189633-81-6

Basic information

• Product Name: Cyclohexene, 2-iodo-1,3,3-trimethyl-
• Synonyms: Cyclohexene,2-iodo-1,3,3-trimethyl;1-iodo-2,6,6-trimethylcyclohexene;1,3,3-trimethyl-2-iodocyclohexene;1,3,3-trimethyl-2-iodocyclohex-1-ene
• CAS NO: 189633-81-6
• Molecular Formula: C9H15I
• Molecular Weight: 250.123
• Mol File: 189633-81-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 2-iodo-1,3,3-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 2-iodo-1,3,3-trimethyl-(189633-81-6)
• EPA Substance Registry System: Cyclohexene, 2-iodo-1,3,3-trimethyl-(189633-81-6)

Safety Data

• Hazardous Substances Data: 189633-81-6(Hazardous Substances Data)

Upstream product

• 2816-57-1 2,6-dimethylcyclohexanone 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 189633-82-7 2,2,6-trimethyl-cyclohexanone hydrazone 

Downstream Products

• 86708-67-0 ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate 
• 24519-09-3 ethyl 7-cis-retinoate 
• 54345-61-8 α,2,6,6-tetramethyl-1-cyclohexene-1-methanol 
• 919103-34-7 1-[1,1-dimethylethyl(dimethyl)silyloxy]ethenyl-2,6,6-trimethylcyclohexene 
• 919103-36-9 ethyl (+/-)-2-{3-[1,1-dimethylethyl(dimethyl)silyloxy]-3-(2,6,6-trimethyl-1-cyclohexenyl)cyclobutylidene}acetate 
• 1197-92-8 1-(2,6,6-trimethyl-cyclohex-1-enyl)-ethanone 
• 60714-21-8 5‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)pentan‐2‐one 
• 84518-22-9 2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal 
• 173592-33-1 5‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)pentanal 
• 1170307-03-5 (3-isopropyl-2,4,5-trimethoxyphenyl)(2,6,6-trimethylcyclohex-1-en-1-yl)methanol 
• 302-79-4 9-cis-retinoic acid 
• 661492-83-7 ethyl (2E,4E,6Z,8E)-3,7,8-trimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate 

Relevant articles and documents

An expedient stereocontrolled synthesis of 7-cis-retinoids

Ethyl (7Z)-retinoate 5 has been efficiently synthesized using as key step the Suzuki coupling of an in situ generated alkenylboronic acid and the geometrically homogeneous tetraenyliodide with (Z)-geometry, itself obtained by yodomethylenation according t

Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide

Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alcohol, affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogues of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent molecule.

Synthetic approach to analogues of betulinic acid

2-Methylcyclohexane-1,3-dione 14 was converted via the Wieland-Miescher analogue 15 into the 6-silyloxy-2,5,5,8a-tetramethyldecalin-1-one 21 by an efficient process. Several routes were examined to transform this compound into the pentacyclic triterpene s