5401-62-7

Basic information

• Product Name: 1,2-DIBROMOCYCLOHEXANE
• Synonyms: 1,2-DIBROMOCYCLOHEXANE;1,2-dibromo-cyclohexan;(1S)-1α,2β-Dibromocyclohexane;Cyclohexane, 1,2-dibromo-;Einecs 226-449-4;Nsc 1239
• CAS NO: 5401-62-7
• Molecular Formula: C₆H₁₀Br₂
• Molecular Weight: 241.95
• EINECS: 226-449-4
• Mol File: 5401-62-7.mol
• Article Data: 53

Chemical Properties

• Melting Point: 163.5-164 °C (decomp)(Solv: ethyl acetate (141-78-6); carbon tetrachloride (56-23-5))
• Boiling Point: 220.5°Cat760mmHg
• Flash Point: 91.5°C
• Appearance: /
• Density: 1.789g/cm³
• Vapor Pressure: 0.166mmHg at 25°C
• Refractive Index: 1.552
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,2-DIBROMOCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIBROMOCYCLOHEXANE(5401-62-7)
• EPA Substance Registry System: 1,2-DIBROMOCYCLOHEXANE(5401-62-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 5401-62-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 39, p. 4097, 1983 DOI: 10.1016/S0040-4020(01)88628-2

InChI:InChI=1/C6H10Br2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4H2/t5-,6-/m1/s1

Upstream product

• 2439-85-2 N-bromophthalimide 
• 110-83-8 cyclohexene 
• 426-46-0 pentafluoro-propionic acid bromoamide 
• 67-56-1 methanol 
• 918-01-4 bromodichloronitromethane 
• 4545-18-0 N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 100528-00-5 cyclohexyl-N,N-diisopropylpseudourea 
• 64-19-7 acetic acid 
• 37636-53-6 N,N'-dibromo-2,5-piperazinedione (NBP) 
• 67-63-0 isopropyl alcohol 
• 75-05-8 acetonitrile 
• 110-82-7 cyclohexane 
• 7726-95-6 bromine 

Downstream Products

• 76644-52-5 rac-3-acetoxycyclohexene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 67171-03-3 Ethyl-(2'-cylohexenyl)-cyanessigsaeureethylester 
• 73185-48-5 cyclohex-1-enyl-malonic acid diethyl ester 
• 1541-25-9 3-amino-1-cyclohexene 
• 51122-94-2 2-ethoxycyclohex-1-ene 
• 110-83-8 cyclohexene 
• 71-43-2 benzene 
• 73977-87-4 meso-cis-1,4-Di-O-benzylcyclohex-2-enediol 
• 73977-86-3 DL-trans-1,4-Di-O-benzylcyclohex-2-enediol 

Relevant articles and documents

TRANSFORMATION OF AN EPOXIDE INTO A 1,2-DIBROMOALKANE BY A DIOXODIBROMOMOLYBDENUM(VI) COMPLEX

Dioxodibromomolybdenum(VI) when complexed with acetonitrile reacts with cyclohexane oxide in a 2/1 ratio to give 1,2-dibromocyclohexane.This novel bromination reaction probably proceeds by an initial oxirane ring opening to give the β-bromoalkoxide, which then reacts with a second molecule of molybdenumdibromide to give the 1,2-dibromoalkane.

A 200percent Efficient Electrolysis Cell

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Crystal structure, characterization, Hirshfeld surface analysis and DFT studies of two [propane 3-bromo-1-(triphenyl phosphonium)] cations containing bromide (I) and tribromide (II) anions: The anion (II) as a new brominating agent for unsaturated compounds

In this study, propane 3-bromo-1- (triphenyl phosphonium) bromide, I, and propane 3-bromo-1- (triphenyl phosphonium) tribromide, II, (II as a new brominating agent) were synthesized and characterized by 1H NMR, 13C NMR, 31P NMR, FT-IR, spectroscopy, Thermogravimetric Analysis, Differential thermal analysis, Differential scanning calorimetry and single crystal X-ray analysis. Density functional theory calculations (energy, structural optimization and frequencies, Natural Bond Orbital, absorption energy and binding energy) were performed by using B3LYP/6-311 G++ (d, p) level of theory. Hirshfeld surface analysis and fingerprint plots were utilized to investigate the role of bromide and tribromide anions on the crystal packing structures of title compounds. The results revealed that the change of accompanying anionic moiety can affect the directional interactions of C-H?Br hydrogen bonds between anionic and cationic units in which the H?Br with a proportion of 53.8% and 40.9% have the major contribution in the stabilization of crystal structures of I and II, respectively. Furthermore, the thermal stability of new brominating agent II with tribromide anion was compared with compound I with bromide anion. Nontoxicity, short reaction time, thermal stability, simple working up and high yield are some of the advantages of these salts.

Dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1: H,1′ H-4,4′-bipyridinylidene for giving alkenes and alkynes in a salt-free manner

We report a transition metal-free dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1H,1′H-4,4′-bipyridinylidene (1) under mild conditions, in which trimethylsilyl halide and 4,4′-bipyridine were generated as byproducts. The synthetic protocol for this dehalogenation reaction was effective for a wide scope of dibromo compounds as substrates while keeping the various functional groups intact. Furthermore, the reduction of vicinal dichloro alkanes and vicinal dibromo alkenes also proceeded in a salt-free manner to afford the corresponding alkenes and alkynes.