10575-77-6

Basic information

• Product Name: (2-bromoethenylidene)cyclohexane
• CAS NO: 10575-77-6
• Molecular Formula: C₈H₁₁Br
• Molecular Weight: 187.0769
• Mol File: 10575-77-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 222.1°C at 760 mmHg
• Flash Point: 99.9°C
• Density: 1.26g/cm³
• Vapor Pressure: 0.154mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: (2-bromoethenylidene)cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (2-bromoethenylidene)cyclohexane(10575-77-6)
• EPA Substance Registry System: (2-bromoethenylidene)cyclohexane(10575-77-6)

Safety Data

• Hazardous Substances Data: 10575-77-6(Hazardous Substances Data)

Usage

General Description

(2-bromoethenylidene)cyclohexane is a chemical compound with the molecular formula C8H11Br. It is a colorless liquid with a molecular weight of 195.07 g/mol. (2-bromoethenylidene)cyclohexane is considered a substituted cyclohexane derivative, and it contains a bromoethenylidene functional group. It is used in organic synthesis and has properties that make it useful as an intermediate in the production of various chemicals and pharmaceuticals. The compound has potential applications in the fields of medicine, agrochemicals, and materials science. It should be handled and stored with care due to its potential reactivity and health hazards.

Upstream product

• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 108-94-1 cyclohexanone 
• 59967-08-7 Methanesulfonic acid 1-ethynyl-cyclohexyl ester 

Downstream Products

• 74483-09-3 <2'-(2-Methyl-3-oxocyclohex-1-en-1-yl)ethenylidene>cyclohexane 
• 102724-85-6 <2'-(2-trideuteriomethyl-3-oxocyclohex-1-en-1-yl)ethenylidene>cyclohexane 
• 5664-20-0 vinylidenecyclohexane 
• 31814-67-2 1-iodo-2-cyclohexilydebe-1,2-propadiene 
• 552839-00-6 2-cyclohex-2-enyl-2-(2-cyclohexylidene-vinyl)-malonic acid dimethyl ester 
• 1186219-65-7 N-(2-cyclohexylidenevinyl)-4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide 
• 1186431-84-4 CH₂CHCH₂C(C(O)OCH₃)2CHCC₆H₁₀ 
• 1316289-20-9 CH₂(BO₂C₂(CH₃)4)C₅H₄(C(O)OCH₃)2C₆H₉ 
• 178804-50-7 (4-cyclohexylidene-3-buten-1-ynyl)trimethylsilane 
• 1647021-68-8 dimethyl 3-(1-phenylcyclohex-1-yl)-4-vinylidenecyclopent-2-ene-1,1-dicarboxylate 
• 1647021-90-6 (Z)-dimethyl 3-(cyclohex-1-en-1-yl)-4-(1-phenylhexylidene)cyclopent-2-ene-1,1-dicarboxylate 
• 1647021-85-9 (Z)-dimethyl 3-(cyclohex-1-en-1-yl)-4-(1-phenylethylidene)cyclopent-2-ene-1,1-dicarboxylate 
• 1647021-86-0 (Z)-dimethyl 4-ethylidene-3-(1-phenyl-cyclohex-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate 
• 1647021-64-4 dimethyl 2-(but-2-yn-1-yl)-2-(2-cyclohexylidenevinyl)malonate 

Relevant articles and documents

Selective Cascade Reaction of Bisallenes via Palladium-Catalyzed Aerobic Oxidative Carbocyclization–Borylation and Aldehyde Trapping

A cascade reaction, consisting of a palladium-catalyzed regioselective aerobic oxidative carbocyclization–borylation of bisallenes and a final aldehyde trapping, afforded triene alcohols with high diastereoselectivity. The cascade reaction occurs under mild reaction conditions and proceeds via an allylboron intermediate that is trapped by the aldehyde in a stereoselective manner.

Palladium-catalyzed oxidative borylative carbocyclization of enallenes

An efficient oxidative carbocyclization/borylation of enallenes uses Pd(OAc)2 as the catalyst, B2pin2 as the boron-transfer reagent, and 1,4-benzoquinone (BQ) as the oxidant (see scheme). The reaction seems to take place through activation of the allene by a Pd II complex to give an alkenyl-PdII intermediate followed by carbopalladation of the olefin and subsequent cleavage of the intermediate palladium-carbon bond by the boron reagent. Copyright

Carbon-carbon bond formation in regio- and stereoselective palladium-catalyzed cyclization of allene-substituted conjugated dienes

Regio- and stereoselective palladium-catalyzed reactions of allene-substituted 1,3-dienes 1 in acetic acid at room temperature lead to cyclization with formation of a carbon-carbon bond between the middle carbon of the allene and the terminal carbon of the 1,3-diene. Two different types of reactions, both that constitute 1,4-carboacetoxylations of the 1,3-diene, have been developed. In one of the reactions, Pd(II) catalyzes the oxidation of 1 to bicyclic compounds 2, and in the other, Pd(0) catalyzes the transformation of 1 to bicyclic compounds 3. The products 2 are useful for further synthetic tr0nsformations and undergo Diels-Alder reactions with dienophiles to give polycyclic ring systems.