1,1-Dichloro-2,2,3,3-tetramethylcyclopropane

Base Information

• Chemical Name: 1,1-Dichloro-2,2,3,3-tetramethylcyclopropane
• CAS No.: 3141-45-5
• Molecular Formula: C7H12 Cl2
• Molecular Weight: 167.078
• Hs Code.: 2903890090
• NSC Number: 139886
• UNII: 59QC7G2QXS
• DSSTox Substance ID: DTXSID10185337
• Nikkaji Number: J1.149.727F
• Wikidata: Q83056360
• Mol file: 3141-45-5.mol

Synonyms:1,1-dichloro-2,2,3,3-tetramethylcyclopropane;DCTMCP

Chemical Property of 1,1-Dichloro-2,2,3,3-tetramethylcyclopropane

Chemical Property:

• Vapor Pressure: 3.8mmHg at 25°C
• Melting Point: 49.8-50.5 °C
• Boiling Point: 156°Cat760mmHg
• Flash Point: 34.4°C
• PSA: 0.00000
• Density: 1.11g/cm³
• LogP: 3.22630
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 166.0316058
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C1(Cl)Cl)(C)C)C

Technology Process of 1,1-Dichloro-2,2,3,3-tetramethylcyclopropane

There total 17 articles about 1,1-Dichloro-2,2,3,3-tetramethylcyclopropane 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: 80.0%

tetrachloromethane (56-23-5) + 2,3-Dimethyl-2-butene (563-79-1) → 1,1-dichloro-2,2,3,3-tetramethylcyclopropane (3141-45-5)

Guidance literature:

With potassium hydroxide; dimethylsulfone; In tert-butyl alcohol; for 1.5h;

Reference yield: 74.0%

2,3-Dimethyl-2-butene (563-79-1) + chloroform (67-66-3,8013-54-5) → 1,1-dichloro-2,2,3,3-tetramethylcyclopropane (3141-45-5)

Guidance literature:

With sodium hydroxide; for 0.7h; Irradiation; ultrasound;

DOI:10.1021/jo00347a047

Reference yield: 48.0%

2,3-Dimethyl-2-butene (563-79-1) + 1,1-Dibromo-2,2-dichloro-3-methoxymethyl-3-methyl-cyclopropane (121410-82-0) → 1,1-dichloro-2,2,3,3-tetramethylcyclopropane (3141-45-5) + 3-(3-Methoxy-2-methyl-propenylidene)-1,1,2,2-tetramethyl-cyclopropane (121410-85-3)

Guidance literature:

With methyllithium; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(00)82290-X

upstream raw materials:

2,3-Dimethyl-2-butene

dichlorocarbene

chloroform

Essigsaeure-trichlormethylester

Downstream raw materials:

2,2,3,3-tetramethylcyclopropane

1-Chloro-2,2,3,3-tetramethylcyclopropane

2,2,2',2',3,3,3',3'-Octamethyl-1,1'-bi(cyclopropyliden)

1,2,2-Trimethylbicyclo<1.1.0>butan

Refernces

• 1、 Moss, Robert A.,Tian, Jingzhi,Sauers, Ronald R.,Ess, Daniel H.,Houk, Kendall N.,Krogh-Jespersen, Karsten. "The synthesis of dichlorodiazirine and the generation of dichlorocarbene: Spectroscopy and structure of dichlorocarbene ylides". . p. 5167 - 5174. Retrieved 2007.
• 2、 Prager,Brown. "". . p. 736. Retrieved 1974.
• 3、 Pessah, Neta,Bialer, Meir,Wlodarczyk, Bogdan,Finnell, Richard H.,Yagen, Boris. "α-fluoro-2,2,3,3-tetramethylcyclopropanecarboxamide, a novel potent anticonvulsant derivative of a cyclic analogue of valproic acid". experimental part. p. 2233 - 2242. Retrieved 2010/02/28.
• 4、 Moss, Robert A.,Wang, Lei,Zhang, Min,Skalit, Christopher,Krogh-Jespersen, Karsten. "Enthalpy versus entropy in chlorocarbene/alkene addition reactions". . p. 5634 - 5635. Retrieved 2008/12/20.