Tosylchlorid

4-Toluenesulfonyl chloride

HCID 7397CAS 98-59-9

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

4-Toluenesulfonyl chlorideRefChem:169391P-TOLUENESULFONYL CHLORIDE98-59-9Tosyl chloride4-Methylbenzenesulfonyl chloridep-Tosyl chloride4-methylbenzene-1-sulfonyl chloridep-Toluenesulphonyl chloridep-Tolylsulfonyl chloridep-Toluenesulfochloridetosylchloride
Weitere Namen anzeigen
TsClTOS-CLPTSCPARA TOLUENE SULFONYL CHLORIDEp-toluenesulfonyl
p-Toluenesulfonic acid chloridep-Methylbenzenesulfonyl chloridepara-Toluenesulfonyl chloride4-Tosyl chlorideBenzenesulfonyl chloride, 4-methyl-4-toluene sulfonyl chloridep-Toluene sulphonyl chlorideToluenesulfonyl chloride

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

Experimentelle und physikochemische Eigenschaften

Chemical ClassesToxic Gases & Vapors -> Acid Halides
SpringerMaterials PropertiesSchoenflies notation
LogP3.49
Density · 2 Einträge

1.3 g/cm³

1.33 @25 °C

Color/Form · 2 Einträge

CRYSTALS

TRICLINIC CRYSTALS FROM ETHER OR PETROLEUM ETHER

Solubility · 2 Einträge

INSOL IN WATER; FREELY SOL IN ALCOHOL, BENZENE, ETHER

Solubility in water: reaction

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.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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 · 3 Einträge

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

DOT LabelCorrosive
Fire Hazards · 2 Einträge

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Health HazardsExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Hazards Summary · 1 Eintrag

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]

Reactive GroupAcyl Halides, Sulfonyl Halides, and Chloroformates

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

Use dry powder, carbon dioxide. NO water. NO foam.

First Aid Measures · 4 Einträge

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 .

First AidExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Safe StorageDry. Well closed. Store in an area without drain or sewer access.
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Spillage Disposal · 1 Eintrag

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

Adverse EffectsDermatotoxin - Skin burns.
Signs and Symptoms · 4 Einträge

Cough.

Redness. Pain.

Redness. Pain.

Sore throat.

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Human Toxicity Excerpts · 3 Einträge

...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 · 1 Eintrag

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

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

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

Methods of ManufacturingMADE BY TREATING TOLUENE WITH CHLOROSULFONIC ACID.
General Manufacturing Information · 2 Einträge

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 · 1 Eintrag

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

Nachgelagerte Produkte

Dinatrium-8-((3,3'-dimethyl-4'-(4-(4-methylphenylsulfonyloxy)phenylazo)(1,1'-biphenyl)-4-yl)azo)-7-hydroxynaphthalin-1,3-disulfonatDinatrium-4-(4-((4-methylphenyl)sulfonyloxy)phenylazo)-4'-(5-hydroxy-3-methyl-1-(4-sulfonatophenyl)-1H-pyrazol-4-ylazo)-1,1'-biphenyl-3-sulfonat2-Chlorethyl-toluen-4-sulfonatN-(2,4-Dimethylphenyl)-N'-methylformamidinmonohydrochloridDinatrium-3-[(5-chlor-2-phenoxyphenyl)azo]-4-hydroxy-5-[[(p-tolyl)sulfonyl]amino]naphthalin-2,7-disulfonatDodecyl 4-methylbenzenesulfonate(4S)-4-hydroxy-3-methyl-2-prop-2-ynyl-cyclopent-2-en-1-oneMethyl 3-amino-4-phenylthiophene-2-carboxylateN,N'-BIS(ETHYLENE)-P-TOLUENESULFONAMIDETracid Brilliant Red 10b1-Isoquinolinecarbonitrile1-[(4-METHYLPHENYL)SULFONYL]-1H-INDOLE-3-CARBALDEHYDE

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