4-Nitrophenyl Acetate (HCID 13243)

Overview

4-nitrophenyl acetate is a phenyl acetate resulting from the formal condensation of the hydroxy group of 4-nitrophenol with the carboxy group of acetic acid. It is a member of phenyl acetates and a C-nitro compound. It is functionally related to a 4-nitrophenol.

Names & identifiers

Preferred name: 4-Nitrophenyl Acetate
IUPAC: (4-nitrophenyl) acetate
English name: 4-Nitrophenyl acetate
Molecular formula: C8H7NO4
Molecular weight: 181.15

Names & synonyms

4-Nitrophenyl acetate830-03-5p-Acetoxynitrobenzenep-Nitrophenol acetateP-NITROPHENYL ACETATEAcetic acid, 4-nitrophenyl esterAcetic acid p-nitrophenyl esterAcetic acid, p-nitrophenyl esterpara-nitrophenyl acetateNSC-2633I902J0QH9SDTXSID2061191

Show more names

4-Nitropheyl acetateNSC 2633p-nitrophenyl4-Nitrophenylacetatp-Acetoxynitrobenzenp-nitrophenolacetateLecithin Impurity 14p-Nitrobenzeneacetate

CHEBI:82635RefChem:100096DTXCID0048341212-593-5(4-nitrophenyl) acetateAcetic acid 4-nitrophenyl esterp-Nitrophenyl acetate (VAN)MFCD00007326

Database identifiers

CAS: 830-03-5
PubChem CID: 13243
DTXSID: DTXSID2061191
ChEMBL: CHEMBL40988
ChEBI: CHEBI:82635
UNII: I902J0QH9S
EC Number: 212-593-5
Nikkaji: J45.688H

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 72.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 203

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP1.5

Vapor Pressure0.00186 [mmHg]

Physical DescriptionWhite crystalline solid; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 75 · 75-77 °C (lit.)
Boiling point: 314.24 °C · 314.24°C (rough estimate)
Density: 1.4283 · 1.4283 (rough estimate)
vapor pressure: 1.28 Pa · 1.28Pa at 20℃
refractive index: 1.5468 · 1.5468 (estimate)
storage temp.: -20 °C · -20°C
solubility: 0.53 g/l · 0.53g/l
form: Powder
color: Green
Water Solubility: Insoluble in water.
BRN: 515874 · 515874
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
InChI: 1S/C8H7NO4/c1-6(10)13-8-4-2-7(3-5-8)9(11)12/h2-5H,1H3
InChIKey: QAUUDNIGJSLPSX-UHFFFAOYSA-N
SMILES: [N+](=O)([O-])c1ccc(cc1)OC(=O)C
LogP: 1.58 at · 1.58 at 25℃ and pH6.83
CAS DataBase Reference: 830 · 830-03-5(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 902 J0QH9S · I902J0QH9S
EPA Substance Registry System: 4 · Acetic acid, 4-nitrophenyl ester (830-03-5)
UNSPSC Code: 12352204 · 12352204
NACRES: 32 · NA.32
Symbol(GHS): 3 · GHS03,GHS05,GHS07
Signal word: Danger
Hazard statements: 272 · H272-H317-H318
Precautionary statements: 210 · P210-P220-P261-P280-P302+P352-P305+P351+P338
Hazard Codes: F,C
Risk Statements: 11 · 11-34
Safety Statements: 24 · 24/25-45-36/37/39-26-16
WGK Germany: 3 · 3
RTECS: 1150000 · AJ1150000
TSCA: TSCA listed
HS Code: 29153900 · 29153900
Storage Class: 5.1 B · 5.1B - Oxidizing hazardous materials
Hazard Classifications: 1 Ox · Eye Dam. 1Ox. Sol. 3Skin Sens. 1
Toxicity: 50 ivn-mus: · LD50 ivn-mus: 180 mg/kg CSLNX* NX#00217
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H272 (100%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]

P210, P220, P261, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P333+P317, P362+P364, P370+P378, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Acetic acid, 4-nitrophenyl ester

Status: Active Update: 12-04-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17205

Acetic acid, 4-nitrophenyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntravenous LD50 (mouse) = 180 mg/kg; [RTECS] May cause irritation; [Alfa Aesar MSDS] See Phenyl acetate. See Nitrobenzene.

Hazard Classes and CategoriesOx. Sol. 3 (100%)

Safety data

wgk: 3
tsca: TSCA listed
rtecs: AJ1150000
hs_code: 29153900
Toxicity: LD50 ivn-mus: 180 mg/kg CSLNX* NX#00217
risk_code: 11-34
Signal word: Danger
Symbol(GHS): GHS03,GHS05,GHS07
hazard_code: F,C
safety_code: 24/25-45-36/37/39-26-16
Storage Class: 5.1B - Oxidizing hazardous materials
Hazard statements: H272-H317-H318
REACH Registrations: Active
Hazard Classifications: Eye Dam. 1Ox. Sol. 3Skin Sens. 1
Precautionary statements: P210-P220-P261-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 4-nitrophenyl ester: ACTIVE

Applications · 2 items

Uses4-Nitrophenyl Acetate have been used as a substrate to study for the enzymatic activity of Carbonic Anhydrase III isolated from bovine skeletal muscle.

Uses4-Nitrophenyl acetate is used with iodoacetic acid for reductive cleavage of methionine-containing peptides. It is also used as a substrate that has been used in assays for esterase and lipase activity. Inorganic complexes have been evaluated for their methanolysis or hydrolysis activity using p-nitrophenyl acetate.

Upstream & downstream products

Downstream products

4-Nitrophenol 2,3,5,6-Tetrafluorophenol acetate 6-nitrocoumarin P-nitrophenyl butyrate (2b,3a,5a,16b,17b)-17-Acetoxy-3-hydroxy-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane 4-nitrophenyl 4-methoxybenzoate

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]

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

Additional notes

DefinitionChEBI: An acetate ester resulting from the formal condensation of the hydroxy group of 4-nitrophenol with the carboxy group of acetic acid.