化工社化工社 化学情報印刷レポート · 研究参考用
p-トルエンチオール
p-トルエンチオール · p-トリルメルカプタン · 4-メチルベンゼンチオール · 4-チオクレソール · 4-チオクレゾール · p-メチルチオフェノール · 4-メチルベンゼン-1-チオール · 1-メルカプト-4-メチルベンゼン
識別子と物理属性
| CAS No. | 106-45-6 |
|---|---|
| 分子式 | C7H8S |
| 平均分子量 | 124.21 g/mol |
| 単同位体質量 | 124.03467143 g/mol |
| SMILES | Cc1ccc(S)cc1 |
| InChIKey | WLHCBQAPPJAULW-UHFFFAOYSA-N |
| PubChem CID | 7811 |
| ChEMBL | CHEMBL119359 |
| EC No. | 203-399-1 |
| DTXSID | DTXSID5048188 |
| 現地名 | p-トルエンチオール |
化学・物理的性質
| XLogP | 2.9 |
|---|---|
| 極性表面積 | 1 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 8 |
| 形式電荷 | 0 |
| 複雑度 | 62 |
| 密度 | 1.2475 @ 55°C1.0220 |
| Color/Form | Leaflets |
| 溶解度 | Insol in watersol in alcohol, etherクロロホルム（微量）、メタノール（微量）わずかに溶ける |
| 引火点 | 68 °C155 °F |
| 沸点 | 195 °C @ 760 mm Hg195 °C @760 [mm Hg]195 °C(lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /sulfur oxides/. |
| 融点 | 43-44 °C84-86(lit.) |
| 臭気閾値 | Odor detection in air= 1.0X10-4 mg/l (gas) chemically pure |
| 蒸気圧 | 0.8 [mmHg]0.807 mm Hg @ 25 °C0.807 [mm Hg] @25 °C10 mm Hg ( 71 °C) |
| Physical Description | White solid with an extremely offensive odor[CHEMINFO] Crystalline solid with a stench[Alfa Aesar MSDS] |
| Dissociation Constants | pKa= 6.82 @ 25 °C |
| Kovats Retention Index | 108210481047 |
| 蒸気密度 | 6.2 (vs air) |
| 屈折率 | 1.5420 (estimate) |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 溶融固体 |
| pKa（酸解離定数） | pK1:6.52 (25°C) |
| 色 | 白から黄色 |
| Merck | 14,9325 |
| BRN | 605761 |
| ヘンリー定数 | 2.7×10-2 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 臭い、空気に敏感 |
| InChI | 1S/C7H8S/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3 |
| InChIKey | WLHCBQAPPJAULW-UHFFFAOYSA-N |
| SMILES | Cc1ccc(S)cc1 |
| LogP（分配係数） | 2.980 (est) |
| CAS データベース | 106-45-6(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenethiol, 4-methyl-(106-45-6) |
| EPAの化学物質情報 | Benzenethiol, 4-methyl- (106-45-6) |
化学的特性
White or colorless solid melt
安全性と法規制
| GHS 分類 | DangerH301 (25%): Toxic if swallowed [Danger Acute toxicity, oral]H302 (62.5%): Harmful if swallowed [Warning Acute toxicity, oral]H311 (25%): Toxic in contact with skin [Danger Acute toxicity, dermal]H312 (62.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (56.2%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (25%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (62.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H330 (18.8%): Fatal if inhaled [Danger Acute toxicity, inhalation]H331 (12.5%): Toxic if inhaled [Danger Acute toxicity, inhalation]H332 (56.2%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 16 reports by companies from 10 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. |
|---|---|
| 規制情報 | 4-Methylthiophenol: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Emergency treatment: Phenol and related agents[HSDB] An irritantInhalation may cause CNS effects (strong odor will minimize inhalation exposure)[Alfa Aesar MSDS] See Phenol. |
| Toxic Combustion Products | When heated to decomp, it emits toxic fumes of /sulfur oxides/. |
| Hazard Classes and Categories | Acute Tox. 3 (25%)Acute Tox. 4 (62.5%)Skin Irrit. 2 (56.2%)Eye Irrit. 2 (62.5%)Acute Tox. 2 (18.8%)Acute Tox. 3 (12.5%)Acute Tox. 4 (56.2%)STOT SE 3 (50%) |
| 処分方法 | 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. |
| Protective Action Criteria (PAC) | 0.66 [mg/m3]7.2 [mg/m3]43 [mg/m3] |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 430(SRC), determined from a structure estimation method(2), indicates that 4-thiocresol is expected to have moderate mobility in soil(SRC). The pKa of 4-thiocresol is 6.82(3) indicating that the anionic form of 4-thiocresol will exist in slightly acidic to basic soils and anions are expected to have higher mobility than the neutral species(SRC). Volatilization of 4-thiocresol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(4). However, 4-thiocresol in the anionic form will not volatilize. 4-Thiocresol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.807 mm Hg(5).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 430(SRC), determined from an estimation method(2), indicates that 4-thiocresol is expected to slightly adsorb to suspended solids and sediment(SRC). Volatilization of the neutral species from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.6X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 hrs and 5.2 days, respectively(SRC). A pKa of 6.82(5) indicates that the anionic form of 4-thiocresol will exist in slightly acidic to basic waters and the anionic form will not volatilize from water(SRC). According to a classification scheme(6), an estimated BCF of 62(SRC), from an estimated log Kow of 3.2(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is moderate.ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-thiocresol, which has a vapor pressure of 0.807 mm Hg at 25 °C(2), is expected to exist solely in the vapor-phase in the ambient atmosphere. Vapor-phase 4-thiocresol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 27 hrs(SRC), calculated from its rate constant of 1.4X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). Although thiocresols may be susceptible to photolysis, sufficient experimental data are not available to predict the relative importance of their photolysis in the environment(SRC). |
| 有害作用 | Neurotoxin - Other CNS neurotoxin |
| Effluent Concentrations | The concentration of 4-thiocresol in a raw sludge from a wood preservation operation has been reported to be 0.52 g/l(1). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc for 4-thiocresol can be estimated to be 430(SRC). According to a classification scheme(2), this estimated Koc value suggests that 4-thiocresol is expected to have moderate mobility in soil. The pKa of 4-thiocresol is 6.82(3) indicating that the anionic form of 4-thiocresol will exist in slightly acidic to basic soils and anions are expected to have higher mobility than the neutral species(SRC). Volatilization from moist soil surfaces is not expected to be an important fate process for the anionic species. |
| Artificial Pollution Sources | 4-Thiocresol's possible production as an antiseptic(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Bioconcentration | An estimated BCF of 62 was calculated for 4-thiocresol(SRC), using an estimated log Kow of 3.2(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate. |
| Volatilization from Water/Soil | The Henry's Law constant for 4-thiocresol is estimated as 3.6X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 4-thiocresol is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life of the neutral species from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 3 hrs(SRC). The volatilization half-life of the neutral species from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 5.2 days(SRC). A pKa of 6.82(3) for 4-thiocresol indicates that the anionic form of 4-thiocresol will exist in slightly acidic to basic waters and the anionic form is not expected to volatilize from water(SRC). 4-Thiocresol's Henry's Law constant(1) indicates that volatilization of the neutral species from moist soil surfaces may occur(SRC). However, 4-thiocresol in the anionic form is not expected to volatilize. 4-Thiocresol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.807 mm Hg(4). |
| Non-Human Toxicity Excerpts | Poisonous by intraperitoneal route. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of 4-thiocresol with photochemically-produced hydroxyl radicals has been estimated as 1.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of approximately 27 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 4-Thiocresol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). Although thiocresols may be susceptible to photolysis, sufficient experimental data are not available to predict the relative importance of their photolysis in the environment(SRC). |
| Probable Routes of Human Exposure | Occupational exposure to 4-thiocresol may occur through inhalation and dermal contact with this compound at workplaces where 4-thiocresol is produced. (SRC) |
| Environmental Fate/Exposure Summary | 4-Thiocresol's possible production as an antiseptic may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.807 mm Hg at 25 °C indicates 4-thiocresol will exist solely in the vapor phase in the ambient atmosphere. Vapor-phase 4-thiocresol will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicalsthe half-life for this reaction in air is estimated to be 27 hrs. Although thiocresols may be susceptible to photolysis, sufficient experimental data are not available to predict the relative importance of their photolysis in the environment. If released to soil, 4-thiocresol is expected to have moderate mobility based upon an estimated Koc of 430. The pKa of 4-thiocresol is 6.82 indicating that the anionic form of 4-thiocresol will exist in slightly acidic to basic soils and these anions are expected to have higher mobility than the neutral species. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 3.6X10-4 atm-cu m/mole. However, volatilization of the anionic species from moist soil surfaces will not occur. 4-Thiocresol is not expected to volatilize from dry soil surfaces based upon its vapor pressure. If released into water, 4-thiocresol is expected to slightly adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization of the neutral species from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. However, based on the pKa, the anionic form of 4-thiocresol will exist in slightly acidic to basic waters and the anionic form will not volatilize from water. Estimated volatilization half-lives of the neutral species for a model river and model lake are 3 hrs and 5.2 days, respectively. An estimated BCF of 62 suggests the potential for bioconcentration in aquatic organisms is moderate. Hydrolysis is not expec |
| Non-Human Toxicity Values | LD50 Mouse ip 200 mg/kg |
| F | 13 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | XT8925000 |
| 輸送番号（UN） | 2811 |
| 税関コード | 29309070 |
| 危険文句（R） | 36/37/38-20/21/22 |
| 危険表示 | Xi,Xn |
| hazard_note | Harmful/Stench |
| 安全措置（S） | 26-36-36/37/39-60-36/37-9 |
| 危険等級 | 6.1Eye Irrit. 2 |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 106-45-6(Hazardous Substances Data) |
用途
使用
p-Thiocresol is used as a pharmaceutical intermediate.
製法・合成法
純化方法
Crystallise the thiol from pet ether (b 40-70o). The 2,4-dinitrophenyl thioether has m 103o (from EtOH), and the 2,4-dinitrophenyl sulfone has m 190o (from EtOH). [Beilstein 6 IV 2153.]