CAS 16851-82-4|1-(benzenesulfonyl)pyrrole|1-(benzenesulfonyl)-1H-pyrrole|1-(phenylsulphonyl)-1H-pyrrole|1-(phenylsulfonyl)-1H-pyrrole|1-(Benzenesulfonyl)pyrrole|1-(Phenylsulfonyl)pyrrole|1-(苯基磺酰...

General Information

Structure

Molecular Formula

C₁₀H₉NO₂S

Molecular Mass

207.24896

Exact Mass

207.03539953

Charge

InChI

InChI=1S/C10H9NO2S/c12-14(13,11-8-4-5-9-11)10-6-2-1-3-7-10/h1-9H

InChIKey

PPPXRIUHKCOOMU-UHFFFAOYSA-N

Canonic Smiles

O=S(=O)(n1cccc1)c1ccccc1

Isomeric Smiles

S(=O)(=O)(n1cccc1)c1ccccc1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.982504

LogD (pH = 7.4)

1.982504

Log P

1.982504

Molar Refractivity

53.8371

Polarizability

21.751894

Polar Surface Area

39.07

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

1-(benzenesulfonyl)-1H-pyrrole

IUPAC Traditional name

1-(benzenesulfonyl)pyrrole

Synonyms

1-(phenylsulphonyl)-1H-pyrrole1-(phenylsulfonyl)-1H-pyrrole1-(Benzenesulfonyl)pyrrole1-(Phenylsulfonyl)pyrrole1-(苯基磺酰基)吡咯1-(Phenylsulfonyl)pyrrole

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

MDL Number

Beilstein Number

Registration numbers

Properties

Product Information

Purity

97%

98%

Empirical Formula (Hill Notation)

C10H9NO2S

Physical Property

Melting Point

88-91 °C(lit.)

87-90°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

438839

Packaging
1, 5 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• With a Grignard reagent, e.g. i-PrMgCl, transmetallation occurs at the 2-position, allowing access to 2-substituted derivatives by reaction with electrophiles: Org. Lett., 6, 293 (2004).

• Useful protected pyrrole derivative which undergoes regioselective electrophilic substitution, e.g. Friedel-Crafts acylation, at the 3-position: Tetrahedron Lett., 22, 4899, 4901 (1981); Synthesis, 353 (1985) (review); J. Org. Chem., 48, 3214 (1983). The phenylsulfonyl group is readily cleaved by alkaline hydrolysis. For acylation followed by reduction as a route to 3-alkylpyrroles, see: J. Org. Chem., 64, 3379 (1999). See also 1-(Triisopropylsilyl)pyrrole, L13152.

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

1-(benzenesulfonyl)-1H-pyrrole

IUPAC Traditional name

1-(benzenesulfonyl)pyrrole

Synonyms

1-(phenylsulphonyl)-1H-pyrrole1-(phenylsulfonyl)-1H-pyrrole1-(Benzenesulfonyl)pyrrole1-(Phenylsulfonyl)pyrrole1-(苯基磺酰基)吡咯1-(Phenylsulfonyl)pyrrole

Registration numbers

PubChem SID

PubChem CID

CAS Number

MDL Number

Beilstein Number

Properties

Product Information

Purity

97%

98%

Empirical Formula (Hill Notation)

C10H9NO2S

Physical Property

Melting Point

88-91 °C(lit.)

87-90°C

Molecule Details

Sigma Aldrich

438839

Packaging
1, 5 g in glass bottle

References

PubChem Literature

From Data Sources

• With a Grignard reagent, e.g. i-PrMgCl, transmetallation occurs at the 2-position, allowing access to 2-substituted derivatives by reaction with electrophiles: Org. Lett., 6, 293 (2004).

Bioactivity

PubChem BioAssay

Molecule

ID:79058