TETRACHLOROCYCLOPROPENE

Base Information

• Chemical Name: TETRACHLOROCYCLOPROPENE
• CAS No.: 6262-42-6
• Molecular Formula: C3Cl4
• Molecular Weight: 177.845
• Hs Code.: 2903890090
• European Community (EC) Number: 228-418-0
• UNII: 4161QF853X
• DSSTox Substance ID: DTXSID6021660
• Nikkaji Number: J233J
• Wikipedia: Tetrachlorocyclopropene
• Wikidata: Q27258403
• ChEMBL ID: CHEMBL3560762
• Mol file: 6262-42-6.mol

Synonyms:Cyclopropene,tetrachloro- (7CI,8CI,9CI); 1,2,3,3-Tetrachlorocyclopropene;Perchlorocyclopropene; Tetrachlorocyclopropene

Chemical Property of TETRACHLOROCYCLOPROPENE

Chemical Property:

• Vapor Pressure: 10.9mmHg at 25°C
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 125-130 °C(lit.)
• Flash Point: 35.9°C
• PSA: 0.00000
• Density: 1.45 g/mL at 25 °C(lit.)
• LogP: 2.86310
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Dichloromethane (Sparingly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 177.872461
• Heavy Atom Count: 7
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

Tetrachlorocyclopropene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C1(Cl)Cl)Cl)Cl
• Uses: Tetrachlorocyclopropene is a useful compound in organic synthesis.

Technology Process of TETRACHLOROCYCLOPROPENE

There total 4 articles about TETRACHLOROCYCLOPROPENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

pentachlorocyclopropane (6262-51-7) → 1,2,3,3-tetrachlorocyclopropene (6262-42-6)

Guidance literature:

With diethylamine; In dichloromethane; for 0.5h; Inert atmosphere; Schlenk technique; Cooling;

DOI:10.1007/s11172-012-0192-5

Reference yield:

diiodoacetylene (624-74-8) + phenyltrichloromethylmercury (3294-57-3) → 1,2,3,3-tetrachlorocyclopropene (6262-42-6)

Guidance literature:

In benzene; for 4h; Heating;

DOI:10.1021/jo01348a521

Reference yield:

trichlorocyclopropenium ion → 1,2,3,3-tetrachlorocyclopropene (6262-42-6)

Guidance literature:

With tertiary butyl chloride; In gas; Thermodynamic data; standard Gibbs energy change for chloride exchange; FTICR; thermodynamic stability of trichlorocyclopropenyl cation in gas phase;

DOI:10.1021/jo981369y

upstream raw materials:

diiodoacetylene

phenyltrichloromethylmercury

pentachlorocyclopropane

Downstream raw materials:

2,3-Bis-(2,4-dimethyl-phenyl)-cycloprop-2-enone

2,3-bis(4-methylphenyl)-2-cyclopropen-1-one

2-Phenyl-1,3,3-trichlorocyclopropene

1,1,2,3,3-pentachloro-1-propene

Refernces

• 1、 Boberg,Khalaf,Zorkendorfer,Djirsari. "Labelled compounds. XVII: Tetrachlorocyclopropene (14C) and tetrachlorocyclopropene (36C) ring opening in alkaline and acid medium". . p. 677 - 696. Retrieved 1973.
• 2、 Milyukov,Shakirova,Bezkishko,Krivolapov,Sinyashin. "Synthesis and chemical properties of sodium 3,4,5-tris(diethylamino)-1,2- diphosphacyclopentadienide". . p. 1483 - 1488. Retrieved 2012.
• 3、 Sepiol,J.,Soulen,R.L.. "-". . p. 3791 - 3793. Retrieved 1975.
• 4、 Nacsa, Eric D.,Lambert, Tristan H.. "Higher-order cyclopropenimine superbases: Direct neutral br?nsted base catalyzed michael reactions with α-aryl esters". supporting information. p. 10246 - 10253. Retrieved 2015/09/01.