1073-13-8

Basic information

• Product Name: 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE
• Synonyms: 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE;4,4-DIMETHYL-2-CYCLOHEXENE-1-ONE;4,4-Dimethyl-2-cyclohexenone;4,4-Dimethylcyclohexenone;4,4-Dimethylcyclohex-1-en-2-one;4,4-Dimethylcyclohex-2-enone;4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE, 97+%;4,4-Dimethylcyclohex-2-en-1-one
• CAS NO: 1073-13-8
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18
• Product Categories: blocks;BuildingBlocks;C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 1073-13-8.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 72-73.5 °C20 mm Hg(lit.)
• Flash Point: 148 °F
• Appearance: Clear dark brown/Liquid
• Density: 0.944 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.26mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Storage Temp.: Store below +30°C.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE(1073-13-8)
• EPA Substance Registry System: 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE(1073-13-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36-20/21/22
• Safety Statements: 36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 1073-13-8(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR DARK BROWN LIQUID

Synthesis Reference(s)

Journal of the American Chemical Society, 104, p. 4990, 1982 DOI: 10.1021/ja00382a061The Journal of Organic Chemistry, 45, p. 5399, 1980 DOI: 10.1021/jo01314a048

InChI:InChI=1/C8H12O/c1-8(2)5-3-7(9)4-6-8/h3,5H,4,6H2,1-2H3

Upstream product

• 78-94-4 methyl vinyl ketone 
• 78-84-2 isobutyraldehyde 
• 673-33-6 1-piperidino-1-isobutene 
• 1073-14-9 4,4-dimethylcyclohexa-2,5-dienone 
• 13544-11-1 2,2-dimethyl-5-oxohexanal 
• 56003-60-2 6-fluoro-4,4-dimethylcyclohex-2-en-1-one 
• 80663-78-1 Acetic acid 3-chloro-6,6-dimethyl-cyclohex-2-enyl ester 
• 5020-09-7 4,4-dimethyl-2-cyclohexen-1-ol 
• 932-01-4 4,4-dimethyl-cyclohexanol 
• 625-86-5 2,5-dimethylfuran 
• 74-85-1 ethene 
• 2403-57-8 1-(2-methylprop-1-en-1-yl)pyrrolidine 
• 501443-29-4 3-ethoxy-4,4-dimethylcyclohex-2-en-1-one 
• 80663-74-7 Acetic acid (1S,5S,6S)-5-chloro-2,2-dimethyl-6-phenylselanyl-cyclohexyl ester 

Downstream Products

• 932-01-4 4,4-dimethyl-cyclohexanol 
• 1431-79-4 4,4-dimethyl-2-bromocyclohex-2-en-1-one 
• 65080-80-0 3-hydroxymethyl-4,4-dimethylcyclohexanone 
• 65080-55-9 4,4-Dimethyl-3-methoxy-cyclohexanon 
• 65080-54-8 6-Dimethoxymethyl-3,3-dimethyl-cyclohexene 
• 66885-89-0 6,6-Dimethyl-3-trimethylsilanyloxy-cyclohex-2-enecarbonitrile 
• 54781-30-5 5,5-dimethyl-2-<(trimethylsilyl)oxy>-1,3-cyclohexadiene 
• 50987-48-9 3-(butylthio)-4,4-dimethylcyclohexanone 
• 50987-49-0 2-Butylsulfanyl-4,4-dimethyl-cyclohexanone 
• 23438-77-9 3,6,6-trimethyl-2-cyclohexen-1-one 
• 1073-14-9 4,4-dimethylcyclohexa-2,5-dienone 
• 5020-09-7 4,4-dimethyl-2-cyclohexen-1-ol 
• 40441-34-7 6-bromo-4,4-dimethylcyclohex-2-en-1-one 
• 95164-48-0 6,6-dibenzyl-4,4-dimethyl-cyclohex-2-enone 

Related news

Electrohydrodimerization of 4,4-DIMETHYL-2-CYCLOHEXEN-1-ONE (cas 1073-13-8) in dimethylformamide on a mercury electrode07/25/2019

Electrohydrodimerization of 4,4-dimethyl-2-cyclohexen-1-one in dimethylformamide with 0.1 M tetrabutylammonium perchlorate as supporting electrolyte has been studied by polarography, cyclic voltammetry and controlled-potential electrolysis. A one-electron reduction process is found, which leads ...detailed

Relevant articles and documents

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Acid-Catalyzed Annelation of α-Alkyl Aldehydes and α,β-Unsaturated Ketones. A One-Pot Synthesis of 4,4-Dimethyl-2-cyclohexen-1-one

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Synthesis of novel ent-kaurane-type diterpenoid derivatives effective for highly aggressive tumor cells

We have designed and synthesized 6 ent-Kaurane-type diterpenoid derivatives containing α,β-unsaturated ketone moieties. In vitro, activity was evaluated against three human tumor cell lines and a rat myogenic cell line (HepG2, NSCLC-H292, SNU-1040, L6) by MTT assay. All the tested compounds exhibited comparable or higher activity than DDP and eriocalyxin B. Compounds 16, 17 and 18 are promising anti-tumor leads due to their cytotoxic potencies and higher selectivity, with SI values of 161.06, 47.80 and 128.20, respectively.

Platinum-Catalyzed α,β-Desaturation of Cyclic Ketones through Direct Metal–Enolate Formation

The development of a platinum-catalyzed desaturation of cyclic ketones to their conjugated α,β-unsaturated counterparts is reported in this full article. A unique diene-platinum complex was identified to be an efficient catalyst, which enables direct metal-enolate formation. The reaction operates under mild conditions without using strong bases or acids. Good to excellent yields can be achieved for diverse and complex scaffolds. A wide range of functional groups, including those sensitive to acids, bases/nucleophiles, or palladium species, are tolerated, which represents a distinct feature from other known desaturation methods. Mechanistically, this platinum catalysis exhibits a fast and reversible α-deprotonation followed by a rate-determining β-hydrogen elimination process, which is different from the prior Pd-catalyzed desaturation method. Promising preliminary enantioselective desaturation using a chiral-diene-platinum complex has also been obtained.

Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene

We describe a highly enantioselective Diels–Alder reaction of cross-conjugated cyclohexadienones with cyclopentadiene, in which five stereocenters are effectively controlled by a strongly acidic and confined imidodiphosphorimidate catalyst. Our approach provides tricyclic products in excellent stereoselectivity. We also report methods to convert the obtained products into useful intermediates and a computational study that aids in gaining deeper insight into the reaction mechanism and origin of stereoselectivity.