Cycloheptatriene

Cycloheptatriene Basic information
Product Name:Cycloheptatriene
Synonyms:TROPILIDENE;1,3,5-Cycioheptatriene;1,3,5-CYCLOHEPTATRIENE;CHT;CYCLOHEPTATRIENE;Cyclohepta-1,3,5-triene;Cycloheptatrien;tropiliden
CAS:544-25-2
MF:C7H8
MW:92.14
EINECS:208-866-3
Product Categories:Alkanes;Cyclic;Organic Building Blocks;Elisa Kit-plant ELISA Kit
Mol File:544-25-2.mol
Cycloheptatriene Structure
Cycloheptatriene Chemical Properties
Melting point -79.5°C
Boiling point 116-117 °C (lit.)
density 0.888 g/mL at 25 °C (lit.)
refractive index n20/D 1.519(lit.)
Fp 80 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethanol (Slightly)
form clear liquid
color Colorless to Light orange to Yellow
Water Solubility insoluble
BRN 506066
LogP2.630
CAS DataBase Reference544-25-2(CAS DataBase Reference)
NIST Chemistry Reference1,3,5-Cycloheptatriene(544-25-2)
EPA Substance Registry System1,3,5-Cycloheptatriene (544-25-2)
Safety Information
Hazard Codes F,T
Risk Statements 11-25-36/37/38-65
Safety Statements 16-26-36/37/39-45-62
RIDADR UN 2603 3/PG 2
WGK Germany 3
RTECS GU3675000
10-23
HazardClass 3
PackingGroup II
HS Code 29021990
MSDS Information
ProviderLanguage
Tropilidene English
SigmaAldrich English
ALFA English
Cycloheptatriene Usage And Synthesis
Chemical PropertiesCycloheptatriene is a clear yellow to brownish liquid. Insoluble in water and less dense than water. Vapors heavier than air. Inhalation of high concentrations may have a narcotic effect. It is a ligand in organometallic chemistry and as a building block in organic synthesis. Cycloheptatriene is not aromatic, as reflected by the nonplanarity of the methylene bridge with respect to the other atoms.
Uses1,3,5-Cycloheptatriene functions as a ligand in organometallic chemistry and also as a building block in organic synthetic processes. 1,3,5-Cycloheptatriene is applied in cycloheptatrienyl transition zirconium complexes formation and in other organic complex formation processes.
DefinitionChEBI: A cycloheptatriene with unsaturation at positions 1, 3 and 5.
Synthesis Reference(s)Journal of the American Chemical Society, 81, p. 5009, 1959 DOI: 10.1021/ja01527a075
Tetrahedron, 21, p. 1673, 1965 DOI: 10.1016/S0040-4020(01)98637-5
General DescriptionA colorless liquid. Insoluble in water and less dense than water. Flash point 35°F. Vapors heavier than air. Inhalation of high concentrations may have a narcotic effect. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Insoluble in water.
Reactivity ProfileCycloheptatriene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.
Health HazardTOXIC; may be fatal if inhaled, ingested or absorbed through skin. Inhalation or contact with some of these materials will irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion and poison hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Safety ProfilePoison by ingestion and skin contact. Mutation data reported. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Potentially violent reaction with nitrogen monoxide. Whenheated to decomposition it emits acrid smoke and fumes.
Purification MethodsWash the triene with alkali, then fractionally distil it. Store it under N2 or Ar as it resinifies in air. [Dryden J Am Chem Soc 76 2814 1954, Kohler et al. J Am Chem Soc 61 1057 1939, Beilstein 5 IV 280.]
Cycloheptatriene Preparation Products And Raw materials
Preparation ProductsTRANS,TRANS,CIS-1,5,9-CYCLODODECATRIENE-->1-Bromobenzocyclobutene
Methyl cyclopentenolone Cycloheptatriene TRIMETHYLCOLCHICINIC ACID DEMECOLCINE THUJIC ACID THUJYL ALCOHOL 3-ACETYL CYCLOHEPTA[B]FURAN-2-ONE 4,6,8-TRIMETHYLAZULENE Cyclopentene 2-Hydroxy-2,4,6-cycloheptatriene-1-one 2-CHLORO-2,4,6-CYCLOHEPTATRIEN-1-ONE Cyclododeca-1,5,9-triene COLCHICOSAMIDE COLCHICINE SALICYLATE METHYLCYCLOPENTADIENE DIMER 6-METHYLAZULENE NBD-DEMECOLCIN 1,3-Cyclopentadiene

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