4-(Bromomethyl)benzenesulfonyl chloride

Base Information

• Chemical Name: 4-(Bromomethyl)benzenesulfonyl chloride
• CAS No.: 66176-39-4
• Molecular Formula: C7H6BrClO2S
• Molecular Weight: 269.546
• Hs Code.: 29049090
• European Community (EC) Number: 627-352-3
• DSSTox Substance ID: DTXSID00370290
• Wikidata: Q72446687
• Mol file: 66176-39-4.mol

Synonyms:4-(Bromomethyl)benzenesulfonyl chloride;66176-39-4;4-(bromomethyl)benzene-1-sulfonyl chloride;4-(bromomethyl)benzenesulfonylchloride;alpha-Bromo-p-toluenesulfonyl chloride;4-(bromomethyl)benzenesulphonyl chloride;Benzenesulfonyl chloride, 4-(bromomethyl)-;4-(Bromomethyl)phenylsulfonyl chloride;4-bromomethylbenzenesulfonyl chloride;MFCD00156129;4-(bromomethyl)benzene-1-sulfonylchloride;SCHEMBL297518;5-Bromoisatinbenzo[c]isothiazole;4-(Chlorosulfonyl)benzyl bromide;DTXSID00370290;4-bromomethylphenylsulfonylchloride;QXTQWYZHHMQSQH-UHFFFAOYSA-N;STR04670;STK505651;4-bromomethyl benzenesulfonyl chloride;4-bromomethyl-benzenesulfonyl chloride;4-Bromomethylbenzene sulfonyl chloride;4-bromomethylbenzenesulphonyl chloride;AKOS000321178;4-(bromomethyl)-benzenesulfonylchloride;4-(bromomethyl)-benzenesulphonylchloride;4-(bromomethyl)benzene sulfonyl chloride;4-(Bromomethyl)benzene-sulphonyl chloride;BP-13025;A8938;AM20040977;B3936;FT-0616711;4-(Bromomethyl)benzenesulfonyl chloride, 95%;EN300-92092;F0001-1764

Chemical Property of 4-(Bromomethyl)benzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: off-white to light yellow crystalline powder
• Vapor Pressure: 0.000334mmHg at 25°C
• Melting Point: 69-76 oC
• Refractive Index: 1.593
• Boiling Point: 329.7 °C at 760 mmHg
• Flash Point: 153.2 °C
• PSA: 42.52000
• Density: 1.732 g/cm³
• LogP: 3.58980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 267.89604
• Heavy Atom Count: 12
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

α-Bromo-p-toluenesulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)S(=O)(=O)Cl
• Uses: 4-(Bromomethyl)benzenesulfonyl chloride may be used to synthesize:4-bromomethyl-N-(6-methoxy-quinolin-8-yl)-benzenesulfonamidebenzene-sulfonamide derivatives, which are potent Chemokine Receptor Type 4 (CXCR4) inhibitorsimidazole derivatives having antifungal activity

Technology Process of 4-(Bromomethyl)benzenesulfonyl chloride

There total 7 articles about 4-(Bromomethyl)benzenesulfonyl chloride 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: 75.9%

α-bromo-p-toluidine (63516-03-0) → 4-(bromomethyl)benzene-1-sulfonyl chloride (66176-39-4)

Guidance literature:

α-bromo-p-toluidine; With hydrogenchloride; sodium nitrite; In water; at -5 - 0 ℃;

With thionyl chloride; copper(l) chloride; In water; at -5 - 0 ℃;

Reference yield: 66.0%

azobisisobutyronitrile (34241-39-9) + p-toluenesulfonyl chloride (98-59-9) → 4-(bromomethyl)benzene-1-sulfonyl chloride (66176-39-4)

Guidance literature:

With N-Bromosuccinimide; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; benzene;

Reference yield: 66.0%

azobisisobutyronitrile (34241-39-9) + p-toluenesulfonyl chloride (98-59-9) → 4-(bromomethyl)benzene-1-sulfonyl chloride (66176-39-4) + 4-(1-bromo-ethyl)-benzenesulfonyl chloride (25426-48-6)

Guidance literature:

With N-Bromosuccinimide; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; benzene;

upstream raw materials:

p-toluenesulfonyl chloride

azobisisobutyronitrile

4-bromo-benzaldehyde

phenylmethanethiol

Downstream raw materials:

4-bromomethyl-benzenesulfonamide

4-bromomethyl-benzenesulfonic acid methyl ester

4-(bromomethyl)benzenesulfonic acid

4-(bromomethyl)-N,N-diethylbenzenesulfonamide

Refernces

• 1、 Van Der Zouwen, Antonie J.,Lohse, Jonas,Wieske, Lianne H. E.,Hohmann, Katharina F.,Van Der Vlag, Ramon,Witte, Martin D.. "An in situ combinatorial methodology to synthesize and screen chemical probes". supporting information. p. 2050 - 2053. Retrieved 2019/02/19.
• 2、 Kim, Jungsu,Chun, Pusoon,Moon, Hyung Ryong. "Synthesis of novel N-(2-Hydroxyphenyl)arylsulfonamides as selective HDAC inhibitory and cytotoxic agents". . p. 1487 - 1493. Retrieved 2013/07/28.