2198-20-1

Basic information

• Product Name: CYCLODECENE
• Synonyms: CYCLODECENE;TRANS-CYCLODECENE;(E)-cyclodecene;1-Cyclodecene;(E)-1-Cyclodecene;Cyclodecene, (E)-;Nsc155648
• CAS NO: 2198-20-1
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• EINECS: 213-301-9
• Product Categories: Alkenes;Cyclic;Organic Building Blocks;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 2198-20-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 188.7°C (rough estimate)
• Flash Point: 62 °C
• Appearance: /
• Density: 0.867 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.653mmHg at 25°C
• Refractive Index: n20/D 1.484
• CAS DataBase Reference: CYCLODECENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLODECENE(2198-20-1)
• EPA Substance Registry System: CYCLODECENE(2198-20-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2198-20-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 32, p. 510, 1967 DOI: 10.1021/jo01288a074Synthetic Communications, 9, p. 437, 1979 DOI: 10.1080/00397917908064174

InChI:InChI=1/C10H18/c1-2-4-6-8-10-9-7-5-3-1/h1-2H,3-10H2/b2-1-

Upstream product

• 1502-05-2 cyclodecanol 
• 3022-41-1 cyclodecyne 
• 293-96-9 cyclodecane 
• 493-02-7 trans-Decalin 
• 493-01-6 cis-decalin 
• 286-94-2 trans-1,2-epoxycyclodecane 
• 29587-92-6 cis-1,2-epoxy-cyclodecane 
• 95333-01-0 p-tosylhydrazone sodium salt of cyclodecanone 
• 109672-82-4 -O-cyclodecyl-O-trimethylsilyl dimethylcetene acetal 
• 109672-81-3 Isobutyric acid cyclodecyl ester 
• 7386-24-5 acetoxycyclodecane 

Downstream Products

• 931583-46-9 2-(cyclodecyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 493-01-6 cis-decalin 
• 493-02-7 trans-Decalin 
• 935-31-9 (Z)-cyclodecene 
• 286-94-2 cyclodecene oxide 
• 529-32-8 trans,trans-decahydro-1-naphthol 
• 1502-06-3 cyclodecanone 
• 32453-08-0 trans-cyclodecane-1,6-diol 

Relevant articles and documents

Thermochemical alkane dehydrogenation catalyzed in solution without the use of a hydrogen acceptor

(PCP)IrH2 [PCP = η3-C6H3(PBut2) 2-1,3] catalyzes the efficient (several hundred mol product/mol catalyst) dehydrogenation of alkanes under reflux to give the corresponding alkenes and dihydrogen.

Acceptorless alkane dehydrogenation catalyzed by iridium CCC-pincer complexes

Iridium complexes of CCC-pincer bis-N-heterocyclic carbenes, including a newly synthesized trifluoromethyl-substituted complex, were examined as catalysts for the acceptorless dehydrogenation of cyclooctane and n-undecane. Up to 103 turnovers were observed for the dehydrogenation of cyclooctane, and up to 97 turnovers were observed for the dehydrogenation of n-undecane. The catalysts showed high initial turnover frequencies, followed by a gradual loss of activity over 24 h. Experiments indicate that this loss of activity is due to catalyst decomposition rather than product inhibition. Stoichiometric reactivity was investigated for the precatalysts, focusing on the synthesis of dihydride and trihydride complexes as well as the dissociation and addition of neutral ligands.

Stereoselective synthesis of vicinal dilithioalkenes by addition of lithium metal, to carbon-carbon triple bonds

The reaction of various cyclic and acyclic alkynes with lithium dust (2% sodium) to form vicinal dilithioalkenes has been investigated. Aliphatic alkynes, e.g. 3-hexyne (27a), exclusively afford the corresponding (E)-dilithioalkenes, insoluble solids which are stable at room temperature and allow access to a variety of tetrasubstituted olefins in acceptable yields.