13294-30-9

Basic information

• Product Name: 1-Chloro-1-cycloheptene
• Synonyms: 1-Chloro-1-cycloheptene
• CAS NO: 13294-30-9
• Molecular Formula: C₇H₁₁Cl
• Molecular Weight: 130.62
• Mol File: 13294-30-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 58-59 °C(Press: 12 Torr)
• Appearance: /
• Density: 1.0276 g/cm3
• CAS DataBase Reference: 1-Chloro-1-cycloheptene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-1-cycloheptene(13294-30-9)
• EPA Substance Registry System: 1-Chloro-1-cycloheptene(13294-30-9)

Safety Data

• Hazardous Substances Data: 13294-30-9(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Substituent

Chloro

Attached to

Cycloheptene ring

Main use

Intermediate in the synthesis of organic compounds (pharmaceuticals, agrochemicals, fragrances)

Also used for

Research and production of specialty chemicals

Safety concerns

Volatile, flammable, handle with care to avoid exposure and potential hazards.

Upstream product

• 28075-51-6 cyclohept-1-en-1-yl trifluoromethanesulfonate 
• 628-92-2 Cycloheptene 
• 931-88-4 cis-Cyclooctene 
• 109391-83-5 C₁₄H₁₉Cl₃Se 
• 109391-82-4 C₁₃H₁₇Cl₃Se 
• 87635-74-3 (1R,2R)-1-Bromo-2-chloro-cycloheptane 
• 49565-03-9 (E)-1-iodocyclohept-1-ene 
• 23904-33-8 (iodomethylene)cyclohexane 
• 502-42-1 cycloheptanone 

Downstream Products

• 92377-84-9 1-(2-methylphenyl)cycloheptene 
• 49565-07-3 1-t-Butoxycyclohepten 
• 18317-64-1 1-bromocycloheptene 
• 49565-03-9 (E)-1-iodocyclohept-1-ene 

Relevant articles and documents

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Ruthenium-catalyzed transformation of alkenyl triflates to alkenyl halides

In the presence of a ruthenium catalyst, alkenyl triflates were found to be transformed to the corresponding bromides, chlorides and iodides simply by treatment with a lithium halide (1.2 equiv.). The Royal Society of Chemistry 2009.

Phenylselenium Trichloride in Organic Synthesis. Reaction with Unsaturated Compounds. Preparation of Vinylic Chlorides via Selenoxide Elimination

Phenylselenium trichloride, PhSeCl3, was reacted with a number olefinic compounds to produce (β-chloroalkyl)phenylselenium dichlorides.The addition was anti stereospecific and irreversible.The presence of an oxygen substituent (acyloxy or aryloxy group) in the allylic position of the olefin directed the attack of PhSeCl3 to occur regiospecifically anti-Markovnikov to give a (β-acyloxy/aryloxy-β'-chloroalkyl)phenylselenium dichloride.When the (β-chloroalkyl)phenylselenium dichlorides were treated in methylene chloride with aqueous sodium hydrogen carbonate, the selenium dichloride moiety was readily hydrolyzed to a selenoxide, which underwent the usual selenoxide elimination reaction to produce an allylic or a vinylic chloride.Symmetrical olefins containing no allylic hydrogens were converted to vinylic chlorides with retention of olefin geometry.Olefins containing a directing oxygen substituent in the allylic position afforded vinylic chlorides where the vinylic halogen atom was oriented 1,3 to the oxygen substituent (E/Z mixture).Other olefins afforded mixtures of allylic and vinylic halides in varying proportions.The reaction of phenyselenium tribromide, PhSeBr3, with some olefinic compounds was also investigated.This material showed the same stereo- and regiochemical behavior as PhSeCl3 in its addition reactions.However, the adducts were not useful for the preparation of vinylic or allylic bromides by using the hydrolytic selenoxide elimination reaction.

COMPARISON OF SYN DEHYDROHALOGENATIONS FROM TANS-1-BROMO-2-CHLOROCYCLOALKENES PROMOTED BY COMPLEX BASE AND BY POTASSIUM TERT-BUTOXIDE

Compared with t-BuOK-t-BuOH, syn eliminations from trans-1-bromo-2-chlorocycloalkanes (C4-C8) induced by NaNH2-NaO-t-Bu in THF are rapid, exhibit greater propensity for dehydrochlorination and show little sensitivity to ring size of the dihalocycloalkane.