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BSC (BENZENE SULPHONYL CHLORIDE)

BSC (BENZENE SULPHONYL CHLORIDE) = PHENYLSULFONYL CHLORIDE


CAS Number: 98-09-9
EC Number: 202-636-6
MDL number: MFCD00007426
Molecular Formula C6H5ClO2S


BSC stands for Benzene Sulfonyl Chloride.
BSC (Benzene Sulphonyl Chloride) is prepared by the chlorination of benzenesulfonic acid or its salts with phosphorus oxychloride or, less commonly, by a reaction between benzene and chlorosulfuric acid.


BSC (Benzene Sulphonyl Chloride) a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. 
Colorless transparent oily liquid. 


Melting point 15-17 °c. 
Boiling point of 251~252 degrees C (decomposition). 
The relative density was 1.3842. 


Insoluble in cold water, soluble in ethanol, ether.
BSC (Benzene Sulphonyl Chloride) is involved in the synthesis of alpha-disulfones, sulfonamides and sulfoante esters as precursor. 


BSC (Benzene Sulphonyl Chloride) is a derivatization reagent for the determination of various amines in waste water and surface water at the sub-ppb level by gas chromatography-mass spectrometry. 
BSC (Benzene Sulphonyl Chloride) reacts with Grignard reagents to form oxindoles from N-unsubstituted indoles. 


BSC (Benzene Sulphonyl Chloride) is prepared by the chlorination of benzenesulfonic acid or its salts with phosphorus oxychloride or, less commonly, by a reaction between benzene and chlorosulfuric acid.
The Hinsberg test for amines involves their reaction with benzenesulfonyl chloride.


BSC (Benzene Sulphonyl Chloride) is a colorless oily liquid with a pungent odor. 
Insoluble in water, soluble in ethanol and ether. 
Can react with ammonia, amine and alcohol to produce benzenesulfonamide and benzene sulfonate respectively. 


A colorless to slightly yellow solid that melts at approximately 40°F. 
BSC (Benzene Sulphonyl Chloride) is an organosulfur compound with the formula C6H5SO2Cl. 
BSC (Benzene Sulphonyl Chloride) is a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. 


BSC (Benzene Sulphonyl Chloride) appears as a colorless to slightly yellow solid that melts at approximately 40°F. 
BSC (Benzene Sulphonyl Chloride) is prepared by reaction of benzene and chlorosulfonic acid or from the sodium salt of benzenesulfonic acid and PCl5 or POCl3. 


BSC (Benzene Sulphonyl Chloride) reacts with Grignard reagent from N-unsubstituted indoles to form oxindoles or substituted indoles. 
BSC (Benzene Sulphonyl Chloride) is the derivatization reagent for the determination of various amines in waste water and surface water at the sub-ppb level by gas chromatography-mass spectrometry.


USES and APPLICATIONS of BSC (BENZENE SULPHONYL CHLORIDE):
-BSC (Benzene Sulphonyl Chloride) is an important intermediate in synthesis of foaming agents e.g. plastic foams, sulphones, dixanthogens, sulphonamides, plasticizer in polymides, initiator in the polymerization of vinyl chloride.


-BSC (Benzene Sulphonyl Chloride) is used in pharmaceutical industry for manufacture of propargyl bromide which is an intermediate for vitamin A and Sulfa drugs

-BSC (Benzene Sulphonyl Chloride) is used as a dye intermediate for pigment yellow, azodyes, anthriquinone dyes and cobalt phthalocyanine dyes


-BSC (Benzene Sulphonyl Chloride) is used in insecticide and pesticide industry
-BSC (Benzene Sulphonyl Chloride) is used as an brightening additive for nickel electroplating
-Sweetener for sour crude oil or gasoline


-Hardener for silicon-carbide for electric circuits
-BSC (Benzene Sulphonyl Chloride) is be used as an intermediate for agricultural chemicals i.e. in the manufacture of insecticides


-BSC (Benzene Sulphonyl Chloride) is be used in the manufacture of Benzene Sulfonamide
-BSC (Benzene Sulphonyl Chloride) is be used in the manufacture of esters by dehydration for perfumery products
-BSC (Benzene Sulphonyl Chloride) is be used as color photography material for rapid processing


-BSC (Benzene Sulphonyl Chloride) is be used as a stabilizer for polyacrylonitrile or acrylonitrile co-polymer solutions
-BSC (Benzene Sulphonyl Chloride) is be used as a stabilizer for polyurethane rubber
-BSC (Benzene Sulphonyl Chloride) is be used as a promoter in low hysteresis processing of carbon black rubber mixes


-BSC (Benzene Sulphonyl Chloride) may be used as a stabilizer for liquid SO3
-Improvements in the production of polymerization products using halogen compounds to increase the effectiveness of sulfonation during polymerization


-BSC (Benzene Sulphonyl Chloride) is be used as a brightening additive for nickel electroplating
-In the preparation of lubricating oil additives.


-Mainly BSC (Benzene Sulphonyl Chloride) is used in organic synthesis of sulfonamides, and also used for the identification of various amines.
-Intermediates of Liquid Crystals
-BSC (Benzene Sulphonyl Chloride) is widely used to check the assay of thiamine in different food products. 


-BSC (Benzene Sulphonyl Chloride) may be used to develop fast, accurate and reproducible method for thiamine assay in different food products. 
-BSC (Benzene Sulphonyl Chloride) is useful reagent for preparing α-disulfones.


-Used to make dyes and other chemicals.
-BSC (Benzene Sulphonyl Chloride) is mainly used to prepare sulfonamides and sulfonate esters by reactions with amines and alcohols, respectively. 


-BSC (Benzene Sulphonyl Chloride) is common reagent used in Hinsberg test for detection and distinguishing the type of amines as primary, secondary and tertiary amines.
-BSC (Benzene Sulphonyl Chloride) may be used in thiamine assay for determination of thiamine in different food products.


-Used in dyes, organic synthesis and pharmaceutical industry (manufacturing sulfonamides, etc.), also used to identify various amines.
-BSC (Benzene Sulphonyl Chloride) is be used as a reagent in mildew proofing process for cellulosic materials

-BSC (Benzene Sulphonyl Chloride) is mainly used to prepare sulfonamides and sulfonate esters by reactions with amines and alcohols, respectively. 
-BSC (Benzene Sulphonyl Chloride) is be used as initator in the polymerization of vinyl chloride


-Mainly BSC (Benzene Sulphonyl Chloride) is used in organic synthesis of sulfonamides, and also used for the identification of various amines.
-BSC (Benzene Sulphonyl Chloride) is be used as catalyst in furan resins and in the manufacture of surface active agents

PREPARATION of BSC (BENZENE SULPHONYL CHLORIDE):
First, chlorosulfonic acid was put into a reaction kettle, and then benzene was dripped at 20 to 25 ° C., and the reaction was carried out under heat preservation. 

The reaction solution was separated, extracted and distilled under reduced pressure to obtain a finished product. 
The by-product hydrogen chloride gas in the operation should be absorbed into dilute hydrochloric acid with water for later use.

The chlorination of benzene sulfonic acid or the salts of benzene sulfonic acid with phosphorus oxychloride (POCl3) gives the required reagent.

Another way to prepare the required Hinsberg Reagent is by reacting benzene with chloro sulfuric acid (chemical formula HSO3Cl). 


HINSBERG TEST:
Hinsberg reagent is an alternative name for BSC (Benzene Sulphonyl Chloride). 

This name is given for BSC (Benzene Sulphonyl Chloride)'s use in the Hinsberg test for the detection and distinction of primary, secondary, and tertiary amines in a given sample.

BSC (Benzene Sulphonyl Chloride) is an organosulfur compound. 
BSC (Benzene Sulphonyl Chloride)'s chemical formula can be written as C6H5SO2Cl. 

The appearance of the Hinsberg reagent can be described as a colourless oil that is viscous in nature and is soluble in organic solvents.

BSC (Benzene Sulphonyl Chloride) undergoes a reaction with compounds that contain O-H and N-H bonds that are reactive in nature. 

BSC (Benzene Sulphonyl Chloride) is used in the preparation of sulfonamides (via reaction with amines) and sulfonamide esters (via reaction with alcohol).

Hinsberg test is a chemical reaction used to distinguish between primary, secondary, and tertiary amines. 
This reaction was described first in 1890 by the German chemist Oscar Heinrich Daniel Hinsberg.

In the Hinsberg Test, the amines act as nucleophiles and attack the electrophile (sulfonyl chloride). 
This leads to the displacement of the chloride and the generation of the sulfonamides. 

When primary and secondary amines form sulfonamides, this sulfonamide product is not soluble and precipitates from the solution as a solid.

-Hinsberg Reaction Pathways:
The reaction of BSC (Benzene Sulphonyl Chloride) with primary amines gives a sulfonamide product that is soluble in alkali. 
This reaction can be illustrated as follows.

-Hinsberg Reaction for Primary Amines:
The reaction of the benzene sulfonyl chloride with secondary amines gives a sulfonamide product that is NOT soluble in alkali. 

-Hinsberg Reaction for Secondary Amines:
No such reaction occurs between a tertiary amine and the benzene sulfonyl chloride reagent. 
Tertiary amines help in the hydrolysis of sulfonyl chloride. 
This reaction yields salts that are soluble in water.

Thus, BSC (Benzene Sulphonyl Chloride) can be used to react with primary, secondary, and tertiary amines differently. 
These differences are observed in the solubility of the sulfonamide product in alkali.


PHYSICAL and CHEMICAL PROPERTIES of BSC (BENZENE SULPHONYL CHLORIDE):
Melting Point: 14.5 °C
Boiling Point: 251.5±9.0 °C at 760 mmHg
Flash Point: 105.9±18.7 °C
Molecular Weight: 176.621
Density: 1.4±0.1 g/cm3

Appearance Form: liquid
Color: colorless
Odor: pungent
Odor Threshold: No data available
pH: No data available
Melting point/freezing point Melting point/range: 13 - 15 °C - lit.


Initial boiling point and boiling range: 251 - 252 °C - lit.
Flash point: 127 °C 
Evaporation rate: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Vapor pressure: < 1 hPa at 20,29 °C
Vapor density: No data available


Density: 1,384 g/cm3 at 25 °C - lit.
Relative density: No data available
Water solubility: No data available
Partition coefficient: n-octanol/water Pow: 2.588; log Pow: 3,39 at 23 °C
XLogP3: 1.3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2


Rotatable Bond Count: 1
Exact Mass: 175.9698783
Monoisotopic Mass: 175.9698783
Topological Polar Surface Area: 42.5 Ų
Heavy Atom Count: 10
Formal Charge: 0
Complexity: 186


Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes


FIRST AID MEASURES of BSC (BENZENE SULPHONYL CHLORIDE):
-General advice:
First aiders need to protect themselves. 

-If inhaled: 
Fresh air. 
Call in physician.

-In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with water/ shower. 
Call a physician immediately.

-In case of eye contact: 
Rinse out with plenty of water. 
Remove contact lenses.

-If swallowed: 
Make victim drink water.


ACCIDENTAL RELEASE MEASURES of BSC (BENZENE SULPHONYL CHLORIDE):
-Personal precautions, protective equipment and emergency procedures:
*Advice for non-emergency personnel: 
Ensure adequate ventilation. 

-Environmental precautions:
Do not let product enter drains.

-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Take up with liquid-absorbent material.
Dispose of properly. 
Clean up affected area.


FIRE FIGHTING MEASURES of BSC (BENZENE SULPHONYL CHLORIDE):
-Extinguishing media:
No data available

-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.


EXPOSURE CONTROLS/PERSONAL PROTECTION of BSC (BENZENE SULPHONYL CHLORIDE):
-Control parameters:
*Ingredients with workplace control parameters:
-Exposure controls:

--Personal protective equipment:
*Eye/face protection:
Use Tightly fitting safety goggles

*Body Protection:
Protective clothing.

-Control of environmental exposure:
Do not let product enter drains.


HANDLING and STORAGE of BSC (BENZENE SULPHONYL CHLORIDE):
-Storage conditions:
Tightly closed.

STABILITY and REACTIVITY of BSC (BENZENE SULPHONYL CHLORIDE):
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).

SYNONYMS:
Phenylsulfonyl chloride
Benzene sulfochloride
Benzenesulfonic chloride
Benzenosulfochloride
Benzene sulfonechloride
Benzenosulfochlorek
Benzenesulphonyl chloride
Benzenesulfonic acid chloride
BENZENE SULFONYL CHLORIDE
Benzenesulfonic(acid)chloride
phenyl sulfonyl chloride
UNII-OI9V0QJV9N
NSC 2864
benzensulfonyl chloride
benzene sulfonylchloride
Benzene sulphonyl chloride
OI9V0QJV9N
Benzolsulfochloride
Benzenesulfochloride
BSC-refine D
Benezenesulfochloride
Benzenosulphochloride
Benzenesulfon chloride
RCRA waste number U020
Benzenosulfochlorek [Polish]
phenylsulfonylchloride
Benzenesulfonic (acid) chlorideHSDB 6004
EINECS 202-636-6
UN2225
RCRA waste no. U020
benzene-1-sulfonyl chloride
BRN 0606926
AI3-18043
benzolsulfonylchlorid
PhSO2Cl
phenylsufonyl chloride
benzenesulfonyichloride
benzenesulfonyl chlorde
benzenesulfonyl choride
benzenesulfonyl cloride
Benzenesulfonylchloride
benzenesulonyl chloride
bezenesulfonyl chloride
benzenesulphonylchloride
benzenesulfonyl-chloride
phenylsulphonyl chloride
benzenesuIfonyl chloride
phenyl-sulfonyl chloride
benzene sulphonylchloride
benzenesulfonoyl chloride
benzene-sulfonyl chloride
phenyl sulphonyl chloride
WLN: WSGR
m-benzenesulfonyl chloride
4-benzenesulfonyl chloride
DSSTox_CID_6619
EC 202-636-6
phenylsulfonic acid chloride
4-benzene sulfonyl chloride
DSSTox_RID_78165
DSSTox_GSID_26619
SCHEMBL17223
benzenesulphonic acid chloride
Benzenesulfonyl chloride, 96%
Benzenesulfonyl chloride, 99%
CHEMBL1479161
DTXSID1026619
NSC2864
BENZENESULFONYL CHLORIDE KIT
AMY37105
CS-D1402
NSC-2864
ZINC8100887
Tox21_200143
AR3950
MFCD00007426
STL283941
AKOS000118823
MCULE-6288986714
CAS-98-09-9
NCGC00090988-01
NCGC00090988-02
NCGC00090988-03
NCGC00090988-04
NCGC00257697-01
AS-14034
B0036
B1211
FT-0622639
Benzenesulfonyl chloride
A845807
Benzene sulfonyl chloride 
Benzenesulfonyl chloride, purum, >=97.0% (AT)
J-519686
Q2660596
F2190-0562
Benzene sulfonyl chloride
MFCD00007426
chlorophenylsulfone
202-636-6
Benzenesulfonic chloride
Benzenesulfochloride
Benzenesulfonyl chloride
Phenylsulfonyl chloride
Benzenesulphonyl chloride
Benzenesulfonic acid chloride


 

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