1-Bromo-2-(bromodifluoromethyl)cyclohexane

Base Information

• Chemical Name: 1-Bromo-2-(bromodifluoromethyl)cyclohexane
• CAS No.: 14737-09-8
• Molecular Formula: C7H10Br2F2
• Molecular Weight: 291.961
• Hs Code.: 2903890090
• European Community (EC) Number: 671-806-3
• DSSTox Substance ID: DTXSID80933105
• Nikkaji Number: J401.952K
• Mol file: 14737-09-8.mol

Synonyms:1-Bromo-2-(bromodifluoromethyl)cyclohexane;14737-09-8;1-bromo-2-(bromodifluoromethyl)-cyclohexane;117711-58-7;1-bromo-2-[bromo(difluoro)methyl]cyclohexane;MFCD00077459;DTXSID80933105;BCP14295;AKOS008901436;FT-0607431;FT-0637131;1-Bromo-2-[difluoro(bromo)methyl]cyclohexane;Cyclohexane,1-bromo-2-(bromodifluoromethyl)-;1-Bromo-2-(bromo-difluoro-methyl)-cyclohexane;A808641

Chemical Property of 1-Bromo-2-(bromodifluoromethyl)cyclohexane

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 2.96E-08mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 228.8 °C at 760 mmHg
• Flash Point: 92.2 °C
• PSA: 0.00000
• Density: 1.806 g/cm³
• LogP: 3.92780
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 291.90968
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%min ^*data from raw suppliers

1-Bromo-2-(bromodifluoromethyl)-cyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)C(F)(F)Br)Br

Technology Process of 1-Bromo-2-(bromodifluoromethyl)cyclohexane

There total 2 articles about 1-Bromo-2-(bromodifluoromethyl)cyclohexane 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: 51.0%

dibromodifluoromethane (75-61-6) + cyclohexene (110-83-8) → cis/trans-1-bromodifluoromethyl-2-bromocyclohexane (14737-09-8)

Guidance literature:

With ethanolamine; copper(l) chloride; In tert-butyl alcohol; at 80 - 85 ℃; for 24h;

DOI:10.1021/jo00013a051

Reference yield:

dibromodifluoromethane (75-61-6) + cyclohexene (110-83-8) → 7,7-difluoronorcarane (823-70-1) + (bromodifluoromethyl)cyclohexane (134134-66-0) + cis/trans-1-bromodifluoromethyl-2-bromocyclohexane (14737-09-8)

Guidance literature:

With zinc; In diethyl ether; for 24h; Product distribution; Mechanism; Ambient temperature; other reaction partner; other solvents, temperature and reaction time; also with addition of CuCl or radical inhibitors - p-dinitrobenzene and hydroquinone;

DOI:10.1021/jo00083a030

Reference yield: 93.0%

cis/trans-1-bromodifluoromethyl-2-bromocyclohexane (14737-09-8) → cyclohexene-1-carboxylic acid (636-82-8)

Guidance literature:

With potassium hydroxide; at 150 - 170 ℃; for 5h;

DOI:10.1021/jo00261a041

upstream raw materials:

dibromodifluoromethane

cyclohexene

Downstream raw materials:

cyclohexylmethylene difluoride

cyclohexene-1-carboxylic acid

cyclohex-1-enecarbonyl fluoride

3-Difluoromethylene-cyclohexene

Refernces

• 1、 Hu, Chang-Ming,Chen, Jian. "Synthesis of bromodifluoromethyl-substituted alkenes. Potassium fluoride supported on alumina as a dehydrobrominating agent". . p. 25 - 26. Retrieved 2007/10/02.