23726-94-5

Basic information

• Product Name: (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one
• Synonyms: (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one;cis-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-Buten-1-one;CIS-ALPHA-DAMASCONE;1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (Z)-2-Buten-1-one;1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-cis-2-Buten-1-one
• CAS NO: 23726-94-5
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.2973
• EINECS: 245-845-8
• Mol File: 23726-94-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 267.1°C at 760 mmHg
• Flash Point: 105.7°C
• Appearance: /
• Density: 0.898g/cm³
• Vapor Pressure: 0.0083mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one(23726-94-5)
• EPA Substance Registry System: (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one(23726-94-5)

Safety Data

• Hazardous Substances Data: 23726-94-5(Hazardous Substances Data)

Usage

General Description

(Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, also known as 4-Methyl-5-cyclohexen-1-one, is a chemical compound with the molecular formula C10H16O. It is a colorless to pale yellow liquid with a sweet, floral odor. (Z)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one is used primarily as a flavoring agent and fragrance ingredient in the food, beverage, and cosmetic industries. It is known for its fruity and floral notes and is often used in perfumes, air fresheners, and scented products. Additionally, it is also used as an intermediate in the synthesis of other organic compounds. The compound is considered to be relatively stable and non-reactive under normal conditions but should be handled and stored with care due to its flammability and potential irritant properties.

InChI:InChI=1/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7-8,12H,6,9H2,1-4H3/b7-5-

Upstream product

• 28043-10-9 methyl 2,6,6-trimethyl-cyclohex-2-en-1-yl carboxylate 
• 2622-05-1 allylmagnesium bromide 
• 49815-62-5 4-(2',6',6'-trimethyl-2'-cyclohexenyl)-1,6-heptadien-4-ol 
• 24720-09-0 α-damascone 
• 52610-46-5 2,6,6-Trimethyl-α-(1-propenyl)-2-cyclohexene-1-methanol 
• 127-41-3 alpha-ionone 
• 139609-03-3 2-(1-Bromoethyl)-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)oxirane 
• 139609-01-1 α-Methyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)oxiranemethanol 
• 37079-64-4 1-<3-(2,6,6-Trimethyl-2-cyclohexen-1-yl)oxiranyl>ethanone 

Downstream Products

• 24720-09-0 α-damascone 

Relevant articles and documents

A New Synthesis of α- and β-Damascones from the Ionones

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Synthesis of (E)-1-Propenyl Ketones from Carboxylic Esters and Carboxamides by Use of Mixed Organolithium-Magnesium Reagents

The novel reagents formed by combination of allylmagnesium chloride and a strong non-nucleophilic lithium base (LiNR2) convert non- or slowly enolizable carboxylic esters or carboxamides into 2-propenyl ketones which are protected from further reaction by their in situ conversion into enolates.This modified Grignard reaction is applied to efficient syntheses of α-damascone, β-damascone, β-damascenone, and various other (E)-1-propenyl ketones.