CAS 98-68-0|4-(Chlorosulphonyl)anisole|4-Methoxybenzenesulphonyl chloride|4-methoxybenzenesulfonyl chloride|4-methoxybenzene-1-sulfonyl chloride|4-methoxybenzene-1-sulfonyl chloride|p-Anisolesulfony...

General Information

Structure

Molecular Formula

C₇H₇ClO₃S

Molecular Mass

206.64668

Exact Mass

205.98044276

Charge

InChI

InChI=1S/C7H7ClO3S/c1-11-6-2-4-7(5-3-6)12(8,9)10/h2-5H,1H3

InChIKey

DTJVECUKADWGMO-UHFFFAOYSA-N

Canonic Smiles

COc1ccc(cc1)S(=O)(=O)Cl

Isomeric Smiles

S(=O)(=O)(c1ccc(cc1)OC)Cl

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.7618775

LogD (pH = 7.4)

1.7618775

Log P

1.7618775

Molar Refractivity

46.7154

Polarizability

18.958841

Polar Surface Area

43.37

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

4-Methoxybenzenesulphonyl chloride4-(Chlorosulphonyl)anisole4-methoxybenzene-1-sulfonyl chloride4-甲氧基苯磺酰氯p-Anisolesulfonyl chloride4-Methoxybenzenesulfonyl chloride

IUPAC Traditional name

4-methoxybenzenesulfonyl chloride

IUPAC name

4-methoxybenzene-1-sulfonyl chloride

Names and Identifiers

Registration numbers

PubChem SID

1620740922488356824896472

MDL Number

PubChem CID

CAS Number

Beilstein Number

EC Number

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

M10204

Packaging
5, 25 g in glass bottle

64809

Other Notes
Protecting group agent for various nitrogen functions1,2,3

Molecule Details

References

PubChem Literature

From Data Sources

• 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.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

4-Methoxybenzenesulphonyl chloride4-(Chlorosulphonyl)anisole4-methoxybenzene-1-sulfonyl chloride4-甲氧基苯磺酰氯p-Anisolesulfonyl chloride4-Methoxybenzenesulfonyl chloride

IUPAC Traditional name

4-methoxybenzenesulfonyl chloride

IUPAC name

4-methoxybenzene-1-sulfonyl chloride

Registration numbers

PubChem SID

1620740922488356824896472

MDL Number

MFCD00007446

PubChem CID

7401

CAS Number