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p-トルエンチオール

4-Methylbenzenethiol

HCID 7811
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基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
106-45-6
標準SMILES
Cc1ccc(S)cc1
InChIKey
WLHCBQAPPJAULW-UHFFFAOYSA-N
分子式
C7H8S
平均分子量
124.21 g/mol
単同位体質量
124.03467143

名称と識別子

優先名称
4-Methylbenzenethiol
IUPAC
4-methylbenzenethiol
現地名
p-トルエンチオール
英語名
p-Toluenethiol
分子式
C7H8S
分子量
124.2

名称と別名

4-Methylbenzenethiolp-Thiocresol106-45-6p-Toluenethiol4-Methylthiophenol4-THIOCRESOLp-Tolyl mercaptan4-Toluenethiolp-Methylthiophenolp-Tolylthiolp-Mercaptotoluenep-Thiolcresol
名称をさらに表示
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p-メチルベンゼンチオールp-チオクレゾールp-チオクレソールp-メルカプトトルエン4-メチル-1-ベンゼンチオール4-メチルチオフェノール4-トルエンチオールp-トルエンチオルpトルエンチオールメチルベンゼンチオール P-チオクレゾール4-メルカプトトルエンP‐チオクレゾールpara-thiocresolp-Thiocreso4-MERCAPTOTOLUENE4-TOLYL MERCAPTAN
p-Methylbenzenethiol1-Mercapto-4-methylbenzenep-Methylphenyl mercaptan4-Methylphenyl mercaptanUSAF EK-5104-MethylphenylmercaptanToluene, 4-mercapto-DTXSID5048188

データベース識別子

CAS
106-45-6
PubChem CID
7811
DTXSID
DTXSID5048188
ChEMBL
CHEMBL119359
UNII
6L2WW9XYZO
EC Number
203-399-1
Nikkaji
J5.051B

物性

構造計算による物性補完中

XLogP
2.9
極性表面積
1 Ų
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

実験および物理化学的性質

Density1.2475 @ 55°C
Color/FormLeaflets
SolubilityInsol in water; sol in alcohol, ether
Flash Point68 °C
Boiling Point · 2 件

195 °C @ 760 mm Hg

195 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of /sulfur oxides/.
Melting Point43-44 °C
Odor ThresholdOdor detection in air= 1.0X10-4 mg/l (gas) chemically pure
Vapor Pressure · 3 件

0.8 [mmHg]

0.807 mm Hg @ 25 °C

0.807 [mm Hg] @25 °C

Physical DescriptionWhite solid with an extremely offensive odor; [CHEMINFO] Crystalline solid with a stench; [Alfa Aesar MSDS]
Dissociation ConstantspKa= 6.82 @ 25 °C

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

Danger

H301 (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 exposure; Respiratory 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.

危険有害性情報

Regulatory Information4-Methylthiophenol: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryEmergency treatment: Phenol and related agents; [HSDB] An irritant; Inhalation may cause CNS effects (strong odor will minimize inhalation exposure); [Alfa Aesar MSDS] See Phenol.
Toxic Combustion Products

化学と産業

用途と製造

Uses · 4 件

Used as an antiseptic, dermatologic agent, and bleach in the manufacture of latex; [HSDB] Used as an intermediate in the manufacture of chemicals; [CHEMINFO]

Using Disinfectants or Biocides [Category: Clean]

Antiseptic; dermatologic /Unspecified isomer/

As a bleach in the manufacture of latex /tolyl mercaptan, isomer not stated/

General Manufacturing InformationBenzenethiol, 4-methyl-: ACTIVE

応用分野

使用p-Thiocresol is used as a pharmaceutical intermediate.

調製方法

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.]

上流・下流製品情報

上流原料

エトキシジチオぎ酸ジ-p-トリルジスルフィドp-トルエンスルフィン酸ナトリウム4-メチルフェニルボロン酸p-トルイジン塩酸塩o-トルエンチオールジメチルジスルフィド

関連反応

214 件
反応記録を作成
HRID 6690 の反応式
HRID 6690反応物としてuspto-grants-2006_08
HRID 9886 の反応式
HRID 9886反応物としてuspto-grants-2006_08
HRID 14357 の反応式
HRID 14357反応物としてuspto-grants-2010_06
HRID 15207 の反応式
HRID 15207反応物としてuspto-grants-2010_06
HRID 15209 の反応式
HRID 15209反応物としてuspto-grants-2010_06
HRID 15213 の反応式
HRID 15213反応物としてuspto-grants-2010_06
HRID 28115 の反応式
HRID 28115反応物としてuspto-grants-1980_09
HRID 64483 の反応式
HRID 64483反応物としてuspto-grants-2016_09
1 / 27 ページ

化合物ノート

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Kovats Retention Index · 2 件

1082

1048;1048;1047;1048

物理化学的性質

融点
84 · 84-86(lit.)
沸点
195 °C · 195 °C(lit.)
比重(密度)
1.022 · 1.0220
蒸気密度
6.2 · 6.2 (vs air)
蒸気圧
10 mm · 10 mm Hg ( 71 °C)
屈折率
1.542 · 1.5420 (estimate)
闪点
155 °F · 155 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
クロロホルム(微量)、メタノール(微量)
外見
溶融固体
酸解離定数(Pka)
1 · pK1:6.52 (25°C)
色
白から黄色
水溶解度
わずかに溶ける
Merck
14 · 14,9325
BRN
605761 · 605761
Henry's Law Constant
2.7 · 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
2.98 · 2.980 (est)
CAS データベース
106 · 106-45-6(CAS DataBase Reference)
NISTの化学物質情報
4 · Benzenethiol, 4-methyl-(106-45-6)
EPAの化学物質情報
4 · Benzenethiol, 4-methyl- (106-45-6)

化学的性質

化学的特性White or colorless solid melt

When heated to decomp, it emits toxic fumes of /sulfur oxides/.
Hazard Classes and CategoriesAcute Tox. 3 (25%);Acute Tox. 4 (62.5%);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%)

安全と保護具

Disposal Methods · 1 件

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) · 3 件

0.66 [mg/m3]

7.2 [mg/m3]

43 [mg/m3]

毒性情報

Environmental Fate · 3 件

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).

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Effluent ConcentrationsThe 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 · 1 件

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 Sources4-Thiocresol's possible production as an antiseptic(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 件

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 · 1 件

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 ExcerptsPoisonous by intraperitoneal route.
Environmental Abiotic Degradation · 1 件

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 ExposureOccupational 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 · 1 件

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 radicals; the 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 ValuesLD50 Mouse ip 200 mg/kg

法規制情報

Regulatory Information4-Methylthiophenol: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F
13
wgk
3
tsca
TSCA listed
rtecs
XT8925000
ridadr
2811
hs_code
29309070
risk_code
36/37/38-20/21/22
hazard_code
Xi,Xn
hazard_note
Harmful/Stench
safety_code
26-36-36/37/39-60-36/37-9
hazard_class
6.1
packing_group
III
Hazard Classifications
Eye Irrit. 2
ストレージクラス
11 - Combustible Solids
有毒物質データの
106-45-6(Hazardous Substances Data)
p-トルエンスルホンアミド
4-(メチルチオ)トルエン
トルエン-4-スルホン酸
4-クロロトルエン (1mg/mlメタノール溶液) [水質分析用]
p-トルイジン
p-トルエンスルホン酸ナトリウム

下流製品

5-メチルベンゾ[B]チオフェン-2-カルボキシアルデヒド4-メチルベンゼンスルフィン酸2-[(4-Methylphenyl)thio]-5-nitrobenzaldehyde6-ニトロベラトルアルデヒド2-(p-トルエンスルホニル)酢酸2-(p-トルエンスルホニル)エタノール2,2'-[[9,10-ジヒドロ-9,10-ジオキソ-6-[(4-メチルフェニル)チオ]アントラセン-1,4-ジイル]ジイミノ]ビス[5-メチルベンゼンスルホン酸ナトリウム]