Grundinformationen
- Standard-SMILES
Cc1ccc(S(=O)(=O)Cl)cc1- InChIKey
YYROPELSRYBVMQ-UHFFFAOYSA-N- Summenformel
- C7H7ClO2S
- Durchschnittliche Molmasse
- 190,65 g/mol
- Monoisotopische Masse
- 189,98552814
Überblick
P-toluene sulfonylchloride appears as a white to gray powdered solid with a distinctive odor. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Namen und Bezeichner
- Bevorzugter Name
- 4-Toluenesulfonyl chloride
- IUPAC
- 4-methylbenzenesulfonyl chloride
- Lokaler Name
- Tosylchlorid
- Englischer Name
- Tosyl chloride
- Summenformel
- C7H7ClO2S
- Molmasse
- 190.65
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
98-59-9- PubChem CID
- 7397
- DTXSID
DTXSID1052660- UNII
- 027KYN78B4
- EC Number
- 202-684-8
- Nikkaji
- J3.580G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3
- Polarare Oberfläche (TPSA)
- 42,5 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 209
Experimentelle und physikochemische Eigenschaften
Density
1.3 g/cm³
1.33 @25 °C
Color/Form
CRYSTALS
TRICLINIC CRYSTALS FROM ETHER OR PETROLEUM ETHER
Solubility
INSOL IN WATER; FREELY SOL IN ALCOHOL, BENZENE, ETHER
Solubility in water: reaction
Melting Point
69-71 °C
69-71 °C
Vapor Pressure
Vapor pressure, Pa at 25 °C: 0.16
1 [mm Hg] @88 °C
Physical Description
P-toluene sulfonylchloride appears as a white to gray powdered solid with a distinctive odor. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
A white to gray solid; [CAMEO] Hygroscopic; [eChemPortal: SIDSUNEP] White or light yellow crystalline solid; [MSDSonline]
COLOURLESS-TO-YELLOW HYGROSCOPIC CRYSTALS WITH PUNGENT ODOUR.
Physikochemische Eigenschaften
- Schmelzpunkt
- 65 · 65-69 °C(lit.)
- Siedepunkt
- 134 °C10 · 134 °C10 mm Hg(lit.)
- Dichte
- 1 · 1,006 g/cm3
- Dampfdruck
- 1 mm · 1 mm Hg ( 88 °C)
- Flammpunkt
- 128 °C · 128 °C
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- 0.2 g/mL, · methylene chloride: 0.2 g/mL, clear
- Aggregatzustand
- Crystalline Powder
- Farbe
- White
- Wasserlöslichkeit
- hydrolyses
- Merck
- 14 · 14,9534
- BRN
- 607898 · 607898
- Henry's Law Constant
- 1 · 1.0×100 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- Stabilität
- Stable. Substances to be avoided include strong bases and strong oxidizing agents and water. Moisture sensitive.
- InChI
- 1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
- InChIKey
- YYROPELSRYBVMQ-UHFFFAOYSA-N
- SMILES
- Cc1ccc(cc1)S(Cl)(=O)=O
- CAS Datenbank
- 98 · 98-59-9(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · Benzenesulfonyl chloride, 4-methyl-(98-59-9)
- EPA chemische Informationen
- p-Toluenesulfonyl chloride (98-59-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 5.7% (53 of 926) of reports.
Danger
H290 (20%): May be corrosive to metals [Warning Corrosive to Metals]
P234, P260, P261, P264, P264+P265, P271, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P332+P317, P333+P317, P362+P364, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 926 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzenesulfonyl chloride, 4-methyl-
Status: Active Update: 12-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13242
4-Toluenesulphonyl chloride: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary
A skin, eye, and respiratory tract irritant; [HSDB] Reacts violently with water evolving hydrochloric acid; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline] Slowly hydrolyzes to strong acids (HCl and p-toluenesulfonic acid); Severely irritating to skin and eyes in animal testing; [AIHA] Contact dermatitis documented in a chemist; [Kanerva, p. 1841]
Sicherheit und Schutzausrüstung
Fire Fighting
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Use dry powder, carbon dioxide. NO water. NO foam.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.
Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .
Spillage Disposal
Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Toxikologische Informationen
Signs and Symptoms
Cough.
Redness. Pain.
Redness. Pain.
Sore throat.
Human Toxicity Excerpts
...PRODUCE SEVERE PRIMARY IRRITATION OF EYES, SKIN, OR RESP TRACT. DELAYED VESICATION IS NOT UNCOMMON. SENSITIZATION MAY ALSO OCCUR... /ACID HALIDES/
STRONG IRRITANT & VESICANT. /FROM TABLE/
WHILE CUMULATIVE TOXIC EFFECTS ARE THEORETICALLY POSSIBLE IF ORIGINAL ORG ACID IS ALSO KNOWN TO BE CUMULATIVE IN ACTION...IRRITANT PROPERTIES OF THE HALIDE PREVENT VOLUNTARY EXPOSURE TO SIGNIFICANT AMOUNTS... /ACID HALIDES/
Non-Human Toxicity Excerpts
REMSEN FAHLBERG SACCHARIN & ITS CONTAMINANTS (O-TOLUENE SULFONAMIDE (OTS), P-TOLUENE SULFONAMIDE (PTS), O-SULFAMOYL BENZOIC ACID, P-SULFAMOYL BENZOIC ACID) WERE TESTED FOR MUTAGENICITY. CONTAMINANTS OTS & ITS ISOMER PTS WERE MUTAGENIC IN AMES TEST & BASC TEST IN DROSOPHILA.
Sicherheitsdaten
- F
- 9-21
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29049020
- risk_code
- 34-29-41-38
- Toxizität
- LD50 orally in Rabbit: 4680 mg/kg
- hazard_code
- C,Xi
- hazard_note
- Corrosive
- safety_code
- 26-36/37/39-45-27-39
- hazard_class
- 8
- packing_group
- II
- Speicherklasse
- 8A - Combustible corrosive hazardous materials
- Giftige Stoffe Daten
- 98-59-9(Hazardous Substances Data)
- Hazard Classifications
- Eye Dam. 1Met. Corr. 1Skin Irrit. 2Skin Sens. 1
Chemie und Industrie
Verwendung und Herstellung
Uses
Used to make other organic chemicals; [Hawley] Used to make food additives, foaming agents for plastics and rubber, riboflavin, antithrombotic drugs, and dye condensing agents; [eChemPortal: SIDSUNEP]
ORGANIC SYNTHESIS
General Manufacturing Information
Benzenesulfonyl chloride, 4-methyl-: ACTIVE
10 OF 16 MERCURATED SULFONAMIDES TESTED AS BACTERICIDES & FUNGICIDES AGAINST E COLI, RHIZOCTONIA SOLANI, S AUREUS, A NIGER, & CHETOMIUM GLOBOSSUM WERE MORE TOXIC THAN ZINEB. SULFONAMIDES PREPD BY CONDENSING ANILINE BASE WITH P-TOLUENESULFONYL CHLORIDE IN PRESENCE OF PYRIDINE + BENZENE.
Darstellung
synthetischeTosyl chloride is a by-product from the production of ortho-toluenesulfonyl chloride (a precursor for the synthesis of the common food additive and catalyst saccharin), via the chlorosulfonation of toluene:CH3C6H5+ SO2Cl2→ CH3C6H4SO2Cl + HCl
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…