2-Chloro-5-methylphenol

HCID 12008CAS 54548-50-4

Basic information

Standard SMILES
Cc1ccc(Cl)c(O)c1
InChIKey
SMFHPCZZAAMJJO-UHFFFAOYSA-N
Molecular formula
C7H7ClO
Average molar mass
142.58 g/mol
Monoisotopic mass
142.01854252

Names & identifiers

Preferred name
2-Chloro-5-methylphenol
IUPAC
2-chloro-5-methylphenol
English name
2-Chloro-5-methylphenol
Molecular formula
C7H7ClO
Molecular weight
142.58

Names & synonyms

2-CHLORO-5-METHYLPHENOL615-74-76-Chloro-m-cresolPhenol, 2-chloro-5-methyl-3-Methyl-6-chlorophenol4-Chloro-3-hydroxytoluenem-Cresol, 6-chloro-5-Methyl-2-chlorophenol6-Chloro-3-methylphenolDTXSID10465582-chloro-5-methyl phenolBRN 2041487
Show more names
2-Chloro-5-methylphenol,99%oro-5-methyL6-Chloro-3-Cresol2-Chloro-5-cresol6-chloro-m-kresol6-CHLORO-META-CRESOL6-Chloro-m-cresol >6-Chloro-3-methylphenol
16Z94994Z4DTXCID9026558RefChem:469406210-444-9MFCD000021752-chloro-5-methyl-phenolNCGC00166212-01CAS-615-74-7

Database identifiers

CAS
54548-50-4、615-74-7
PubChem CID
12008
DTXSID
DTXSID1046558
ChEMBL
CHEMBL3186024
UNII
16Z94994Z4
EC Number
210-444-9
Nikkaji
J95.420I

Properties

Computed structural properties

XLogP
2.4
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Chlorophenols
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogPlog Kow = 2.90
Density1.215 g/cu cm
Color/FormPrisms from petroleum ether
Solubility · 2 items

Very soluble in ethanol

Greater than 1.00 mg/l in water

Physicochemical properties

Melting point
46 · 46-48 °C(lit.)
Boiling point
196 °C · 196 °C(lit.)
Density
1.215 g/mL · 1.215 g/mL at 25 °C(lit.)
refractive index
1.52 · 1.5200 (estimate)
Flash point
178 °F · 178 °F
solubility
Slightly Soluble (1.2 g/L) (25°C).

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (51.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 84 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Phenol, 2-chloro-5-methyl-

2-Chloro-5-methylphenol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; [MSDSonline] See CHLOROPHENOLS.
Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. Chlorinated phenols (includes trichlorophenols and chlorinated cresols)/
Hazard Classes and CategoriesAcute Tox. 4 (51.2%)

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

Ecotoxicity ValuesLD50 Quail oral 562 mg/kg
Environmental Fate · 3 items

TERRESTRIAL FATE: According to a classification scheme(1), the measured Koc values of structurally similar compounds, 490 for 3-methyl-4-chlorophenol(2) and 124 to 645 for 4-chloro-2-methylphenol(3), indicate that 3-methyl-6-chlorophenol is expected to have moderate mobility in soil(SRC). Volatilization of 3-methyl-6-chlorophenol from moist soil surfaces is expected to be a slow environmental fate process(SRC) given an estimated Henry's Law constant of 4.6X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 3-Methyl-6-chlorophenol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.1X10-2 mm Hg(SRC), determined from a fragment constant method(5). The half-life of 3-methyl-6-chlorophenol was 2.1 days in basic sandy silt loam and 12.5 days in acidic sandy loam(6), suggesting that biodegradation may be an important environmental fate process in soil.

AQUATIC FATE: According to a classification scheme(1), the measured Koc values of structurally similar compounds, 490 for 3-methyl-4-chlorophenol(2) and 124 to 645 for 4-chloro-2-methylphenol(3), indicate that 3-methyl-6-chlorophenol is expected to adsorb very little to suspended solids and sediment(SRC). Slow volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 4.6X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 96 days and 700 days, respectively(SRC). According to a classification scheme(6), BCF values ranging from 1.2-4.7(7) suggest the potential for bioconcentration in aquatic organisms is low(SRC). Chlorinated phenols will undergo photolysis in aqueous solutions as a result of ultraviolet irradiation, and that photodegradation leads to the substitution of hydroxyl groups in place of the chlorine atoms with subsequent polymer formation(8). 3-Methyl-6-chlorophenol, at an initial concentration of 12.0 mg/l, was not biodegraded in a repetative die-away single addition closed bottle test with an activated sludge concentration of 30 mg/l after 28 days(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3-methyl-6-chlorophenol, which has an estimated vapor pressure of 4.1X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 3-methyl-6-chlorophenol 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 15 hours(SRC), calculated from its estimated rate constant of 2.6X10-11 cu cm/molecule-sec at 25 °C that was derived using a structure estimation method(3). The UV absorption spectrum of the structurally similar compounds 3-methyl-4-chlorophenol and 4-chloro-2-methylphenol both exhibit absorption above 290 nm(4,5). Based on these compounds, 3-methyl-6-chlorophenol is expected to show absorption above 290 nm which suggests potential for direct photolysis.

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Soil Adsorption/Mobility · 1 item

3-Methyl-4-chlorophenol and 4-chloro-2-methylphenol, which are structurally related to 3-methyl-6-chlorophenol, have measured Koc values of 490(1) and 124-645(2), respectively. According to a classification scheme(3), these Koc values generally suggest that 3-methyl-6-chlorophenol is expected to have moderate mobility in soil(SRC).

Artificial Pollution Sources · 1 item

Although production and use data for 3-methyl-6-chlorophenol have not been found, it is expected that this chemical will be generated as an impurity during the production of 3-methyl-4-chlorophenol since 3-methyl-4-chlorophenol is produced by the chlorination of m-cresol(1). In addition, 3-methyl-6-chlorophenol is formed in chlorinated waters from the reaction of hypochlorite with phenolic impurities(2). The inadvertent production of 3-methyl-6-chlorophenol through these pathways may result in its release to the environment through various waste streams.

Environmental Biodegradation · 1 item

AEROBIC: No carbon dioxide was produced after 28 days in a carbon dioxide determination biodegradability screening test with an initial 3-methyl-6-chlorophenol concentration of 16.6-17.2 mg/l(1). 3-Methyl-6-chlorophenol, present at 100 mg/l, reached 0-11 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(2). 3-Methyl-6-chlorophenol was shown to biodegrade to 29, 98, and 18 percent of its initial concentrations of 8.5 mg/l, 17.0 mg/l, and 34.0 mg/l, respectively, in modified screening tests with 15 mg/l preconditioned activated sludge(3). 3-Methyl-6-chlorophenol, at an initial concentration of 12.0 mg/l, was not biodegraded in a repetative die-away single addition closed bottle test with an activated sludge concentration of 30 mg/l after 28 days(3). The half-life of 3-methyl-6-chlorophenol was 2.1 days in basic sandy silt loam and 12.5 days in acidic sandy loam(4).

Regulatory information

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. Chlorinated phenols (includes trichlorophenols and chlorinated cresols)/

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
SK4930000
ridadr
UN 3437 6.1/PG 2
hs_code
29081000

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhenol, 2-chloro-5-methyl-: ACTIVE
Applications · 3 items

Uses2-Chloro-5-methylphenol, is used as a pharmaceutical intermediate. It is also used to make other chemicals.

Uses2-Chloro-5-methylphenol was used in the synthesis of 2-(4-chlorophenyl)-2-(4-chloro-3-thiophenol)-1,1-dichloroethene.

General DescriptionSonochemical degradation of 2-chloro-5methyl phenol in aqueous solution in the presence of TiO2 and H2O2 has been reported.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Changzhou Anxuan Chemical Co., Ltd+86-0519-89882563 +86-18961279162 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Syntechem Co.,Ltd[email protected]

Related reactions

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