113667-32-6

Basic information

• Product Name: Cyclohexene, 3-bromo-, (R)- (9CI)
• Synonyms: Cyclohexene, 3-bromo-, (R)- (9CI)
• CAS NO: 113667-32-6
• Molecular Formula: C6H9Br
• Molecular Weight: 161.03966
• Product Categories: HALIDE
• Mol File: 113667-32-6.mol
• Article Data: 56

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclohexene, 3-bromo-, (R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 3-bromo-, (R)- (9CI)(113667-32-6)
• EPA Substance Registry System: Cyclohexene, 3-bromo-, (R)- (9CI)(113667-32-6)

Safety Data

• Hazardous Substances Data: 113667-32-6(Hazardous Substances Data)

Usage

General Description

Cyclohexene, 3-bromo-, (R)- (9CI) is a chemical compound with the molecular formula C6H9Br. It is a colorless liquid with a molecular weight of 151.04 g/mol. Cyclohexene, 3-bromo-, (R)- (9CI) is a chiral molecule, with the (R)-enantiomer being the specific optical isomer described in its name. It is commonly used as an intermediate in organic synthesis for the production of various pharmaceuticals, agrochemicals, and other fine chemicals. The (R)-enantiomer of 3-bromo-cyclohexene has unique stereochemical properties that make it useful for the synthesis of complex organic molecules and as a building block in the development of new chemical compounds.

Upstream product

• 56-23-5 tetrachloromethane 
• 128-08-5 N-Bromosuccinimide 
• 110-83-8 cyclohexene 
• 7072-23-3 1,3-dibromo-5,5-dimethyl-hydantoin 
• 2439-85-2 N-bromophthalimide 
• 822-67-3 Cyclohex-2-enol 
• 1165952-92-0 cyclohexa-1,4-diene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 109458-73-3 6-bromo-6-(trimethylstannyl)bicyclo<3.1.0>hexane 
• 7726-95-6 bromine 
• 426-46-0 pentafluoro-propionic acid bromoamide 
• 377-50-4 heptafluoro-butyric acid bromoamide 
• 559-32-0 nonafluoro-valeric acid bromoamide 
• 79-15-2 N-bromoacetamide 

Downstream Products

• 61862-37-1 (2-cyclohexen-1-yl)piperidine 
• 853920-96-4 cyclohex-2-enyl-[2]thienyl-acetonitrile 
• 76644-52-5 rac-3-acetoxycyclohexene 
• 100056-79-9 2-(2-Cyclohexen-1-yl)-1-cyclopentanon 
• 58981-55-8 N-Cyclohex-2-enyl-N-isopropyl-acrylamide 
• 71704-18-2 3-Methyl-but-2-enoic acid cyclohex-2-enyl-isopropyl-amide 
• 71704-13-7 (E)-But-2-enoic acid cyclohex-2-enyl-isopropyl-amide 
• 55976-11-9 1-(3-cyclohexenyl)-1-hexene 
• 58981-56-9 N-Cyclohex-2-enyl-N-methyl-acrylamide 
• 71704-17-1 N-(cyclohex-2-en-1-yl)acrylamide 
• 63006-96-2 (phenyl-1 ethylene-1 yl)-3 cyclohexene-1 
• 3983-07-1 3-n-butylcyclohexene 
• 40463-41-0 3-(3.4-Dimethoxy-phenaethyl)-cyclohexen 
• 69637-66-7 2-(2-cyclohexenyl)-2-propenoic methylester 

Relevant articles and documents

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Bicyclic isothioureas of N-(4-methoxyphenyl)-2-aminocycloalkane[d]thiazole type were obtained using intramolecular electrophilic cyclization of N-(cycloalk-2-enyl)-N′-(4-methoxyphenyl)thioureas. Isothiourea fused with sevenmembered ring caused noticeable

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4-hydroxy-2-quinolones 125. Ethyl 3-bromo-2,4-dioxo-1,2,3,4- tetrahydroquinoline-3-carboxylates as potential brominating agents

The spatial structural features of 3-bromo-3-ethoxycarbonyl-2,4-dioxo-1,2, 3,4-tetrahydroquinolines have been studied by X-ray analysis. It has been experimentally confirmed that these compounds can be regarded as potential brominating agents.

Preparation of polycyclic compounds by intramolecular photospirocyclization and photocycloaddition reactions of 4-alkenyl-1-cyanonaphthalene derivatives

Photoreactions of 4-pentenyl-1-cyanonaphthalenes yield spirocyclic products along with [4?+?2] cycloadducts. Photoreactions of 5-phenyl derivatives produce a product having tricyclo[6.3.0.01,4]undecadiene skeleton. Formation of angular triquinanes takes place in photoreactions of cycloalkene-linked cyanonaphthalenes. The observation demonstrates that π–π arene ring interactions, steric hindrance, and suitable locations of reaction sites in syn and anti singlet exciplexes govern the modes followed in intramolecular photoreactions of 4-alkenyl-1-cyanonaphthalenes.

(Guanidine)copper Complex-Catalyzed Enantioselective Dynamic Kinetic Allylic Alkynylation under Biphasic Condition

Highly enantioselective allylic alkynylation of racemic bromides under biphasic condition is furnished in this report. This approach employs functionalized terminal alkynes as pro-nucleophiles and provides 6- and 7-membered cyclic 1,4-enynes with high yields and excellent enantioselectivities (up to 96% ee) under mild conditions. Enantioretentive derivatizations highlight the synthetic utility of this transformation. Cold-spray ionization mass spectrometry (CSI-MS) and X-ray crystallography were used to identify some catalytic intermediates, which include guanidinium cuprate ion pairs and a copper-alkynide complex. A linear correlation between the enantiopurity of the catalyst and reaction product indicates the presence of a copper complex bearing a single guanidine ligand at the enantio-determining step. Further experimental and computational studies supported that the alkynylation of allylic bromide underwent an anti-SN2′ pathway catalyzed by nucleophilic cuprate species. Moreover, metal-assisted racemization of allylic bromide allowed the reaction to proceed in a dynamic kinetic fashion to afford the major enantiomer in high yield.

Trifluoromethylcyclohexane as a new solvent? Limits of use

Reactivity and stability of trifluoromethylcyclohexane (TFMC) has been investigated towards various reagents, in order to evaluate its possible use as solvent. TFMC is stable in most oxidizing conditions, indicating the protective effect of a fluoroalkyl substituent towards oxidation, and surprisingly, it is also very stable towards strong bases. TFMC has also been assessed as a chlorinated solvent substitute in some reactions. It is clearly adapted as a CCl4 substitute in allylic bromination reaction.

Kinetics and mechanism of monomolecular heterolysis of cage-like compounds: XVIII. Solvent effect on the rate of heterolysis of 3-bromocyclohexene. Correlation analysis of solvation effects

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A dual gold-catalyzed hexadehydro-Diels-Alder/carboalkoxylation cascade reaction is reported. In this transformation, the gold catalyst participated in the hexadehydro-Diels-Alder step, switching the mechanism from a radical type to a cationic one, and then the catalyst activated the resulting aryne to form an ortho-Au phenyl cation species, which underwent a carboalkoxylation rearrangement rather than the expected aryne-ene reaction.

Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines

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