4-Chloro-2-nitrophenol

HCID 6980CAS 89-64-5

Basic information

Standard SMILES
O=[N+]([O-])c1cc(Cl)ccc1O
InChIKey
NWSIFTLPLKCTSX-UHFFFAOYSA-N
Molecular formula
C6H4ClNO3
Average molar mass
173.55 g/mol
Monoisotopic mass
172.98797067

Names & identifiers

Preferred name
4-Chloro-2-nitrophenol
IUPAC
4-chloro-2-nitrophenol
English name
4-Chloro-2-nitrophenol
Molecular formula
C6H4ClNO3
Molecular weight
173.55

Names & synonyms

4-CHLORO-2-NITROPHENOL89-64-52-Nitro-4-chlorophenolPhenol, 4-chloro-2-nitro-438LQ62WNHNSC-520345DTXSID4058996RefChem:98397DTXCID2048664201-927-54-chloro-2-nitro-phenol4-chloro-6-nitrophenol
Show more names
AKOS BBS-000046674-CHLORO-2-NITROPHENo-nitro-p-chorophenol4-chloro-2-nitro-phenoO-NITRO-P-CHLOROPHENOL4--chloro-o-nitrophenolPhenol,4-chloro-2-nitro-4-chloro-2-nitrophenolate
MFCD000071135-chloro-2-hydroxynitrobenzeneNSC520345P-CHLORO-O-NITROPHENOLSCHEMBL305611SCHEMBL2149474SCHEMBL11332607SBB041094

Database identifiers

CAS
89-64-5
PubChem CID
6980
DTXSID
DTXSID4058996
UNII
438LQ62WNH
EC Number
201-927-5
Nikkaji
J60.201I

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 ClassesNitrogen Compounds -> Nitrophenols
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
Vapor Pressure0.00778 [mmHg]
Physical DescriptionYellow crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
85 · 85-87 °C(lit.)
Boiling point
242.5 · 242.5±20.0 °C(Predicted)
Density
1.4914 · 1.4914 (rough estimate)
refractive index
1.581 · 1.5810 (estimate)
solubility
0.5 g/5mL, · dioxane: soluble0.5g/5mL, clear, faintly yellow to yellow
form
powder to crystal

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 1.6% (2 of 124) of reports.

Warning

H315 (98.4%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 124 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Phenol, 4-chloro-2-nitro-

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 31-07-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20336

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See 2-Nitrophenol.
Hazard Classes and CategoriesSkin Irrit. 2 (98.4%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Safety data

wgk
3
tsca
TSCA listed
ridadr
2811
hs_code
29089990
risk_code
36/37/38-20/21/22
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPhenol, 4-chloro-2-nitro-: ACTIVE
Applications · 2 items

Description4-Chloro-2-nitrophenol, is a kind of chloronitrophenols (CNPs), being widely used in the synthesis of dyes, drugs and pesticides. Furthermore, it can be used to produce 2-Amino-4-chloro-phenol.It has become a major group of environmental pollutants. 4-Chloro-2-nitrophenol has been detected in various industrial effluents. Therefore, it has also been used as a model compound for evaluation of biodegradation strategy using microbes.

UsesReduction of 4-Chloro-2-nitrophenol gives 2-amino-4- chlorophenol [95-85-2], and chlorination yields 2,4-dichloro-6-nitrophenol [609-89-2], which is reduced to 2-amino-4,6-dichlorophenol [527-62-8]. These substituted aminophenols are members of a large class of diazo components used for hydroxyazo dyes, which are important for wool and polyamide when converted to their chromium complexes. For the amine derived from the methyl ether of 4-Chloro-2-nitrophenol, 4- chloro-o-anisidine [93-50-5], the preferred route is methoxylation of 2,5-dichloronitrobenzene followed by reduction. 2-amino-4-chlorophenol reacts with phosgene to give 5- chlorobenzoxolinone which nitrates to the 6-nitro compound; the latter undergoes alkaline hydrolysis to 2-amino-4- chloro-5-nitrophenol.

Suppliers20 total

宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
淮安嘉目生物科技有限公司0517-83187139 18205232085 · [email protected]
青岛元桦新材料有限公司19015480862; 19015480862 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]

Related reactions

34 records

Linked notes

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