7,7-Dichlorodicyclo[4.1.0]heptane

Base Information

• Chemical Name: 7,7-Dichlorodicyclo[4.1.0]heptane
• CAS No.: 823-69-8
• Molecular Formula: C7H10Cl2
• Molecular Weight: 165.062
• Hs Code.: 2903890090
• Mol file: 823-69-8.mol

Synonyms:7,7-dichloronorcarane;Norcarane, 7, 7-dichloro-;7,7-Dichlorobicyclo[4.1.0]heptane;Bicyclo[4.1.0]heptane, 7,7-dichloro-;

Chemical Property of 7,7-Dichlorodicyclo[4.1.0]heptane

Chemical Property:

• Vapor Pressure: 0.312mmHg at 25°C
• Refractive Index: 1.5041 (589.3 nm 20℃)
• Boiling Point: 208.2 °C at 760 mmHg
• Flash Point: 81.8 °C
• PSA: 0.00000
• Density: 1.25 g/cm³
• LogP: 2.98030

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

7,7-Dichlorobicyclo[4.1.0]heptane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7,7-Dichlorodicyclo[4.1.0]heptane

There total 4 articles about 7,7-Dichlorodicyclo[4.1.0]heptane 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: 54.0%

(HTiCl(THF)0.5)n → titanium trichloride tris(tetrahydrofuran) (31168-87-3,18039-90-2) + 7,7-dichloro-bicyclo[4.1.0]heptane (823-69-8)

Guidance literature:

With C₆H₁₀; In tetrahydrofuran; tetrachloromethane; byproducts: H2; dropwise addn. of CCl4 in THF to a stirred suspn. of Ti-compd. in cyclohexene and THF under Ar, stirring at room temp. for 3 h, evolution of H2, addn. of THF, stirring for further 50 min, evolution of H2; distn. under vacuum, condensation in a cold trap, monitoring by GC;

DOI:10.1016/0022-328X(94)80197-5

Reference yield:

tetrachloromethane (56-23-5) + methyl phosphite (96-36-6,868-85-9) → chloroform (67-66-3,8013-54-5) + 7,7-dichloro-bicyclo[4.1.0]heptane (823-69-8) + Diphenyl phosphorochloridite (5382-00-3)

Guidance literature:

With sodium hydride; In cyclohexene; for 2h; Product distribution; Mechanism; Ambient temperature; oth. solvent, oth. base;

DOI:10.1246/bcsj.58.3671

Reference yield:

chloroform (67-66-3,8013-54-5) + cyclohexene (110-83-8) → tetrachloromethane (56-23-5) + 7,7-dichloro-bicyclo[4.1.0]heptane (823-69-8) + cyclohexyl chloride (542-18-7) + (dichloromethyl)cyclohexane (24099-71-6) + dichloromethyl-cyclohexene (51317-57-8) + cyclohexylmethyl chloride (1072-95-3)

Guidance literature:

at 22 ℃; Product distribution; Irradiation; ultrasonication;

DOI:10.1002/bbpc.198400048

upstream raw materials:

tetrachloromethane

methyl phosphite

chloroform

cyclohexene

Downstream raw materials:

C₂₇H₂₃ClO

o-dibenzoylbenzene

2-Ethyltoluene

ethylbenzene

Refernces

• 1、 Kong, Anne,Engel, Robert. "A Mechanistic Investigation of the Todd Reaction". . p. 3671 - 3672. Retrieved 2007/10/02.
• 2、 Purrington, Suzanne T.,Kenion, Grant B.. "Superoxide: Base, Nucleophile, Radical, or Electron Transfer Reagent?". . p. 731 - 732. Retrieved 2007/10/02.