2-Thiocresol

HCID 8712CAS 137-06-4

Basic information

Standard SMILES
Cc1ccccc1S
InChIKey
LXUNZSDDXMPKLP-UHFFFAOYSA-N
Molecular formula
C7H8S
Average molar mass
124.21 g/mol
Monoisotopic mass
124.03467126

Overview

2-Methylbenzenethiol is a thiol.

Names & identifiers

Preferred name
2-Thiocresol
IUPAC
2-methylbenzenethiol
English name
2-Methylbenzenethiol
Molecular formula
C7H8S
Molecular weight
124.2

Names & synonyms

2-Methylbenzenethiolo-Toluenethiol137-06-4o-Thiocresol2-Methylthiophenol2-THIOCRESOL2-Toluenethiolo-Tolyl mercaptano-MercaptotolueneBenzenethiol, 2-methyl-o-Methylthiophenolo-Methylbenzenethiol
Show more names
FEMA 3240ortho-thiocresoluenethioLusafek-26762-THIOCRESOLE
Toluene-2-thiol2-Methylbenzene-1-thiol2-MethylphenylthiolTolylthiol, o-Tolylmercaptan, o-USAF EK-2676Toluene, 2-mercapto-FEMA No. 3240

Database identifiers

CAS
137-06-4
PubChem CID
8712
DTXSID
DTXSID8047135
ChEMBL
CHEMBL3182595
ChEBI
CHEBI:178255
UNII
6FU2EGI4VS
EC Number
205-276-8
Nikkaji
J5.627H

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

Chemical ClassesOther Classes -> Sulfur Compounds
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (o-Toluenethiol) -> IFRA transparency List
LogP3.52
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2 items

1.041 @ 20 °C/4 °C

1.054-1.059

Physicochemical properties

Melting point
10 · 10-12 °C(lit.)
Boiling point
195 °C · 195 °C(lit.)
Density
1.054 g/mL · 1.054 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.578(lit.)
FEMA
3240 · 3240 | O-TOLUENETHIOL
FLAVIS Number
12.027 · 12.027 | 2-Methylbenzene-1-thiol

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (97%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1454 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Benzenethiol, 2-methyl-

Regulation (EC) No 1831/2003 (amended)

Benzenethiol, 2-methyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Emergency treatment: Ortho-cresol; o-Cresol is corrosive to tissues; After absorption by any route, it can cause CNS depression, respiratory failure, seizures, methemoglobinemia, hemolytic anemia, and liver and kidney damage; [HSDB] A severe skin, eye, and respiratory tract irritant; Inhalation of high concentrations may cause CNS depression and pulmonary edema; [CHEMINFO] Safe when used as a flavoring agent in food; [JECFA] An irritant; Inhalation may cause CNS effects (strong odor will minimize inhalation exposure); [Alfa Aesar MSDS] See Cresol, all isomers.

Flammable LimitsFlammable liquid.
Toxic Combustion ProductsWhen heated to decomp, it emits toxic fumes of /sulfur oxides/.
Hazard Classes and CategoriesAcute Tox. 4 (97%)

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.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 440(SRC), determined from a structure estimation method(2), indicates that 2-thiocresol is expected to have moderate mobility in soil(SRC). The pKa of 2-thiocresol is 6.64(3) indicating that the anionic form of 2-thiocresol will exist in slightly acidic to basic soils and anions are expected to have higher mobility than the neutral species(SRC). Volatilization of 2-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, 2-thiocresol in the anionic form will not volatilize. 2-Thiocresol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.816 mm Hg(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 440(SRC), determined from an estimation method(2), indicates that 2-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 6.64(5) indicates that the anionic form of 2-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), 2-thiocresol, which has a vapor pressure of 0.816 mm Hg at 25 °C(2), is expected to exist solely in the vapor-phase in the ambient atmosphere. Vapor- phase 2-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
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2-thiocresol can be estimated to be 440(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-thiocresol is expected to have moderate mobility in soil. The pKa of 2-thiocresol is 6.64(3) indicating that the anionic form of 2-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 Sources2-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 2-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 item

The Henry's Law constant for 2-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 2-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 6.64(3) for 2-thiocresol indicates that the anionic form of 2-thiocresol will exist in slightly acidic to basic waters and the anionic form is not expected to volatilize from water(SRC). 2-Thiocresol's Henry's Law constant(1) indicates that volatilization of the neutral species from moist soil surfaces may occur(SRC). However, 2-thiocresol in the anionic form is not expected to volatilize. 2-Thiocresol is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.816 mm Hg(4).

Safety data

PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
XT8750000
ridadr
2810
hs_code
29309090

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Uses · 4 items

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

Using Disinfectants or Biocides [Category: Clean]

Antiseptic; dermatologic /unspecified isomer/

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

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN USA

(1979) NOT PRODUCED COMMERCIALLY IN USA

Methods of ManufacturingREDUCTION OF TOLUENE-O-SULPHONYL WITH TIN AND HYDROCHLORIC ACID
Use Classification · 4 items

Fragrance Ingredients

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationBenzenethiol, 2-methyl-: ACTIVE

Applications

OccurrenceReported found in coffee

Uses2-Thiocresol performs a fungicidal and inhibitory activity against Histoplasma capsulatum. Reagent for molecular modeling and preparation of 4-hydroxy-5,6-dihydropyrones as inhibitors of HIV protease.

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]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

Additional notes

DefinitionChEBI: 2-Methylbenzenethiol is a thiol.

Related reactions

76 records

Linked notes

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