Dibromo(tert-butyl)borane

Base Information

• Chemical Name: Dibromo(tert-butyl)borane
• CAS No.: 106192-86-3
• Molecular Formula: C4H9BBr2
• Molecular Weight: 227.734
• DSSTox Substance ID: DTXSID90548704
• Wikidata: Q82427495
• Mol file: 106192-86-3.mol

Synonyms:Dibromo(tert-butyl)borane;106192-86-3;SCHEMBL2218865;DTXSID90548704

Chemical Property of Dibromo(tert-butyl)borane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 227.91436
• Heavy Atom Count: 7
• Complexity: 55.2

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C(C)(C)C)(Br)Br

Technology Process of Dibromo(tert-butyl)borane

There total 1 articles about Dibromo(tert-butyl)borane 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: 19.0%

tert-butylbenzene (253185-03-4,253185-04-5) + boron tribromide (10294-33-4) + diborane (19287-45-7) → 4-tert-butyl-1-(dibromoboryl)benzene (76782-93-9) + m-Dibrom(tert-butylphenyl)boran (76782-92-8) + dibromo(phenyl)borane (4151-77-3) + hydrogen (1333-74-0) + dibromo-tert-butylborane (106192-86-3)

Guidance literature:

byproducts: isobutan, boron hydride; High Pressure; under N2; diborane and trihalogen-borane was added to t-butylbenzene at-130°C, then in a closed autoclave the mixture was heated to 130°C for 40 min; at -195.8°C H2 was removed, at room temp. the residue of trihalogen-borane and diborane were removed, unseparable isomers; elem. anal.;

Reference yield: 69.0%

dimethyltin dibromide (2767-47-7) + N,N-bis(trimethylstannyl)phenylamine (17729-33-8) + dibromo-tert-butylborane (106192-86-3) → trimethyltin bromide (1066-44-0) + bis(bromo-tert-butylboryl)phenylamine (137517-07-8)

Guidance literature:

In dichloromethane; N2 atmosphere, addn. of soln. of stannyl compound to suspension of Me2SnBr2 at room temp., addn. of soln. of tBuBBr2 at -68 to -40°C (130min), warming to room temp.; removement of solvent (25°C, 12 Torr), condensation of Me3SnBr and Me2SnBr2 into a trap (-78°C, 4 h), fractional distillation (69-77°C, 1E-5 Torr); elem. anal.;

Reference yield: 69.0%

N,N-bis(trimethylstannyl)phenylamine (17729-33-8) + dibromo-tert-butylborane (106192-86-3) → bis(bromo-tert-butylboryl)phenylamine (137517-07-8)

Guidance literature:

N,N-bis(trimethylstannyl)phenylamine; With dimethyltin dibromide; In dichloromethane; at 20 ℃;

dibromo-tert-butylborane; In dichloromethane; at -40 - 20 ℃;

upstream raw materials:

tert-butylbenzene

boron tribromide

diborane

Downstream raw materials:

bis(tert-butylchloroboryl)phenylamine

bis(bromo-tert-butylboryl)phenylamine

trimethyltin bromide

trimethyltin(IV)chloride