(Dibromomethyl)benzene

Base Information

• Chemical Name: (Dibromomethyl)benzene
• CAS No.: 618-31-5
• Molecular Formula: C7H6Br2
• Molecular Weight: 249.933
• Hs Code.: 2903999090
• European Community (EC) Number: 210-543-7
• DSSTox Substance ID: DTXSID90977378
• Nikkaji Number: J11.533I
• Wikidata: Q82962543
• Mol file: 618-31-5.mol

Synonyms:(Dibromomethyl)benzene;618-31-5;Benzal bromide;alpha,alpha-Dibromotoluene;DIBROMOMETHYLBENZENE;Benzene, (dibromomethyl)-;EINECS 210-543-7;AI3-02474;Benzalbromid;Benzal dibromide;a,a-Dibromotoluene;Benzylidene bromide;dibromomethyl-benzene;Benzylidene dibromide;a,a'-Dibromomethylbenzene;29732-82-9;alpha , alpha -Dibromotoluene;SCHEMBL150507;.alpha.,.alpha.-Dibromotoluene;alpha,alpha-Dibromotoluene, 97%;DTXSID90977378;C35-H30-Br10;BCP23594;Toluene, .alpha.,.alpha.-dibromo-;.alpha., .alpha.-Dibromophenylmethane;AKOS015889608;FS-4244;FT-0632583;N11924;1,2-Dibromo-3-methylbenzene, 1,2-dibromo-4-methylbenzene, 1,3-dibromo-2-methylbenzene, 1,3-dibromo-5-methylbenzene, and 1,4-dibromo-2-methylbenzene

Chemical Property of (Dibromomethyl)benzene

Chemical Property:

• Vapor Pressure: 0.00802mmHg at 25°C
• Melting Point: 111℃
• Refractive Index: n20/D 1.614(lit.)
• Boiling Point: 276.6 °C at 760 mmHg
• Flash Point: 100.2 °C
• PSA: 0.00000
• Density: 1.881 g/cm³
• LogP: 3.47500
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 249.88158
• Heavy Atom Count: 9
• Complexity: 75

Purity/Quality:

98%,99%, ^*data from raw suppliers

α,α-Dibromotoluene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(Br)Br

Technology Process of (Dibromomethyl)benzene

There total 32 articles about (Dibromomethyl)benzene 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: 92.0%

benzyl bromide (100-39-0) → benzylidene dibromide (618-31-5)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 75 ℃;

DOI:10.1021/acs.orglett.8b02473

Reference yield: 81.0%

toluene (108-88-3,15644-74-3,16713-13-6) → benzylidene dibromide (618-31-5) + benzyl bromide (100-39-0)

Guidance literature:

With bromine; In dichloromethane; for 2h; Ambient temperature; Irradiation;

DOI:10.1055/s-1997-1070

Reference yield: 80.0%

2-phenyl-1,3-dithiane (5616-55-7) → benzylidene dibromide (618-31-5)

Guidance literature:

With bromine; In tetrachloromethane; for 0.833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90619-2

upstream raw materials:

carbon tetrabromide

benzyl bromide

benzaldehyde

benzyl chloride

Downstream raw materials:

1-bromo-1-phenyl-2,2,3,3-tetramethylcyclopropane

3,5-dimethyl-2-phenyl-oxazolidine

(6S,7R,8R,8aS)-6-((2R,3S,4R,5R,6R)-6-Allyloxy-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

methyl 3,4-O-benzylidene-6-deoxy-D-galactopyranoside

Refernces

• 1、 Otake, Yuma,Williams, Jason D.,Rincón, Juan A.,De Frutos, Oscar,Mateos, Carlos,Kappe, C. Oliver. "Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection". supporting information. p. 1384 - 1388. Retrieved 2019/02/14.
• 2、 Smela, Merrick Pierson,Hoye, Thomas R.. "A Traceless Tether Strategy for Achieving Formal Intermolecular Hexadehydro-Diels-Alder Reactions". supporting information. p. 5502 - 5505. Retrieved 2018/09/12.