were calculated to produce a measure of selectivity for each catalyst toward monoisomerization with each substrate. The k1:k2 values for 1 with the six substrates range from 32 to 132. The k1:k2 values for 3 are significantly more substrate-dependent, ranging from 192 to 62 000 for all of the substrates except 5-hexen-2-one, for which the k1:k2 value was only 4.7. Comparison of the ratios for 1 and 3 for each substrate shows a 6-12-fold greater selectivity using 3 on the three linear substrates as well as a >230-fold increase for 5-methylhex-1-ene and a 44-fold increase for a silyl-protected 4-penten-1-ol substrate, which are branched three and five atoms away from the alkene, respectively. The substrate 5-hexen-2-one is unique in that 1 was more selective than 3; NMR analysis suggested that chelation of the carbonyl oxygen can facilitate overisomerization. This work highlights the need for catalyst developers to report results for catalyzed reactions at different time points and shows that one needs to consider not only the catalyst rate but also the duration over which a desired product (here the (E)-2-alkene) remains intact, where 3 is generally superior to 1 for the title reaction.