기본 정보
- 표준 SMILES
COS(=O)(=O)c1ccc(C)cc1- InChIKey
VUQUOGPMUUJORT-UHFFFAOYSA-N- 분자식
- C8H10O3S
- 평균 분자량
- 186.23 g/mol
- 단동위원소 질량
- 186.03506535
이름 및 식별자
- 우선 이름
- Methyl p-toluenesulfonate
- IUPAC
- methyl 4-methylbenzenesulfonate
- 현지명
- 메틸 P-톨루엔 설포네이트
- 영어명
- Methyl p-toluenesulfonate
- 분자식
- C8H10O3S
- 분자량
- 186.23
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
80-48-8- PubChem CID
- 6645
- DTXSID
DTXSID4052550- ChEMBL
CHEMBL5189891- UNII
- 4SU69KI68L
- EC Number
- 201-283-5
- Nikkaji
- J54.424H
물성
구조 계산 물성
- XLogP
- 2.2
- 극성 표면적
- 51.8 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 219
실험 및 물리화학적 성질
Density
1.230 @ 25 DEG/25 °C
1.230-1.238 @25 °C
Color/Form
MONOCLINIC LEAFLETS OR PRISMS FROM ETHER-PETROLEUM ETHER
LIGHT BROWN CRYSTALS
WHITE DAMP CRYSTALS
Physical Description
Liquid
White vesicant solid; Solidifies at 24 deg C; [Hawley] White or light brown solid; mp = 28-29 deg C; [HSDB] Off-white low melting solid or clear liquid; mp = 27-28 deg C; [MSDSonline]
Other Experimental Properties
LOW-MELTING SOLID OR LIQUID
DECOMP @ 262 °C
물리화학적 성질
- 녹는점
- 25 · 25-28 °C(lit.)
- 끓는 점
- 144 · 144-145 °C5 mm Hg(lit.)
- 밀도
- 1.234 g/mL · 1.234 g/mL at 25 °C(lit.)
- 증기 밀도
- 6.45 · 6.45 (vs air)
- 증기압
- 1 mm · 1 mm Hg ( 20 °C)
- 굴절률
- 20 · n20/D 1.5172(lit.)
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 액체 또는 저융점 고체
- 색상
- 흰색에서 노란색으로
- 수용성
- 불용성
- BRN
- 609209 · 609209
- InChI
- 1S/C8H10O3S/c1-7-3-5-8(6-4-7)12(9,10)11-2/h3-6H,1-2H3
- InChIKey
- VUQUOGPMUUJORT-UHFFFAOYSA-N
- SMILES
- COS(=O)(=O)c1ccc(C)cc1
- LogP
- 1.88 at · 1.88 at 25℃
- NIST
- 4 · Benzenesulfonic acid, 4-methyl-, methyl ester(80-48-8)
- EPA
- 4 · Benzenesulfonic acid, 4-methyl-, methyl ester (80-48-8)
화학적 성질
white to slightly yellow low melting solid. Soluble in alcohol, ether, benzene, insoluble in water. Hygroscopic.
안전 및 규제
GHS 분류
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H311 (29.9%): Toxic in contact with skin [Danger Acute toxicity, dermal];H314 (22.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H315 (76.9%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (97.2%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (35%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (26.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H411 (29.6%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P260, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 351 reports by companies from 26 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.
유해성 정보
Regulatory Information
Chemical: Benzenesulfonic acid, 4-methyl-, methyl ester
Benzenesulfonic acid, 4-methyl-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonic acid, 4-methyl-, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 22-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21794;Status: Active Update: 11-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18934
Methyl 4-toluenesulphonate: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A strong skin and eye irritant; [Hawley] Urticaria and skin sensitization have been reported; [HSDB] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; May cause skin sensitization; [MSDSonline]
NFPA Hazard Classification
2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.
1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.
0 - Materials that in themselves are normally stable, even under fire conditions.
Hazard Classes and Categories
Acute Tox. 4 (100%);Acute Tox. 3 (29.9%);Skin Corr. 1B (22.8%);Skin Irrit. 2 (76.9%);Skin Sens. 1B (97.2%);Eye Irrit. 2 (35%);STOT SE 3 (26.2%);Aquatic Chronic 2 (29.6%)
Skin corrosion/irritation - Category 2;Serious eye damage/eye irritation - Category 2
Skin corrosion/irritation - Category 1C;Serious eye damage/eye irritation - Category 1
안전 및 보호
Disposal Methods
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.
Preventive Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Protective Action Criteria (PAC)
1.0 [mg/m3]
11 [mg/m3]
68 [mg/m3]
독성 정보
Human Toxicity Excerpts
...CONTACT WITH SOLN OR SOLID MAY GIVE RISE TO NO SYMPTOMS FOR SEVERAL HR. ... /THEN/ THERE MAY BE...VESICATION AT SITE OF CONTACT, FREQUENTLY WITH LITTLE... PAIN. VERY LARGE BULLAE MAY BE FORMED... GENERALIZED TOXIC SYMPTOMS DO NOT SEEM TO OCCUR AND...BURNS HEAL USUALLY WITH SOME PIGMENTATION...
...THERE HAVE BEEN FEW INSTANCES OF PULMONARY IRRITATION. ...ONE INSTANCE WAS NOTED OF URTICARIAL REACTION FROM HEATED VAPOR; SKIN SENSITIZATION ALSO OCCURS.
...STRONG IRRITANT TO...EYES.
HIGHLY TOXIC BY INHALATION; STRONG IRRITANT TO SKIN & EYES.
Non-Human Toxicity Excerpts
BD RATS RECEIVING SC 15 WEEKLY X 53 MG/KG FOR 470 DAYS: 7/10 HAD LOCAL SARCOMA, 1 BRONCHIAL, 1 MAMMARY & 1 OVARIAN CARCINOMA. /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 carcinogenic 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 carcinogenic.
규제 정보
Regulatory Information
Chemical: Benzenesulfonic acid, 4-methyl-, methyl ester
Benzenesulfonic acid, 4-methyl-, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenesulfonic acid, 4-methyl-, methyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 22-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21794;Status: Active Update: 11-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18934
Methyl 4-toluenesulphonate: Does not have an individual approval but may be used under an appropriate group standard
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XT7000000
- ridadr
- UN 3261 8/PG 2
- 독성
- LD50 orally in Rabbit: 341 mg/kg
- HS 번호
- 29051900
- risk_code
- 22-34-43-40-36/37/38
- hazard_code
- C,Xn
- safety_code
- 26-36/37/39-45-24
- 포장분류
- III
- 위험 등급
- 8
- 기존화학 물질
- KE-23478
- F 고인화성물질
- 21
- 자연 발화 온도
- 896 °F
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Corr. 1BSkin Sens. 1B
- 스토리지 클래스
- 8A - Combustible corrosive hazardous materials
- 유해 물질 데이터
- 80-48-8(Hazardous Substances Data)
화학 및 산업
용도 및 제조
Uses
Used as methylating agent in organic synthesis and as a catalyst for alkyd resins; [HSDB]
METHYLATING AGENT IN ORGANIC SYNTHESIS
ACCELERATOR; CATALYST FOR ALKYD RESINS
CHEM INT FOR BASIC DYE C.I. 46000
U.S. Imports
(1977) 1.35X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1979) 7.99X10+6 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production
2022: 119,181 lb;2021: 54,718 lb;2020: 31,482 lb
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
General Manufacturing Information
Fabricated Metal Product Manufacturing
Benzenesulfonic acid, 4-methyl-, methyl ester: ACTIVE
응용 분야
용도Methyl p-Toluenesulfonate can be used in the manufacture of dyes and organic synthesis, and also is the raw materials of methylation.
일반 설명Methyl p-toluenesulfonate is sulfonate ester present as potentially genotoxic impurity in drug substances. Kinetics of reactions of methyl p-toluenesulfonate with N,N-dimethylaniline has been investigated. It participates in selective 1-substitution reaction of tetrazole.
일반 설명Methyl p-toluenesulfonate is a solid or liquid with a low melting point. Its melting point is 25–28°C, and it undergoes a phase transition between liquid and solid at room temperature depending on the season. Caking occurs when temperatures are low, which is a normal physical phenomenon. It is hygroscopic, so care must be taken to protect it from moisture during storage.
제조 방법
Methyl p-toluenesulfonate was synthesized by the reaction of p-toluenesulfonyl chloride with methanol. Mix p-toluenesulfonyl chloride and methanol, slowly add 25% sodium hydroxide solution, control the temperature below 25 °C, stop adding alkali when the pH is 9, continue stirring for 2 hours, and leave overnight. The lower layer of reactant was taken, the upper layer was extracted with benzene, the extract was recovered with benzene and then combined with the lower layer, washed with water and 5% potassium carbonate solution in turn, dried and distilled under reduced pressure to obtain the finished product of methyl p-toluenesulfonate.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
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