ChemicalBook > CAS DataBase List > (4-Nitrophenyl)methanesulfonyl chloride

(4-Nitrophenyl)methanesulfonyl chloride

Product Name
(4-Nitrophenyl)methanesulfonyl chloride
CAS No.
4025-75-6
Chemical Name
(4-Nitrophenyl)methanesulfonyl chloride
Synonyms
Sumatriptan Impurity 8;(4-Nitrophenyl)methanesulfonyl;1-(4-NITROBENZYLSULFONYL)CHLORIDE;4-Nitro-α-toluenesulfonyl chloride;(4-Nitrophenyl)methylsulfonyl chloride;4-Nitrobenzenemethanesulfonyl chloride;4-Nitro-alpha-toluenesulfonyl chloride;4-[(Chlorosulphonyl)methyl]nitrobenzene;(4-NITROPHENYL)METHANESULFONYL CHLORIDE;4-Nitro-ɑ-toluenesulfonyl chloride, 97%
CBNumber
CB9169634
Molecular Formula
C7H6ClNO4S
Formula Weight
235.64
MOL File
4025-75-6.mol
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(4-Nitrophenyl)methanesulfonyl chloride Property

Melting point:
91-92°C
Boiling point:
396.4±25.0 °C(Predicted)
Density 
1.570±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Yellow to brown Solid
Water Solubility 
Reacts with water.
Sensitive 
Moisture Sensitive
CAS DataBase Reference
4025-75-6(CAS DataBase Reference)
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Safety

Hazard Codes 
C,Xn
Risk Statements 
14-29-34-22
Safety Statements 
22-26-30-36/37/39-45
RIDADR 
UN3261
HazardClass 
8
PackingGroup 
II
HS Code 
2904990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

Precautionary statements

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
N495828
Product name
4-NitrobenzylsulfonylChloride
Packaging
100mg
Price
$45
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0015547
Product name
(4-NITROPHENYL)METHANESULFONYL CHLORIDE
Purity
95.00%
Packaging
1G
Price
$721.57
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0015547
Product name
(4-NITROPHENYL)METHANESULFONYL CHLORIDE
Purity
95.00%
Packaging
2.5G
Price
$983.88
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0015547
Product name
(4-NITROPHENYL)METHANESULFONYL CHLORIDE
Purity
95.00%
Packaging
5G
Price
$1168.42
Updated
2021/12/16
Apolloscientific
Product number
OR4716
Product name
(4-Nitrophenyl)methanesulphonylchloride
Purity
tech
Packaging
5g
Price
$163
Updated
2021/12/16
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(4-Nitrophenyl)methanesulfonyl chloride Chemical Properties,Usage,Production

Uses

4-Nitrobenzylsulfonyl Chloride is used for preparation of HIV-1 Tat protein via native chemical ligation between a peptide thioester and a peptide containing (mercapto)leucine at N-terminus followed by desulfurization.

Synthesis

64039-36-7

4025-75-6

The general procedure for the synthesis of (4-nitrophenyl)methanesulfonyl chloride from 4-nitrophenylaminosulfate methyl ester hydrochloride is as follows: 1. the alkyl halide (or sulfate) (5 mmol) was heated with thiourea (0.381 g, 5 mmol) in ethanol (5 mL) at reflux for 1 hour. 2. Upon completion of the reaction, the solvent was removed under vacuum and the residue was washed with ether (3 x 5 mL) to afford the corresponding S-alkyl isothiourea salt as a white solid in near quantitative yield. 3. Without further purification, the resulting S-alkylisothiourea salt was transferred to a three-necked round-bottomed flask equipped with a thermometer and a charging funnel and placed in an ice bath. 4. Water (0.45 mL) and acetonitrile (10 mL) were added to the flask to form a vigorously stirred mixture. 5. A solution of tert-butyl hypochlorite (t-BuOCl, 2.86 mL) in acetonitrile (5 mL) was added slowly and dropwise while maintaining an internal temperature of 0-20°C. The solution was then mixed with water (0.45 mL) and acetonitrile (10 mL). 6. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 30 minutes. 7. Upon completion of the reaction, the solvent was removed under vacuum and ether (15 mL) was added to dissolve the residue. 8. The ether layer was washed with water (2 x 10 mL) and dried with anhydrous sodium sulfate (Na2SO4). 9. 9. After drying, the ether solution is concentrated in vacuum to give high purity (4-nitrophenyl)methanesulfonyl chloride. 10. The product can be further purified by recrystallization from a mixed petroleum ether-ethyl acetate solvent.

References

[1] Synthesis (Germany), 2015, vol. 47, # 20, p. 3186 - 3190
[2] Synlett, 2013, vol. 24, # 16, p. 2165 - 2169
[3] Synthesis (Germany), 2014, vol. 46, # 2, p. 225 - 229

(4-Nitrophenyl)methanesulfonyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (4-Nitrophenyl)methanesulfonyl chloride manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(4-Nitrophenyl)methanesulfonyl chloride 4025-75-6
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-29
Shaanxi Dideu Medichem Co. Ltd
Product
(4-Nitrophenyl)methanesulfonyl chloride 4025-75-6
Price
US $1.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100000KG
Release date
2024-07-26
Career Henan Chemical Co
Product
(4-Nitrophenyl)methanesulfonyl chloride 4025-75-6
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-21

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