p-トルエンスルホン酸エチル

Ethyl p-methylbenzenesulfonate

HCID 6638CAS 80-40-0

基本情報

標準SMILES
CCOS(=O)(=O)c1ccc(C)cc1
InChIKey
VRZVPALEJCLXPR-UHFFFAOYSA-N
分子式
C9H12O3S
平均分子量
200.26 g/mol
単同位体質量
200.05071524

名称と識別子

優先名称
Ethyl p-methylbenzenesulfonate
IUPAC
ethyl 4-methylbenzenesulfonate
現地名
p-トルエンスルホン酸エチル
英語名
Ethyl p-toluenesulfonate
分子式
C9H12O3S
分子量
200.25

名称と別名

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
名称をさらに表示
p-トルエンスルホン酸エチル4-メチルベンゼンスルホン酸エチルp-メチルベンゼンスルホン酸エチルエチルp-トルエンスルホナートpトルエンスルホン酸エチルエステルパラトルエンスルホン酸エチルエチルトシラートP‐トルエンスルホン酸エチル4-トルエンスルホン酸エチルトシル酸エチル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

データベース識別子

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

物性

構造計算による物性

XLogP
1.8
極性表面積
51.8 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
3
重原子数
13

実験および物理化学的性質

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

MONOCLINIC CRYSTALS

MONOCLINIC PRISMS FROM ACETIC ACID, ETHYL ACETATE

Solubility · 2 件

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

SOL IN HOT ETHYL ACETATE

物理化学的性質

融点
29 · 29-33 °C(lit.)
沸点
158 · 158-162 °C10 mm Hg(lit.)
比重(密度)
1.174 g/mL · 1.174 g/mL at 25 °C(lit.)
蒸気圧
0.6 hPa · 0.6 hPa (14 °C)
屈折率
20 · n20/D 1.511(lit.)
闪点
316 °F · 316 °F

化学的性質

化学的特性Clear colorless to brownish liquid after melting

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

安全と保護具

Disposal Methods · 1 件

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.

毒性情報

Non-Human Toxicity Excerpts · 4 件

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.

安全データ

F
21
wgk
3
tsca
TSCA listed
rtecs
XT6825000
ridadr
UN2811
hs_code
29041000

化学と産業

用途と製造

Uses · 2 件

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
応用分野 · 2 件

使用Ethyl 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.

一般的な説明Ethyl p-toluenesulfonate (EPTS), used as a potent alkylating agent in the modern pharmaceutical industry, is classified as a potential genotoxic impurity. It is an alkyl sulfonate formed by the reaction of ethanol with p-toluenesulfonic acid during the production of active pharmaceutical ingredients. Because EPTS has the ability to alkylate DNA, it may pose risks such as carcinogenicity and teratogenicity; therefore, its content must be strictly controlled[1].

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関連反応

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