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메틸 P-톨루엔 설포네이트

Methyl p-toluenesulfonate

HCID 6645
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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
80-48-8
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

Methyl p-toluenesulfonate80-48-8Methyl 4-methylbenzenesulfonateMethyl tosylateMethyl toluene-4-sulfonateMethyl-p-toluenesulfonateMethyl p-tosylateMethyl toluenesulfonateMethyl toluene-4-sulphonateBenzenesulfonic acid, 4-methyl-, methyl esterp-Toluenesulfonic acid, methyl esterMethyl toluene sulfonate
이름 더 보기
메틸P-톨루엔설포네이트메틸P-톨루엔설포네이트MPTSPTSMEMETHYL 4-TOLUENESULFONATEMETHYL P-TOLUENESULPHONATEMethyl para-toluenesulfonate4-TOLUENESULFONIC ACID METHYL ESTER
p-Methylbenzenesulfonate methyl esterMETHYL P-METHYLBENZENESULFONATEp-Toluolsulfonsaeure methyl esterMethyl 4-toluene sulfonate4-Toluenesulfonic acid, methyl esterMethylester kyseliny p-toluensulfonoveDTXSID40525504SU69KI68L

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 물성보충 중

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 · 2건

1.230 @ 25 DEG/25 °C

1.230-1.238 @25 °C

Color/Form · 3건

MONOCLINIC LEAFLETS OR PRISMS FROM ETHER-PETROLEUM ETHER

LIGHT BROWN CRYSTALS

WHITE DAMP CRYSTALS

SolubilityINSOL IN WATER; SLIGHTLY SOL IN PETROLEUM ETHER; SOL IN ETHER; VERY SOL IN ALCOHOL, BENZENE, CHLOROFORM
Flash Point306 °F (152 °C) (open cup)
Boiling Point292 °C @ 760 MM HG
Melting Point28-29 °C
Vapor Density6.45 (AIR= 1)
Physical Description · 2건

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 · 2건

LOW-MELTING SOLID OR LIQUID

DECOMP @ 262 °C

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

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 · 4건

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

화학 및 산업

용도 및 제조

Uses · 4건

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 · 2건

(1977) 1.35X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1979) 7.99X10+6 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production · 3건

2022: 119,181 lb;2021: 54,718 lb;2020: 31,482 lb

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Industry UsesCorrosion inhibitor
Methods of ManufacturingPROBABLY BY REACTION OF P-TOLUENESULFONYL CHLORIDE WITH METHYL ALCOHOL
Formulations/PreparationsGRADE: 97% MIN
General Manufacturing Information · 2건

Fabricated Metal Product Manufacturing

Benzenesulfonic acid, 4-methyl-, methyl ester: ACTIVE

응용 분야 · 3건

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.

관련 반응

446건
반응 기록 만들기
HRID 6971 반응식
HRID 6971반응물로uspto-grants-2006_08
HRID 6989 반응식
HRID 6989반응물로uspto-grants-2006_08
HRID 7199 반응식
HRID 7199반응물로uspto-grants-2006_08
HRID 7280 반응식
HRID 7280반응물로uspto-grants-2006_08
HRID 13923 반응식
HRID 13923반응물로uspto-grants-2010_06
HRID 13930 반응식
HRID 13930반응물로uspto-grants-2010_06
HRID 13941 반응식
HRID 13941반응물로uspto-grants-2010_06
HRID 13942 반응식
HRID 13942반응물로uspto-grants-2010_06
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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.

Methyl 4-toluenesulphonate: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1건

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 · 4건

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 · 3건

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

Skin, Eye, and Respiratory IrritationsHIGHLY TOXIC BY INHALATION; STRONG IRRITANT TO SKIN & EYES.

안전 및 보호

Fire Fighting ProceduresWATER OR FOAM MAY CAUSE FROTHING.
Cleanup Methods...DECONTAMINATION OF FLOORS & EQUIPMENT MAY BE EFFECTED BY FLUSHING WITH DILUTE ALKALI OR AMMONIA.
Disposal Methods · 1건

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 · 1건

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) · 3건

1.0 [mg/m3]

11 [mg/m3]

68 [mg/m3]

Personal Protective Equipment (PPE)CONTAMINATED AREAS SHOULD BE ENTERED ONLY BY TRAINED PERSONNEL WITH IMPERVIOUS CLOTHING & AIR-SUPPLIED RESPIRATORS.

독성 정보

Adverse EffectsDermatotoxin - Skin burns.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Human Toxicity Excerpts · 4건

...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 · 3건

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.

Antidote and Emergency TreatmentFIRST AID TREATMENT: CONTACT...WITH SKIN OR EYES IS INDICATION FOR RAPID AND PROLONGED IRRIGATION OF AREA WITH LARGE VOL OF WATER.

규제 정보

Regulatory Information · 4건

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)
제조 방법 · 1건

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

파라-톨루엔설폰일 염화물4-메틸벤젠디아조늄테트라플루오로보레이트Tetrabutylammonium 4-toluenesulfonate[히드록시(토실옥시)요오도]벤젠4-톨루엔설포닐브로마이드2,2,2-트리플루오로에틸메틸에테르디메틸아연트라이메틸 오쏘아세트산

하류 제품

트리메틸-1,3,3,-2-메틸렌인돌린5-브로모-1,2-다이메틸-1H-이미다졸2,5-diphenylthiazole3,5-비스(2-시아노프로프-2-일)톨루엔1-메틸-4-[(4-메틸페닐)술포닐옥시메톡시술포닐]벤젠노닌(2-)플루오린화 메틸(플루오르화 메틸)메틸3,5-다이메틸벤조에이트2-Chloro-1-methylpyridinium p-toluenesulfonate에틸 메틸 에테르3,6-디아미노-2,7,10-트리메틸아크리디늄클로라이드Basic Orange 5