Benzenesulfonyl chloride

An aromatic compound, C6H5ClO2S, 176.624 g/mol. Boiling point 484.7 °F at 760 mmHg, melting point 14.5 °C, as published.

verified recordOrganic — aromatic compound6 measured properties

Identifiers

Molecular formula: C₆H₅ClO₂S
Molecular weight: 176.624 g/mol
Exact mass: 175.969878 g/mol
IUPAC name: benzenesulfonyl chloride
SMILES: O=S(=O)(Cl)c1ccccc1
InChI: InChI=1S/C6H5ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H
InChIKey: CSKNSYBAZOQPLR-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 484.7 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals; 177 °C AT 100 MM HG; 120 °C AT 10 MM HG; DECOMP 251-252 °C AT 760 MM HGmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: 58.1 °F (USCG, 1999)measured · CAMEO Chemicals; 14.5 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.3842 at 59 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; SP GR: 1.3842 AT 15 °C/15 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: INSOL IN WATER; SOL IN ETHER, ALCOHOLmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 0.06 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases; 0.068 [mm Hg] @25 °Cmeasured · PAC Chemical Database, U.S. Department of Energy
Flash Point: greater than 233.6 °F (USCG, 1999)measured · CAMEO Chemicals; Flash point > 233 °Fmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 176.62 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 175.9698783 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 1.3calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 42.5 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 186calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 1.6141calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 34.14 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 39.4808 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.6097calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 40.8% by mass
Cl Chlorine1 atom · 20.1% by mass
S Sulfur1 atom · 18.2% by mass
O Oxygen2 atoms · 18.1% by mass
H Hydrogen5 atoms · 2.9% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 10
Total atoms, hydrogen included: 15
Rings: 1
Aromatic rings: 1
Stereocentres: 0
Formal charge: 0

Functional groups

Aromatic ring
A flat six-membered ring with delocalised electrons.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Benzenesulfonyl chloride yet.

Other names for it

The systematic name on this record is benzenesulfonyl chloride.

The sources also call it Phenylsulfonyl chloride, Benzene sulfochloride, Benzenesulfonic chloride, Benzene sulfonechloride, Benzenosulfochloride, Benzenesulphonyl chloride, Benzenosulfochlorek, BENZENE SULFONYL CHLORIDE, Benzolsulfochloride, Benezenesulfochloride, Benzenosulphochloride.

Structurally related

Nothing structurally close to Benzenesulfonyl chloride has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Benzenesulfonyl chloride. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1,5-dihydro-5-n-hexyloxy-2H-pyrrol-2-one

used as a reactant

C₁₀H₁₇NO₂, 183.251 g/mol.

Where these values came from

reference compound database7369
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.