Trichloro(dimethylsulfonio)boranuide

Base Information

• Chemical Name: Trichloro(dimethylsulfonio)boranuide
• CAS No.: 5523-19-3
• Molecular Formula: C2H6BCl3S
• Molecular Weight: 179.306
• European Community (EC) Number: 684-354-7
• DSSTox Substance ID: DTXSID60583460
• Wikidata: Q82475018
• Mol file: 5523-19-3.mol

Synonyms:5523-19-3;trichloro(dimethylsulfonio)boranuide;trichloro(dimethylsulfonio)borate;DTXSID60583460;Trichloro[(methylsulfanyl)methane]boron;trichloro(dimethyl-|E?-sulfanylidene)-|E?-borane;TRICHLORO(DIMETHYL-??-SULFANYLIDENE)-??-BORANE

Chemical Property of Trichloro(dimethylsulfonio)boranuide

Chemical Property:

• Melting Point: 88-90 °C(lit.)
• PSA: 19.21000
• Density: 1.344 g/mL at 25 °C
• LogP: 2.66690
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 177.934885
• Heavy Atom Count: 7
• Complexity: 58.4

Purity/Quality:

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

Boron trichloride methyl sulfide complex ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-40-20/21/22-67-37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-]([S+](C)C)(Cl)(Cl)Cl
• Uses: Convenient reagent for dealkylation of aryl ethers.

Technology Process of Trichloro(dimethylsulfonio)boranuide

There total 2 articles about Trichloro(dimethylsulfonio)boranuide 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: 90.0%

ethene (74-85-1) + monochloroborane dimethyl sulfide complex (63348-81-2) + boron trichloride (10294-34-5) → C2H5(H)BCl (87115-49-9) + diethylchloroborane (5314-83-0) + boron trichloride - methyl sulfide complex (5523-19-3)

Guidance literature:

In pentane; inert. atmosphere; bubbling C2H4 into H2BClSMe2 soln. (4.5 h), cooling in liquid N2, BCl3 addn.; fractional distn. (42°C, 200 Torr);

DOI:10.1021/om00032a011

Reference yield:

boron trichloride-diethyl ether (2102-03-6) + thexylchloroborane*methyl sulfide (75067-06-0) → (CH3)2CHC(CH3)2BCl2(S(CH3)2) (79200-91-2) + (CH3)2CHC(CH3)2BHCl(O(C2H5)2) (79200-86-5) + boron trichloride - methyl sulfide complex (5523-19-3) + [(1,1,2-trimethylpropyl)borane]2 (37099-64-2)

Guidance literature:

In diethyl ether; 0 °C, 1 h;

Reference yield: 98.0%

boron trichloride - methyl sulfide complex (5523-19-3) + C33H37GeP → C54H63BCl3GeP

Guidance literature:

In hexane; Inert atmosphere;

DOI:10.1002/anie.201914608

upstream raw materials:

ethene

monochloroborane dimethyl sulfide complex

boron trichloride

boron trichloride-diethyl ether

Downstream raw materials:

1-phenylpropene

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