o-Toluenesulfonyl chloride
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Basic information
- CAS
133-59-5- Standard SMILES
Cc1ccccc1S(=O)(=O)Cl- InChIKey
HDECRAPHCDXMIJ-UHFFFAOYSA-N- Molecular formula
- C7H7ClO2S
- Average molar mass
- 190.65 g/mol
- Monoisotopic mass
- 189.9855283
Names & identifiers
- Preferred name
- o-Toluenesulfonyl chloride
- IUPAC
- 2-methylbenzenesulfonyl chloride
- English name
- O-TOLUENESULFONYL CHLORIDE
- Molecular formula
- C7H7ClO2S
- Molecular weight
- 190.65
Names & synonyms
o-Toluenesulfonyl chloride133-59-52-Methylbenzenesulfonyl chloride2-methylbenzene-1-sulfonyl chlorideBenzenesulfonyl chloride, 2-methyl-Toluene-2-sulphonyl chloride2-Toluenesulfonyl chlorideo-Tosyl chlorideO-TOLYLSULFONYL CHLORIDE2-Methylbenzenesulphonyl chloride2-methyl-benzenesulfonyl chlorideortho-Toluenesulfochloride
Show more names
o-Toluenesulfochlorideo-tosylchlorideParoxetine Impurity 30o-tolylsulfonylchloridecontainsca23%isomer)75+%
toluene-2-sulfonyl chlorideortho-Toluenesulfonyl chlorideMFCD000248742-methylphenylsulfonyl chlorideo-methylbenzenesulfonyl chloride341L82E3WGNSC-9354o-Toluenesulfonyl Chloride (contains ca. 23% isomer)
Database identifiers
- CAS
133-59-5、26763-71-3- PubChem CID
- 8623
- DTXSID
DTXSID7051682- UNII
- 341L82E3WG
- EC Number
- 205-113-0、247-990-2
- Nikkaji
- J134.588E
Properties
Computed structural propertiesFilling in
- XLogP
- 2.3
- Topological polar surface area
- 42.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 217
Experimental & physicochemical properties
Density1.3383 AT 20 °C/4 °C
Color/FormOILY LIQUID
Solubility
INSOL IN WATER
SOL IN HOT ALCOHOL, BENZENE, ETHER
Boiling Point154 °C AT 36 MM HG
Melting Point10.2 °C
Refractive IndexSADTLER REF NUMBER: 10657 (IR, PRISM); INDEX OF REFRACTION: 1.5565 AT 20 °C/D
Physical DescriptionLiquid; [HSDB] Colorless or yellow liquid; [MSDSonline]
Physicochemical properties
- Melting point
- 10 °C · 10°C
- Boiling point
- 254 °C · 254 °C(lit.)
- Density
- 1.32 g/mL · 1.320 g/mL at 25 °C(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (76.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazards SummaryReacts with water; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]
Hazard Classes and CategoriesSkin Corr. 1C (100%)；Eye Dam. 1 (76.9%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.；Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
Chemistry & industry
Uses & manufacturing
Uses
Used as intermediate in the synthesis of saccharin and dyestuffs; [HSDB]
INTERMEDIATE IN SYNTHESIS OF SACCHARIN & DYESTUFFS
Methods of ManufacturingACTION OF CHLOROSULFONIC ACID ON TOLUENE.
General Manufacturing InformationBenzenesulfonyl chloride, 2-methyl-: ACTIVE
Applications
Useso-Toluenesulfonyl chloride is used in organic synthesis and saccharin production. It is also used as pharmaceutical intermediate.
Useso-Toluenesulfonyl chloride may be used in the synthesis of:oxazolinemesityl o-tolyl sulfoneallyl o-toluenesulfonate2-methyl-4′-t-butyldiphenyl sulfone
General Descriptiono-Toluenesulfonyl chloride can be synthesized by reacting o-thiocresol in glacial acetic acid with chlorine. It participates in the preparation of 5-chloro-3-phenyl-2,1-benzisoxazole.
Upstream & downstream products
Upstream raw materials
Related reactions
304 records
Compound notes
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