3-Methyl-4-nitrophenol

HCID 17412CAS 2581-34-2

Basic information

Standard SMILES
Cc1cc(O)ccc1[N+](=O)[O-]
InChIKey
PIIZYNQECPTVEO-UHFFFAOYSA-N
Molecular formula
C7H7NO3
Average molar mass
153.14 g/mol
Monoisotopic mass
153.04259308

Overview

4-nitro-m-cresol is a C-nitro compound in which the nitro group is attached at C-4 of m-cresol. It is functionally related to a m-cresol.

Names & identifiers

Preferred name
3-Methyl-4-nitrophenol
IUPAC
3-methyl-4-nitrophenol
English name
3-Methyl-4-nitrophenol
Molecular formula
C7H7NO3
Molecular weight
153.14

Names & synonyms

3-Methyl-4-nitrophenol2581-34-24-Nitro-m-cresol4-Nitro-3-cresol5-Hydroxy-2-nitrotoluene4-Nitro-3-methylphenol2-Nitro-5-hydroxytoluenePhenol, 3-methyl-4-nitro-4-Nitro-5-methylphenolm-Cresol, 4-nitro-P-NITRO-M-CRESOL2CC94832EU
Show more names
-4-nitrophenoL3-methyl-4-nitro-phenoHA 01-01964-nitro-m-cresoNitrocresol,98%
NSC-69190DTXSID2062535CHEBI:38683RefChem:94775DTXCID2037398219-952-5MFCD000073334-Nitro-1-hydroxy-3-methylbenzene

Database identifiers

CAS
2581-34-2
PubChem CID
17412
DTXSID
DTXSID2062535
ChEBI
CHEBI:38683
UNII
2CC94832EU
EC Number
219-952-5
Nikkaji
J55.423E、J886.766F

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
66.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
11

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Nitrophenols

Industrial compound

SpringerMaterials PropertiesFusion temperature
Pesticides · 2 items

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Pesticide (Fenitrothion metabolite (3-Methyl-4-nitrophenol)) -> USDA PDB

Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000632 [mmHg]
Physical DescriptionDark yellow powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
125 · 125-130 °C(lit.)
Boiling point
200 ℃ · 200℃(decomposition)
Density
1.2744 · 1.2744 (estimate)
refractive index
1.5744 · 1.5744 (estimate)
Flash point
110 ℃ · 110℃
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302 (93.6%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 2 items

Chemical: Phenol, 3-methyl-4-nitro-

3-Methyl-4-nitrophenol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazards Summary · 1 item

Transient excretion of glucose to urine observed in 6-month oral study of rats at 1,500 ppm (no other adverse effects observed); A preliminary reproductive/developmental study of rats demonstrated decreased locomotor activity and thrombi in the kidney, heart, and lung in males at 300 mg/kg/day, but no evidence of reproductive or developmental toxicity; Mutagenic effects observed in vitro and in vivo; [OECD SIDS: 3-Methyl-4-nitrophenol - 1994] No adverse effects observed in mice orally administered 25 mg/kg during gestation; [Shepard's Catalog of Teratogenic Agents] An irritant that may cause serious eye injury; Harmful by ingestion, inhalation, and skin absorption; [Sigma-Aldrich MSDS]

Hazard Classes and Categories · 2 items

Acute Tox. 4 (93.6%)

Self-reactive substances and mixtures - Type G

Safety data

wgk
3
tsca
TSCA listed
rtecs
GP2625000
ridadr
UN 2446 6.1/PG 3
hs_code
29089000
risk_code
20/21/22-36/37/38-22

Chemistry & industry

Uses & manufacturing

UsesUsed as an intermediate for pesticides; [OECD SIDS: 3-Methyl-4-nitrophenol - 1994]
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationPhenol, 3-methyl-4-nitro-: INACTIVE
Applications · 1 item

Uses3-Methyl-4-nitrophenol is a biochemical used in the preparation of phosphorothioamidate analogues as antimalarial agents. 3-methyl-4-nitrophenol has anti-androgenic activity. PNMC significantly inhibits basal and hCG-stimulated testosterone production in rats.

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]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]

Additional notes

DefinitionChEBI: A C-nitro compound in which the nitro group is attached at C-4 of m-cresol.

Related reactions

50 records

Linked notes

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