34014-87-4

Basic information

• Product Name: 2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl-
• Synonyms: 3,4,4,5-Tetramethyl-2,5-cyclohexadienon;2,5-Cyclohexadien-1-one,3,4,4,5-tetramethyl;3,4,4,5-Tetramethyl-2,5-cyclohexadien-1-on;3,4,4,5-tetramethylcyclohexa-2,5-dienone
• CAS NO: 34014-87-4
• Molecular Formula: C10H14O
• Molecular Weight: 150.21800
• Mol File: 34014-87-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 46-47 °C
• Boiling Point: 215.0±30.0 °C(Predicted)
• Density: 0.916±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl-(34014-87-4)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl-(34014-87-4)

Safety Data

• Hazardous Substances Data: 34014-87-4(Hazardous Substances Data)

Usage

General Description

2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl- is a chemical compound with the molecular formula C10H14O. It is a yellowish liquid with a strong floral odor, commonly used in perfumes and flavorings. 2,5-Cyclohexadien-1-one, 3,4,4,5-tetramethyl- is also known as p-mentha-1, 4-dien-3-one and is often found in essential oils of various plant species. It is used in the production of rose, jasmine, and gardenia scents, and is valued for its fragrance and odor-masking properties. Additionally, it has been studied for its potential antimicrobial and antioxidant properties, and is used in the production of various cosmetic and personal care products.

Upstream product

• 3102-33-8 trans-3-penten-2-one 
• 88245-90-3 2,2,3-trimethyl-5-oxo-hexanal 
• 40441-50-7 3,4,4,5-Tetramethylcyclohexanon 
• 17429-29-7 4,4,5-trimethyl-2-cyclohexen-1-one 
• 52103-92-1 4-Hydroxy-3,4,5,5-tetramethyl-2-cyclohexen-1-on 
• 40441-52-9 2,6-Dibrom-3,4,4,5-tetramethylcyclohexanon 
• 22681-02-3 1,2,6,6-Tetramethyl-bicyclo<3.1.0>hexen-(2)-on-(4) 

Downstream Products

• 89549-36-0 1,1,2,6,-Tetramethyl-4-methylen-2,5-cyclohexadien 
• 40441-55-2 3,4,4,5-Tetramethyl-2-cyclohexen-1-on 
• 90580-91-9 3,3',4,4,4',4',5,5'-Octamethyl-1,1'-(2,4,6-octatrien-8,1-diyliden)bis(2,5-cyclohexadien) 
• 90580-90-8 3,3',4,4,4',4',5,5'-Octamethyl-1,1'-(2,4-hexadien-6,1-diyliden)bis(2,5-cyclohexadien) 
• 90580-89-5 3,3',4,4,4',4',5,5'-Octamethyl-1,1'-(2-buten-4,1-diylidene)bis(2,5-cyclohexadien) 
• 89549-25-7 3,3',4,4,4',4',5,5'-Octamethyl-1,1'-(2-buten-4,1-diylidene)bis(2,5-cyclohexadien) 
• 90495-14-0 Triphenyl<2-(3,4,4,5-tetramethyl-2,5-cyclohexadien-1-yliden)ethyl>phosphonium-iodid 
• 90495-13-9 Trimethyl<2-(3,4,4,5-tetramethyl-2,5-cyclohexadien-1-yliden)ethyl>ammonium-iodid 
• 344741-57-7 Triphenyl-[2-(3,4,4,5-tetramethyl-cyclohexa-2,5-dienylidene)-ethylidene]-λ⁵-phosphane 
• 90495-09-3 2-(3,4,4,5-Tetramethyl-2,5-cyclohexadien-1-yliden)ethanal 
• 77885-00-8 Bis(3,4,4,5-tetramethyl-2,5-cyclohexadien-1-yliden)ethen 
• 77873-05-3 1-Chlormethylen-3,4,4,5-tetramethyl-2,5-cyclohexadien 

Relevant articles and documents

Structure-Odor Correlation, XIII. - Synthesis and Olfactive Properties of Megastigmatrienone Analogues

The key compound 9 was readily prepared in larger quantities by an improvement of a known procedure.Addition of carbanions to the unprotected ketone 9 gives the hydroxy ketones 16 - 21 via the acetals 10 - 15.Dehydration of 16 - 20 furnishes the dienones

The Synthesis of 4-Methylcyclohexa-2,5-dienones from Phenols

4-Alkyl phenols have been converted by a known sequence into 2-aryloxyisobutyric acids and thence, by bromination at the 4-position of the aromatic ring with concomitant intramolecular lactone formation, into masked 4-alkyl-4-bromocyclohexa-2,5-dienones.Reaction with lithium dimethylcuprate, as a model for other lithium dialkylcuprates, replaces the bromine by a methyl group.Hydrolytic demasking gives 4-alkyl-4-methylcyclohexa-2,5-dienones.The method should allow the general synthesis of 4-alkylated cyclohexa-2,5-dienones from phenols via a nucleophilic alkylation step.This contrasts with an existing route which uses electrophilic alkylation of phenols or phenoxide ions by a restricted range of reactive alkylating agents.