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A13788 4-Methoxybenzenesulfonyl chloride, 98+%

CAS Number
98-68-0
Synonyms
p-Anisolesulfonyl chloride

Stock No. Size Price ($) Quantity Availability
A13788-14 25g 49.40
A13788-22 100g 133.00
A13788-36 500g 524.00
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4-Methoxybenzenesulfonyl chloride, 98+%

MDL
MFCD00007446
EINECS
202-692-1

Chemical Properties

Formula
C7H7ClO3S
Formula Weight
206.65
Melting point
37-42°
Boiling Point
119-122°/0.4mm
Flash Point
>110°(230°F)
Storage & Sensitivity
Keep Cold. Moisture Sensitive.
Solubility
Soluble in Toluene. Decomposes in water.

Applications

4-Methoxybenzenesulfonyl chloride is used as an anti-HIV as Pharmaceutical Intermediates. It also acts as protecting group agent for various nitrogen functions.

Notes

Moisture Sensitive. Store at 4°C. Store in a cool and dark place. Protect from moisture. Store away from strong bases.

Literature References

Yoshihiko Watanabe; Nobuyuki Mase; Moto-aki Tateyama; Takeshi Toru. An improved and efficient procedure for the preparation of chiral sulfinates from sulfonyl chloride using triphenylphosphine.Tetrahedron: Asymmetry.1999, 10 737-745.

Yujie Sun; Chengyin Wang; Qunyin Wen; Guoxiu Wang; Honghai Wang; Qishu Qu; Xiaoya Hu. Determination of Glyphosate and Aminomethylphosphonic Acid in Water by LC Using a New Labeling Reagent, 4-Methoxybenzenesulfonyl Fluoride.Chromatographia.2010, 72 679-686.

Amines and other N-functions can be protected as 4-methoxybenzenesufonyl (PMBS, Mps) derivatives: Chem. Pharm. Bull., 29, 2592 (1981), useful for the imidazole in histidines, stable to TFA and HBr/AcOH: Bull. Chem. Soc. Jpn., 47, 3146 (1974); J. Org. Chem., 45, 547 (1980); deprotection in TFA is promoted by dimethyl sulfide: J. Chem. Soc., Chem. Commun., 955 (1979). For deprotection of PMBS-indoles using Mg in methanol, see: J. Org. Chem., 62, 6519 (1997).

Also used for protection of the guanidino function of arginine residues in peptide synthesis. The sulfonamide is cleaved by triflic acid under less drastic conditions than tosyl groups: Chem. Pharm. Bull., 24, 1568 (1976). Compare also 4-Methoxy-2,3,6-trimethyl­benzenesulfonyl­ chloride, L11829. See Appendix 6.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
609005
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2909.30
TSCA
No

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