4-(Methylthio)benzyl bromide

Base Information

• Chemical Name: 4-(Methylthio)benzyl bromide
• CAS No.: 38185-19-2
• Molecular Formula: C8H9BrS
• Molecular Weight: 217.129
• Hs Code.: 2930909090
• European Community (EC) Number: 627-717-7
• DSSTox Substance ID: DTXSID80463735
• Nikkaji Number: J856.761A
• Wikidata: Q82288755
• Mol file: 38185-19-2.mol

Synonyms:4-(Methylthio)benzyl bromide;38185-19-2;(4-(bromomethyl)phenyl)(methyl)sulfane;1-(bromomethyl)-4-methylsulfanylbenzene;1-(bromomethyl)-4-(methylsulfanyl)benzene;1-(bromomethyl)-4-(methylthio)benzene;4-methylthiobenzylbromide;4-methylthiobenzyl bromide;para methylthiobenzyl bromide;SCHEMBL385188;4-methylsulfanyl-benzyl bromide;1-bromomethyl-4-methylthiobenzene;DTXSID80463735;QDLKMRTVELBKFE-UHFFFAOYSA-N;4-(bromomethyl)phenyl methyl sulfide;4-(Methylthio)benzyl bromide, 97%;MFCD05865196;AKOS017390881;1-(bromomethyl)4-(methylsulfanyl)benzene;AS-41212;4-(METHYLTHIO)BENZYL BROMIDE 97;FT-0723860;EN300-1912683

Chemical Property of 4-(Methylthio)benzyl bromide

Chemical Property:

• Vapor Pressure: 0.00902mmHg at 25°C
• Melting Point: 43-47oC(lit.)
• Boiling Point: 274.5oC at 760 mmHg
• Flash Point: >230 °F
• PSA: 25.30000
• Density: 1.44g/cm3
• LogP: 3.30340
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 215.96083
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

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

4-(Methylthio)benzyl bromide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)CBr
• Uses: 4-(Methylthio)benzyl bromide can undergo self-catalyzed oxidation in the presence of hydrogen peroxide to form the corresponding sulfoxide.

Technology Process of 4-(Methylthio)benzyl bromide

There total 4 articles about 4-(Methylthio)benzyl bromide 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:

carbon tetrabromide (558-13-4) + 4-(methylthio)benzyl alcohol (3446-90-0) → 4-(methylthio)benzyl bromide (38185-19-2)

Guidance literature:

With triphenylphosphine; In dichloromethane;

Reference yield:

4-(methylthio)benzoic acid (13205-48-6,562836-64-0) → 4-(methylthio)benzyl bromide (38185-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diborane / tetrahydrofuran / 1.5 h / 0 °C

2: PBr₃ / toluene / 0.17 h / 100 °C

With phosphorus tribromide; diborane; In tetrahydrofuran; toluene;

DOI:10.1021/jm00128a016

Reference yield:

4-(Methylthio)benzaldehyde (3446-89-7) → 4-(methylthio)benzyl bromide (38185-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 12 h / 20 °C / Inert atmosphere; Schlenk technique

2: phosphorus tribromide / diethyl ether / 20 °C / Inert atmosphere; Schlenk technique

With sodium tetrahydroborate; phosphorus tribromide; In methanol; diethyl ether;

DOI:10.1039/c7dt03376a

upstream raw materials:

4-(methylthio)benzoic acid

methyl 4-(methylthio)benzoate

carbon tetrabromide

4-(methylthio)benzyl alcohol

Downstream raw materials:

Z(OMe)-Ser(Mtb)-OH

3,3-bis(4-(methylthio)benzyl)-1-tosylpyrrolidin-2-one

N-(4-(Methylthio)benzyl)-N-butyl-1H-benzo[d]imidazol-5-amine

N-(4-(methylthio)benzyl)-N-(4-ethylbenzyl)-1H-benzo[d]imidazol-5-amine

Refernces

• 1、 Linnenberg, Oliver,Kondinski, Aleksandar,St?cker, Cornelia,Monakhov, Kirill Yu.. "The Cu(i)-catalysed Huisgen 1,3-dipolar cycloaddition route to (bio-)organic functionalisation of polyoxovanadates". . p. 15636 - 15640. Retrieved 2017/12/02.
• 2、 Kelley,Linn,Selway. "Synthesis and antirhinovirus activity of 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)-9H-purines". . p. 1757 - 1763. Retrieved 2007/10/02.