39864-10-3

Basic information

• Product Name: 4-(1-chloro-1-methylethyl)-1-methylcyclohexene
• Synonyms: 4-(1-chloro-1-methylethyl)-1-methylcyclohexene;1-Methyl-4-(1-chloro-1-methylethyl)-1-cyclohexene;8-Chloro-p-menth-1-ene
• CAS NO: 39864-10-3
• Molecular Formula: C₁₀H₁₇Cl
• Molecular Weight: 172.69498
• EINECS: 254-660-1
• Mol File: 39864-10-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 214.4°C at 760 mmHg
• Flash Point: 80.9°C
• Appearance: /
• Density: 0.965g/cm³
• Vapor Pressure: 0.228mmHg at 25°C
• Refractive Index: 1.475
• CAS DataBase Reference: 4-(1-chloro-1-methylethyl)-1-methylcyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1-chloro-1-methylethyl)-1-methylcyclohexene(39864-10-3)
• EPA Substance Registry System: 4-(1-chloro-1-methylethyl)-1-methylcyclohexene(39864-10-3)

Safety Data

• Hazardous Substances Data: 39864-10-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H17Cl/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9H,5-7H2,1-3H3

Upstream product

• 7646-78-8 tin(IV) chloride 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 78-79-5 isoprene 
• 7647-01-0 hydrogenchloride 
• 115-10-6 Dimethyl ether 
• 7785-70-8 (+)-α-pinene 
• 106-25-2 Nerol 
• 20536-36-1 neryl chloride 
• 106-24-1 Geraniol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 75-05-8 acetonitrile 
• 138-86-3 limonene. 
• 5989-27-5 D-limonene 

Downstream Products

• 71648-36-7 α-terpinyl phenylacetate 
• 80-26-2 terpinyl acetate 
• 71648-34-5 α-terpinyl benzoate 
• 92208-04-3 4-(1-(benzyloxy)-1-methylethyl)-1-methyl-cyclohexene 
• 98-55-5 terpineol 
• 2451-01-6 cis-4-hydroxy-α,α,4-trimethyl-cyclohexanemethanol, monohydrate 
• 78-79-5 isoprene 
• 1092838-19-1 4,6-di(α-terpinyl)-2-chloro-1,3,5-triazine 
• 71159-90-5 2-(4-methylcyclohex-3-enyl)propane-2-thiol 
• 586-62-9 Terpinolene 
• 5989-27-5 D-limonene 
• 5989-54-8 (-)-(S)-limonene 
• 25580-62-5 1,8-dichloro-trans-p-menthane 
• 133490-04-7 α-terpinyl thiocyanate 

Relevant articles and documents

Asymmetric synthesis of (R)-limonene and (S)-cembrene-A by an intramolecular cyclization reaction using a chiral leaving group

A six-membered monocyclic terpene, (R)-limonene, and a 14-membered monocyclic diterpene, (S)-cembrene-A, have been synthesized, respectively, by new enantioselective intramolecular cyclization reactions of neryl ether and (all-E)-geranylgeranyl ether using an (R)- 1,1′-binaphthyl-2-benzoxy-2′-oxy auxiliary as a chiral leaving group in the presence of tin(IV) chloride.

Allylic and allenic halide synthesis via NbCl5- and NbBr 5-mediated alkoxide rearrangements

(Chemical Equation Presented) Addition of NbCl5 or NbBr 5 to a series of magnesium, lithium, or potassium allylic or propargylic alkoxides directly provides allylic or allenic halides. Halogenation formally occurs through a metallahalo-[3,3] rearrangement, although concerted, ionic, and direct displacement mechanisms appear to operate competitively. Transposition of the olefin is equally effective for allylic alkoxides prepared by nucleophilic addition, deprotonation, or reduction. Experimentally, the niobium pentahalide halogenations are rapid, afford essentially pure (E)-allylic or -allenic halides after extraction, and are applicable to a range of aliphatic and aromatic alcohols, aldehydes, and ketones. 2009 American Chemical Society.

Simple synthetic protocols for tertiary alkyl and allyl thiols

Convenient preparative methods for tertiary alkyl and allyl thiols are described. Accordingly, thiolesters and thiocyanates, obtained from the reaction of SN1-active halides and appropriate zinc salts, on hydrolysis and LAH reduction respectively, afford the corresponding thiols in near quantitative yields. Besides the well known p-menth-1-ene-8-thiol, p-menthane-1-thiol, p-mentha-1,8-diene-6-thiol and 2-(2-phenyl)propane thiol have been prepared.