4-(Dibromoboryl)toluene

Base Information

• Chemical Name: 4-(Dibromoboryl)toluene
• CAS No.: 4151-78-4
• Molecular Formula: C7H7BBr2
• Molecular Weight: 261.752
• DSSTox Substance ID: DTXSID50468439
• Nikkaji Number: J2.062.265B
• Mol file: 4151-78-4.mol

Synonyms:4-(Dibromoboryl)toluene;4151-78-4;Borane, dibromo(4-methylphenyl)-;DTXSID50468439

Chemical Property of 4-(Dibromoboryl)toluene

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 261.89871
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(Dibromoboryl)toluene

There total 12 articles about 4-(Dibromoboryl)toluene 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: 97.0%

p-(trimethylsilyl)toluene (3728-43-6) + boron tribromide (10294-33-4) → 4-(dibromoboryl)toluene (4151-78-4)

Guidance literature:

In pentane; byproducts: Me3SiBr; under Ar, Si-compd:BBr3 molar ratio was 2:3, BBr3 was added to pentane soln. of Si-compd., stirring for 2 h at ambient temp.; soln. was slowly evapd. in vac.;

DOI:10.1002/zaac.200400021

Reference yield: 87.0%

boron tribromide (10294-33-4) + toluene (108-88-3,15644-74-3,16713-13-6) + diborane (19287-45-7) → 3-CH3C6H4BBr2 (76782-89-3) + dibromo(o-tolyl)borane (156629-31-1) + 4-(dibromoboryl)toluene (4151-78-4) + hydrogen (1333-74-0)

Guidance literature:

byproducts: boron hydride; High Pressure; under N2; diborane and trihalogen-borane was added to toluene at -130°C, then in a closed autoclave the mixture was heated to 120°C for 90 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed;

Reference yield: 64.0%

p-tolylquecksilber(II) bromide (13351-51-4) + boron tribromide (10294-33-4) → 4-(dibromoboryl)toluene (4151-78-4)

Guidance literature:

In toluene; byproducts: HgBr2; addn. of BBr3 in toluene to a stirred suspn. of arylmercury(II) bromide in toluene under N2, keeping at 90°C for 24 h; cooling to room temp., filtn. to remove HgBr2, removal of solvent under vacuum (room temp./2 mm Hg), distn. of residue in a bulb-to bulb distn. apparatus;

DOI:10.1016/0022-328X(94)80027-8

upstream raw materials:

bis(p-tolyl)mercury

p-Selenocresol

boron tribromide

toluene

Downstream raw materials:

4-methylphenylboronic acid

4-(bromo(ethoxy)boryl)toluene

tri(4-tolyl)boroxine

3,5-bis(4-methylphenyl)-cyclo-1,2,4-trithia-3,5-diborolane