Bromocyclohexane

Base Information

• Chemical Name: Bromocyclohexane
• CAS No.: 108-85-0
• Molecular Formula: C6H11Br
• Molecular Weight: 163.057
• Hs Code.: 2903.59
• European Community (EC) Number: 203-622-2
• NSC Number: 11207
• UNII: YA0UMS4RNY
• DSSTox Substance ID: DTXSID1044148
• Nikkaji Number: J5.082B
• Wikipedia: Bromocyclohexane
• Wikidata: Q82427
• Mol file: 108-85-0.mol

Synonyms:BROMOCYCLOHEXANE;Cyclohexyl bromide;108-85-0;Cyclohexane, bromo-;1-Bromocyclohexane;bromo-cyclohexane;UNII-YA0UMS4RNY;YA0UMS4RNY;EINECS 203-622-2;NSC 11207;AI3-28585;NSC-11207;cyclohexylbromide;bromocylcohexane;MFCD00003819;Bromocyclohexane, 98%;SCHEMBL54243;CYCLOHEXYL BROMIDE [MI];DTXSID1044148;NSC11207;AKOS009031571;CS-W017925;DS-17195;LS-56501;Bromocyclohexane, purum, >=99.0% (GC);B0581;FT-0623236;EN300-19882;P19773;Q82427;J-002197;J-520166;F0001-0181

Chemical Property of Bromocyclohexane

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 3.01mmHg at 25°C
• Melting Point: -57 °C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 161.1 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 0.00000
• Density: 1.324 g/cm³
• LogP: 2.71400
• Storage Temp.: Store below +30°C.
• Sensitive.: Air & Light Sensitive
• Solubility.: H2O: insoluble
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 162.00441
• Heavy Atom Count: 7
• Complexity: 46.1

Purity/Quality:

99% ^*data from raw suppliers

Bromocyclohexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20-18-52
• Safety Statements: 23-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Cyclic Hydrocarbons
• Canonical SMILES: C1CCC(CC1)Br
• Uses: Bromocyclohexane has been used to study the ionization of equatorial and axial conformational isomers of the chair-bromocyclohexane using vacuum ultraviolet mass-analyzed threshold ionization spectroscopy.

Technology Process of Bromocyclohexane

There total 84 articles about Bromocyclohexane 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: 72.0%

5,10,15,20-tetramesitylporphyrin?manganese(IV)-oxo (115775-87-6) + toluene (108-88-3,15644-74-3,16713-13-6) + 1,1-dibromomethane (74-95-3) → 1-bromocyclohexane (108-85-0) + benzyl bromide (100-39-0)

Guidance literature:

at -10 ℃; Kinetics; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b04496

Reference yield: 71.0%

<2-(p-tolylsulfonyl)hydrazino>cyclohexane (1146-49-2) → 1-bromocyclohexane (108-85-0) + 1,2-dibromocyclohexane (5401-62-7) + toluene-p-sulfonyl bromide (1950-69-2)

Guidance literature:

With bromine; In chloroform; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88628-2

Reference yield: 62.0%

cyclohexane (110-82-7,25012-93-5) → 1-bromocyclohexane (108-85-0) + trans-1,2-dibromocyclohexane (7429-37-0)

Guidance literature:

With Li₂MnO₃; bromine; oxygen; at 80 ℃; for 0.0833333h; under 760.051 Torr; Photolysis;

DOI:10.1039/c2ra22197g

upstream raw materials:

N-Bromosuccinimide

2,2'-azobis(isobutyronitrile)

cyclohexane

1-amino-cyclopentanemethanol

Downstream raw materials:

2-(cyclohexylmethyl)pyridine

1-(N-cyclohexyl)-naphthalenamine

Cyclohexanethiol

S-Cyclohexylisothiuroniumbromid

Refernces

• 1、 Barton, Derek H. R.,Beviere, Stephane D.,Chavasiri, Warinthorn,Doller, Dario,Hu, Bin. "New Alkane Functionalization Reactions Based on Gif-Type Chemistry in the Presence of Alkali Metal Salts.". . p. 1871 - 1874. Retrieved 1993.
• 2、 Barton, Derek H. R.,Csuhai, Eva,Doller, Dario,Ozbalik, Nubar,Senglet, Nathalie. "Comparison of gif-type reactivity towards alkanes with standard radical reaction selectivity. Gif oxidation of n-butane and propane". . p. 3097 - 3100. Retrieved 1990.
• 3、 Kabalka, George W.,Sastry, Kunda A. R.,Hsu, Henry C.,Hylarides, Mark D.. "Facile Conversion of Alkenes into Alkyl Bromides via Reaction of Organoboranes with Bromine or Bromine Chloride". . p. 3113 - 3115. Retrieved 1981.
• 4、 Rana, Sujoy,Dey, Aniruddha,Maiti, Debabrata. "Mechanistic elucidation of C-H oxidation by electron rich non-heme iron(IV)-oxo at room temperature". . p. 14469 - 14472. Retrieved 2015.
• 5、 Vanni, Raffaella,Garden, Simon J.,Banks, Jeffrey T.,Ingold, Keith U.. "Mechanism of Hydroxylation of Alkanes by Dimethyldioxirane. A Radical-Clock Study". . p. 7999 - 8002. Retrieved 1995.
• 6、 Tufariello,Horey. "". . p. 3221. Retrieved 1970.
• 7、 Hill, Craig L.,Schardt, Bruce C.. "Alkane Activation and Functionalization under Mild Conditions by a Homogeneous Manganese(III) Porphyrin-Iodosylbenzene Oxidizing System". . p. 6374 - 6375. Retrieved 1980.
• 8、 Yoon, K. B.,Kochi, J. K.. "Catalytic Bromide and Iodide Exchange of Alkyl Chlorides with HBr and HI". . p. 3028 - 3036. Retrieved 1989.
• 9、 Tanner, Dennis D.,Ruo, Tomoki C.-S.,Takiguchi, Hideki,Guillaume, Andre,Reed, Darwin W.,et al.. "On the Mechanism of N-Bromosuccinimide Brominations. Bromination of Cyclohexane and Cyclopentane with N-Bromosuccinimide". . p. 2743 - 2747. Retrieved 1983.
• 10、 Comba, Peter,Wunderlich, Steffen. "Iron-catalyzed halogenation of alkanes: Modeling of nonheme halogenases by experiment and DFT calculations". . p. 7293 - 7299. Retrieved 2010.