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

Base Information

• Chemical Name: 1-Chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane
• CAS No.: 1727-63-5
• Molecular Formula: C7H12 Cl F
• Molecular Weight: 150.624
• NSC Number: 106468
• DSSTox Substance ID: DTXSID70295946
• Wikidata: Q82036194
• Mol file: 1727-63-5.mol

Synonyms:1727-63-5;1-chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane;NSC106468;DTXSID70295946;NSC-106468;1-chloro-1-fluoro-2,2,3,3-tetramethyl-cyclopropane

Chemical Property of 1-Chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane

Chemical Property:

• Vapor Pressure: 21.6mmHg at 25°C
• Boiling Point: 116.5°C at 760 mmHg
• Flash Point: 16.5°C
• Density: 1.04g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.0611562
• Heavy Atom Count: 9
• Complexity: 135

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(F)Cl)(C)C)C

Technology Process of 1-Chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane

There total 7 articles about 1-Chloro-1-fluoro-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: 85.0%

2,3-Dimethyl-2-butene (563-79-1) + trichlorofluoromethane (75-69-4) → 1-chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane (1727-63-5)

Guidance literature:

In tetrahydrofuran; at -15 ℃;

DOI:10.1016/0022-1139(93)02981-J

Reference yield: 81.0%

2,3-Dimethyl-2-butene (563-79-1) + Dichlorofluoromethane (75-43-4) → 1-chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane (1727-63-5)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide; In dichloromethane; water; at 0 ℃; for 4h;

DOI:10.1007/s11172-019-2567-3

Reference yield: 77.0%

2,3-Dimethyl-2-butene (563-79-1) + 10-exo-fluoro-10'-endo-chlorotricyclo[4.3.1.01,6]decadiene-2,4 → 1-chloro-1-fluoro-2,2,3,3-tetramethylcyclopropane (1727-63-5) + INDANE (496-11-7)

Guidance literature:

for 13h; Photolysis;

DOI:10.1021/jp0345598

upstream raw materials:

2,3-Dimethyl-2-butene

Dichlorofluoromethane

sodium 2,2-dichloro-2-fluoroacetate

trichlorofluoromethane

Downstream raw materials:

2,2,3,3-tetramethylcyclopropane

Refernces

• 1、 Dolbier, William R.,Burkholder, Conrad R.. "Generation of Chlorofluorocarbene by Dehalogenation of Fluorotrichloromethane with Reduced Titanium. A New Synthesis of 1-Chloro-1-fluorocyclopropanes.". . p. 6749 - 6752. Retrieved 1988.
• 2、 Tippmann, Eric M.,Platz, Matthew S.. "Laser flash photolysis study of chlorofluorocarbene". . p. 8547 - 8551. Retrieved 2003.
• 3、 Volchkov,Lipkind,Nefedov. "Thermal cyclopropyl—allyl rearrangement of gem-chlorofluorocyclopropanes under gas-phase pyrolysis conditions. Formation of chlorofluoroalkenes and 2-fluorobuta-1,3-dienes". . p. 1391 - 1401. Retrieved 2019/08/12.
• 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.