Ethyltoluol-4-sulfonat

Ethyl p-methylbenzenesulfonate

HCID 6638CAS 80-40-0

Grundinformationen

Standard-SMILES
CCOS(=O)(=O)c1ccc(C)cc1
InChIKey
VRZVPALEJCLXPR-UHFFFAOYSA-N
Summenformel
C9H12O3S
Durchschnittliche Molmasse
200,26 g/mol
Monoisotopische Masse
200,05071524

Namen und Bezeichner

Bevorzugter Name
Ethyl p-methylbenzenesulfonate
IUPAC
ethyl 4-methylbenzenesulfonate
Lokaler Name
Ethyltoluol-4-sulfonat
Englischer Name
Ethyl p-toluenesulfonate
Summenformel
C9H12O3S
Molmasse
200.25

Namen und Synonyme

Ethyl p-toluenesulfonate80-40-0Ethyl 4-methylbenzenesulfonateEthyl tosylateEthyl p-tosylateETHYL P-METHYLBENZENESULFONATEBenzenesulfonic acid, 4-methyl-, ethyl esterEthyl p-TSp-Toluenesulfonic acid, ethyl esterEthyl-p-toluenesulfonateEthyl PTSEthyl 4-toluenesulfonate
Weitere Namen anzeigen
Ethyl para-toluenesulfonateMittel AEP4-METHYLBENZENESULFONIC ACID, ETHYL ESTERethylpts
p-Toluolsulfonsaeure aethyl esterNSC 8887toluene-4-sulfonic acid ethyl esterEthyl p-methyl benzenesulfonateCCRIS 10284-Methylbenzenesulfonic acid ethyl esterHSDB 5235EINECS 201-276-7

Datenbank-Bezeichner

CAS
80-40-0
PubChem CID
6638
DTXSID
DTXSID2058833
UNII
2160N0YURF
EC Number
201-276-7
Nikkaji
J3.853I

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
51,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
13

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Benzenesulfonic Acid Derivatives
SpringerMaterials PropertiesDiamagnetic susceptibility
LogPLog kow = 1.81
Density1.17
Color/Form · 2 Einträge

MONOCLINIC CRYSTALS

MONOCLINIC PRISMS FROM ACETIC ACID, ETHYL ACETATE

Solubility · 2 Einträge

INSOL IN WATER; SOL IN ALC, ETHER, HOT ACETIC ACID

SOL IN HOT ETHYL ACETATE

Physikochemische Eigenschaften

Schmelzpunkt
29 · 29-33 °C(lit.)
Siedepunkt
158 · 158-162 °C10 mm Hg(lit.)
Dichte
1.174 g/mL · 1.174 g/mL at 25 °C(lit.)
Dampfdruck
0.6 hPa · 0.6 hPa (14 °C)
Brechungsindex
20 · n20/D 1.511(lit.)
Flammpunkt
316 °F · 316 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 0.6% (1 of 169) of reports.

Danger

H301 (65.1%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 169 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Benzenesulfonic acid, 4-methyl-, ethyl ester

Benzenesulfonic acid, 4-methyl-, ethyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryAn irritant; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 3 (65.1%)

Sicherheit und Schutzausrüstung

Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxikologische Informationen

Non-Human Toxicity Excerpts · 4 Einträge

MUTAGENICITY: MUTATION RESEARCH 87: 211 (1981). DNA REPAIR-DEFICIENT BACTERIAL TESTS: POSITIVE.

65 MG/KG ADMIN SC TO BD RATS WEEKLY FOR 50 WK; 3/11 DEVELOPED LOCAL SARCOMAS AFTER 600 DAYS. /FROM TABLE/

Several direct acting mutagens were tested for mutagenic activity in adult Drosophila melanogaster when administered in feeding or as an injected dose. An inhibitor or cytochrome p450, 1-phenylimidazole, administered at concentrations of 2.5, 4 and 10 mmol, was not mutagenic in Drosophila. Methyl-p-toluenesulfonate applied orally was a weak mutagen. When administered simultaneously with 1-phenylimidazole, a concentration dependent increase was noted in mutagenic activity of methyl-p-toluenesulfonate. Following injection, mutagenesis by methyl-p-toluenesulfonate was considerable. Ethyl-p-toluenesulfonate demonstrated marginal mutagenesis in Drosophila when orally applied but was decidedly mutagenic on injection. Simultaneous treatment with 4 mmol 1-phenylimidazole and 1 mmole of ethyl-p-toluenesulfonate did not alter mutagenesis nor did treatment with diethylmaleate (glutathione depletion). Combined treatment with 2 mmol ethyl-p-toluenesulfonate and 2 mmol 1-phenylimidazole produced a statistically significant increase in mutagenesis. /It was concluded/ that weak mutagenesis by p-toluenesulfonates after feeding experiments compared to considerable effects after injection suggests metabolic deactivation in the gut.

The cancerogenic activity of 12 direct alkylating substances was tested in 535 BD rats. Local sarcomas were produced by the subcutaneous injections once a week of p-toluene sulfonic acid methylester. Only a jew tumors were observed following treatment with p-toluene sulfonic acid ethylester and p-toluenesulfonic acid butylester were not cancerogenic.

Sicherheitsdaten

F
21
wgk
3
tsca
TSCA listed
ridadr
UN2811
hs_code
29041000
RTECS-Nr.
XT6825000

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as plasticizer for cellulose acetate and as an ethylating agent; [Hawley]

PLASTICIZER FOR CELLULOSE ACETATE; ETHYLATING AGENT

General Manufacturing InformationBenzenesulfonic acid, 4-methyl-, ethyl ester: ACTIVE

Anwendungen

BeschreibungDer Toluol-4-sulfonsäureethylester bildet farblose, wasserunlösliche Kristalle. Die Substanz ist nicht ungiftig und erzeugt auf der Haut bösartige Ekzeme.

VerwendenEthyl p-toluenesulfonate can be used in the manufacture of organic synthesis, and also can be used as intermediate of methylation reagent and sensitive material. It also is flexibilizer of cellulose acetate.

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