삼차뷰틸 머캡탄
삼차뷰틸머캡탄 · TBM · TERT-BUTYL MERCAPTAN · tert-Butylthiol · 2-Methylpropan-2-thiol · T-BUTYL MERCAPTAN · 2-Propanethiol, 2-methyl- · TERT-BUTANETHIOL
식별자 및 물리적 특성
| CAS No. | 16528-55-5 |
|---|---|
| 분자식 | C4H10S |
| 평균 분자량 | 90.19 g/mol |
| 단동위원소 질량 | 90.05032149 g/mol |
| SMILES | CC(C)(C)S |
| InChIKey | WMXCDAVJEZZYLT-UHFFFAOYSA-N |
| PubChem CID | 6387 |
| ChEMBL | CHEMBL3182458 |
| EC No. | 200-890-2 |
| DTXSID | DTXSID0026418 |
| 현지명 | 삼차뷰틸 머캡탄 |
화학 및 물리적 성질
| XLogP | 1.5 |
|---|---|
| 극성 표면적 | 1 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 25 |
| 냄새 | Heavy skunk odorStrong offensive odor유황의 |
| 밀도 | 0.8 (NFPA, 2010) - Less dense than waterwill float0.79426 at 25 °C/4 °CRelative density (water = 1): 0.800.8 g/mL at 25 °C(lit.) |
| Color/Form | Mobile liquidCOLORLESS LIQUID |
| 용해도 | Insoluble (NFPA, 2010)Slightly sol in watervery sol in alcohol, ether, liquid hydrogen sulfideVery soluble in acetonesoluble in carbon tetrachloride1.47g/l 약간 용해됨 |
| 인화점 | less than -20 °F (NFPA, 2010)<-20 °F (<-29 °C) (closed cup)-26 °C c.c.−12 °F |
| 끓는 점 | 149-153 °F at 760 mmHg (NFPA, 2010)63.7-64.2 °C64 °C62-65 °C(lit.) |
| Decomposition | The substance decomposes on burning producing toxic gases including sulfur oxides.When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of /sulfur oxides/. |
| 녹는점 | -32 °F (ICSC, 2024)-0.5 °CHeat of fusion at melting point = 2.0782X10+7 J/kmol0 °C-1.1 °C |
| 증기 밀도 | 3.1 (NFPA, 2010) - Heavier than airwill sink (Relative to Air)3.1 (Air= 1)Relative vapor density (air = 1): 3.13.1 (vs air) |
| 후각 역치 | Odor Threshold Low: 0.00081 [ppm]The Guide in the Emergency Response Guidebook is for "Butyl mercaptan." Odor threshold (100% recognition) from CHEMINFO |
| 증기압 | 142.5 mmHg at 68 °F (ICSC, 2024)181.0 [mmHg]181 mm Hg at 25 °C /Extrapolated/Vapor pressure, kPa at 20 °C: 19.0303.5 mm Hg ( 37.7 °C) |
| 굴절률 | Index of refraction: 1.41984 at 25 °C/Dn20/D 1.423(lit.) |
| 저장 조건 | Flammables area |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | pK1:11.22 (25°C,μ=0.1) |
| 색상 | 무색의 |
| 후각 역치 | 0.000029ppm |
| 용해도 | 물에 약간 용해됨 |
| Merck | 14,1579 |
| BRN | 505947 |
| 헨리 상수 | 4.5×10-4 mol/(m3Pa) at 25℃, Plyasunova et al. (2004) |
| 유전율 | 5.4800000000000004 |
| 안정성 | 안정적인. 가연성 - 인화점이 낮습니다. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C4H10S/c1-4(2,3)5/h5H,1-3H3 |
| InChIKey | WMXCDAVJEZZYLT-UHFFFAOYSA-N |
| SMILES | CC(C)(C)S |
| LogP(분배 계수) | 2.206 (est) |
| NIST | 2-Propanethiol, 2-methyl-(75-66-1) |
| EPA | 2-Propanethiol, 2-methyl- (75-66-1) |
화학적 성질
liquid with an exceedingly unpleasant smell
안전 및 규제
| GHS 분류 | DangerH225 (35.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]H304 (64.5%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]H317 (91.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (65%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H411 (27.2%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P210, P233, P240, P241, P242, P243, P261, P264+P265, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 691 reports by companies from 9 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: 2-Propanethiol, 2-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)2-Propanethiol, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanethiol, 2-methyl- 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: 23-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21292-Propanethiol, 2-methyl-: HSNO Approval: HSR001102 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids will float on water. (ERG, 2024) |
용도
개요
tert-Butylthiol, also known as 2-methyl propane-2-thiol, 2- methyl-2-propane thiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organo sulfur compound with the formula (CH3)3CSH. This thiol may have been used as a flavoring agent, as an odorant for natural gas (which is odorless), and also in a wide range of organic reactions.
용도
2-Methyl-2-propanethiol was used in reaction of 2-methyl-2-propanethiol on Mo(110) using temperature programmed reaction, high resolution electron enegy loss and X-ray photoelectron spectroscopies. It was used in the synthesis of chain-transfer agents for reversible addition-fragmentation chain-transfer copolymerization of vinylidene chloride and methyl acrylate.
일반 설명
2-Methyl-2-propanethiol undergoes ring opening nucleophilic reaction with 3-isothiazolones and reaction kinetics studies suggested reaction was second order in thiol and third order overall.
제조 및 합성 방법
제조 방법
tert-Butyl thiol likely does not occur naturally, but at least one publication has listed it as a very minor component of cooked potatoes. The compound was first prepared in 1890 by Leonard Dobbin by the reaction of zinc sulfide and t-butyl chloride. The compound was later prepared in 1932 by the reaction of the Grignard reagent, t-BuMgCl, with sulfur to give the corresponding thiolate, followed by hydrolysis. This preparation is shown below: t-BuMgCl + S → t-BuSMgCl t-BuSMgCl + H2O → t-BuSH + Mg(OH)Cl It is currently prepared industrially by the reaction of isobutylene with hydrogen sulfide over a clay (silica alumina) catalyst.