Dibromoborane Dimethyl Sulfide (1M in Dichloromethane)

Base Information

• Chemical Name: Dibromoborane Dimethyl Sulfide (1M in Dichloromethane)
• CAS No.: 55671-55-1
• Molecular Formula: C2H7BBr2S
• Molecular Weight: 233.763
• European Community (EC) Number: 684-539-2
• DSSTox Substance ID: DTXSID50452212
• Mol file: 55671-55-1.mol

Synonyms:55671-55-1;dibromoboron;methylsulfanylmethane;Dibromoborane Dimethyl Sulfide (1M in Dichloromethane);SCHEMBL1549136;DTXSID50452212;(methylsulfanyl)methane;dibromoboranyl;A50014

Chemical Property of Dibromoborane Dimethyl Sulfide (1M in Dichloromethane)

Chemical Property:

• Melting Point: 30-35 °C(lit.)
• Flash Point: 80 °F
• PSA: 25.30000
• Density: 1.415 g/mL at 25 °C
• LogP: 2.02190
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 232.86295
• Heavy Atom Count: 6
• Complexity: 5.5

Purity/Quality:

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

Dibromoborane Dimethyl Sulfide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,F
• Statements: 10-14/15-34-40-67-37
• Safety Statements: 26-36/37/39-45-16-43

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B](Br)Br.CSC
• Uses: Reactant for:Reductive elimination C-C bond forming reactionsLithiation-borylation reaction with Hoppe′s lithiated carbamatesPreparation of boron analogues of uracilBoronation reactions for formation of cyclic boronium saltsHydroboration reactionsRing opening of terminal epoxides

Technology Process of Dibromoborane Dimethyl Sulfide (1M in Dichloromethane)

There total 1 articles about Dibromoborane Dimethyl Sulfide (1M in Dichloromethane) 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:

dimethyl sulfide borane (13292-87-0) + boron tribromide (10294-33-4) → borane (13283-31-3) + dibromoborane-methyl sulfide complex (55671-55-1,146732-64-1)

Guidance literature:

Reference yield: 99.0%

dibromoborane dimethylsulfide (55671-55-1) + cyclopropylphenylethyne (21777-85-5) + water (7732-18-5) → (Z)-(2-cyclopropyl-1-phenylvinyl)boronic acid

Guidance literature:

dibromoborane dimethylsulfide; cyclopropylphenylethyne; In dichloromethane; at -78 - 70 ℃; for 21h; Inert atmosphere; Schlenk technique;

water; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201705681

Reference yield: 94.0%

dibromoborane dimethylsulfide (55671-55-1) + 1-(6-chlorohex-1-yn-1-yl)-4-(trifluoromethyl)benzene (1440538-43-1) + water (7732-18-5) → C13H15BClF3O2

Guidance literature:

dibromoborane dimethylsulfide; 1-(6-chlorohex-1-yn-1-yl)-4-(trifluoromethyl)benzene; In dichloromethane; at -78 - 70 ℃; for 20h; Inert atmosphere; Schlenk technique;

water; In dichloromethane; at 0 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202004652

upstream raw materials:

dimethyl sulfide borane

boron tribromide

Downstream raw materials:

n-hexan-2-ol

hexan-1-ol

Br₂HBP(C₆H₅)2CH₂CH₂P(C₆H₅)2BHBr₂

HBrB(CH₃C(CH₂P(C₆H₅)2)3)⁽¹⁺⁾*Br^(1-)=HBrB(CH₃C(CH₂P(C₆H₅)2)3)Br