메틸 P-톨루엔 설포네이트
메틸P-톨루엔설포네이트 · Methyl 4-methylbenzenesulfonate · MPTS · METHYL TOSYLATE · PTSME · METHYL TOLUENE-4-SULPHONATE · METHYL P-TOSYLATE · METHYL 4-TOLUENESULFONATE
식별자 및 물리적 특성
| CAS No. | 80-48-8 |
|---|---|
| 분자식 | C8H10O3S |
| 평균 분자량 | 186.23 g/mol |
| 단동위원소 질량 | 186.03506535 g/mol |
| SMILES | COS(=O)(=O)c1ccc(C)cc1 |
| InChIKey | VUQUOGPMUUJORT-UHFFFAOYSA-N |
| PubChem CID | 6645 |
| ChEMBL | CHEMBL5189891 |
| EC No. | 201-283-5 |
| DTXSID | DTXSID4052550 |
| 현지명 | 메틸 P-톨루엔 설포네이트 |
화학 및 물리적 성질
| XLogP | 2.2 |
|---|---|
| 극성 표면적 | 51.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 219 |
| 밀도 | 1.230 @ 25 DEG/25 °C1.230-1.238 @25 °C1.234 g/mL at 25 °C(lit.) |
| Color/Form | MONOCLINIC LEAFLETS OR PRISMS FROM ETHER-PETROLEUM ETHERLIGHT BROWN CRYSTALSWHITE DAMP CRYSTALS |
| 용해도 | INSOL IN WATERSLIGHTLY SOL IN PETROLEUM ETHERSOL IN ETHERVERY SOL IN ALCOHOL, BENZENE, CHLOROFORM클로로포름(약간 용해됨), 메탄올(약간 용해됨) |
| 인화점 | 306 °F (152 °C) (open cup)>230 °F |
| 끓는 점 | 292 °C @ 760 MM HG144-145 °C5 mm Hg(lit.) |
| 녹는점 | 28-29 °C25-28 °C(lit.) |
| 증기 밀도 | 6.45 (AIR= 1)6.45 (vs air) |
| Physical Description | LiquidWhite vesicant solidSolidifies at 24 deg C[Hawley] White or light brown solidmp = 28-29 deg C[HSDB] Off-white low melting solid or clear liquidmp = 27-28 deg C[MSDSonline] |
| Other Experimental Properties | LOW-MELTING SOLID OR LIQUIDDECOMP @ 262 °C |
| 증기압 | 1 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.5172(lit.) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 또는 저융점 고체 |
| 색상 | 흰색에서 노란색으로 |
| 용해도 | 불용성 |
| BRN | 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(분배 계수) | 1.88 at 25℃ |
| NIST | Benzenesulfonic acid, 4-methyl-, methyl ester(80-48-8) |
| EPA | 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 | DangerH302 (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 exposureRespiratory 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. |
|---|---|
| 규제 정보 | Chemical: Benzenesulfonic acid, 4-methyl-, methyl esterBenzenesulfonic 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/21794Status: Active Update: 11-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18934Methyl 4-toluenesulphonate: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 |
용도
용도
Methyl p-Toluenesulfonate can be used in the manufacture of dyes and organic synthesis, and also is the raw materials of methylation.
일반 설명
Methyl 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 설명
Methyl 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 및 합성 방법
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.