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
Show more names
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
- Formal charge
- 0
- Complexity
- 154
Experimental & physicochemical properties
Chemical Classes
Nitrogen Compounds -> Nitrophenols
Industrial compound
Pesticides
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Pesticide (Fenitrothion metabolite (3-Methyl-4-nitrophenol)) -> USDA PDB
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
- solubility
- Chloroform (Slightly), Methanol (Sparingly)
- form
- powder to crystal
- pka
- 7.39 · 7.39±0.10(Predicted)
- color
- Light yellow to Yellow to Orange
- Water Solubility
- Soluble in water(1.34g/L).
- BRN
- 1868105 · 1868105
- Henry's Law Constant
- 6.2 · 6.2×102 mol/(m3Pa) at 25℃, Tremp et al. (1993)
- CAS DataBase Reference
- 2581 · 2581-34-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-3
- FDA UNII
- 2 CC94832EU · 2CC94832EU
- NIST Chemistry Reference
- 4 · 4-Nitro-5-methylphenol(2581-34-2)
- EPA Substance Registry System
- 4 · 4-Nitro-m-cresol (2581-34-2)
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS09
- Signal word
- Warning
- Hazard statements
- 341 · H341-H411-H302-H312-H315-H319-H332-H335
- Precautionary statements
- 280 h-P261-P280-P305+P351+P338-P201-P202-P264-P270-P273-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P391-P405-P501 · P280h-P261-P280-P305+P351+P338-P201-P202-P264-P270-P273-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P391-P405-P501
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20 · 20/21/22-36/37/38-22
- Safety Statements
- 26 · 26-36/37-37/39-36-24/25
- RIDADR
- 2446 · UN 2446 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 2625000 · GP2625000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29089000 · 29089000
Safety & regulation
GHS classification
GHS Classification
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
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
Hazards Summary
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
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08,GHS09
- hazard_code
- Xn,Xi
- safety_code
- 26-36/37-37/39-36-24/25
- hazard_class
- 6.1
- packing_group
- III
- Hazard statements
- H341-H411-H302-H312-H315-H319-H332-H335
- Precautionary statements
- P280h-P261-P280-P305+P351+P338-P201-P202-P264-P270-P273-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P391-P405-P501
Chemistry & industry
Uses & manufacturing
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: A C-nitro compound in which the nitro group is attached at C-4 of m-cresol.
Related reactions
Linked notes
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