4-Methylbenzenethiol

HCID 7811CAS 106-45-6

Basic information

Standard SMILES
Cc1ccc(S)cc1
InChIKey
WLHCBQAPPJAULW-UHFFFAOYSA-N
Molecular formula
C7H8S
Average molar mass
124.21 g/mol
Monoisotopic mass
124.03467143

Names & identifiers

Preferred name
4-Methylbenzenethiol
IUPAC
4-methylbenzenethiol
English name
p-Toluenethiol
Molecular formula
C7H8S
Molecular weight
124.2

Names & synonyms

4-Methylbenzenethiolp-Thiocresol106-45-6p-Toluenethiol4-Methylthiophenol4-THIOCRESOLp-Tolyl mercaptan4-Toluenethiolp-Methylthiophenolp-Tolylthiolp-Mercaptotoluenep-Thiolcresol
Show more names
para-thiocresolp-Thiocreso4-MERCAPTOTOLUENE4-TOLYL MERCAPTAN
p-Methylbenzenethiol1-Mercapto-4-methylbenzenep-Methylphenyl mercaptan4-Methylphenyl mercaptanUSAF EK-5104-MethylphenylmercaptanToluene, 4-mercapto-DTXSID5048188

Database identifiers

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

Properties

Computed structural properties

XLogP
2.9
Topological polar surface area
1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

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

195 °C @ 760 mm Hg

195 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of /sulfur oxides/.

Physicochemical properties

Melting point
84 · 84-86(lit.)
Boiling point
195 °C · 195 °C(lit.)
Density
1.022 · 1.0220
vapor density
6.2 · 6.2 (vs air)
vapor pressure
10 mm · 10 mm Hg ( 71 °C)
refractive index
1.542 · 1.5420 (estimate)

Safety & regulation

GHS classification

GHS Classification · 5 items

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.

Hazard information

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 ProductsWhen 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%)

Safety & protection

Disposal Methods · 1 item

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 items

0.66 [mg/m3]

7.2 [mg/m3]

43 [mg/m3]

Toxicology

Environmental Fate · 3 items

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 item

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 item

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.

Regulatory information

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

Safety data

F
13
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
tsca
TSCA listed
rtecs
XT8925000
ridadr
2811

Chemistry & industry

Uses & manufacturing

Uses · 4 items

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

Applications

Usesp-Thiocresol is used as a pharmaceutical intermediate.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]

Related reactions

214 records

Linked notes

Loading…