CAS 838-57-3 Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl ester (HCID 13281)

Names & identifiers

Preferred name: Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl ester
IUPAC: ethyl 3-(4-nitrophenyl)-3-oxopropanoate
English name: Ethyl 4-nitrobenzoylacetate
Molecular formula: C11H11NO5
Molecular weight: 237.21

Names & synonyms

Ethyl 4-nitrobenzoylacetateBenzenepropanoic acid, 4-nitro-beta-oxo-, ethyl esterBenzenepropanoic acid, 4-nitro-.beta.-oxo-, ethyl esterDTXSID9061201RefChem:563632DTXCID8048369212-656-7838-57-3ethyl 3-(4-nitrophenyl)-3-oxopropanoateethyl 3-oxo-3-(4-nitrophenyl)propanoateEthyl (p-nitrobenzoyl)acetate(4-Nitrobenzoyl)acetic acid ethyl ester

Show more names

AKOS BC-0951Avacopan Impurity 5LABOTEST-BB LT00847933ETHYL 4-NITROBENZOYLACEETHYL 4-NITROBENZOYLACETATEthyl4-Nitrobenzoylacetate>

Ethyl (4-nitrobenzoyl)acetate(p-Nitrobenzoyl)acetic acid ethyl esterMFCD00007357Ethyl 4-nitro-beta-oxobenzenepropanoateETHYL p-NITROBENZOYLACETATEEINECS 212-656-7NSC 62134BRN 1124763

Database identifiers

CAS: 838-57-3
PubChem CID: 13281
DTXSID: DTXSID9061201
ChEMBL: CHEMBL5280614
UNII: E9KY7LH3TA
EC Number: 212-656-7
Nikkaji: J169.153H

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 89.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 17
Formal charge: 0
Complexity: 301

Physicochemical properties

Melting point: 67 · 67-71 °C
Boiling point: 379.74 °C · 379.74°C (rough estimate)
Density: 1.335 · 1.3350 (rough estimate)
refractive index: 1.53 · 1.5300 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 8.7 · 8.70±0.25(Predicted)
color: White to Light yellow to Light orange
BRN: 1124763 · 1124763
InChI: InChI=1S/C11H11NO5/c1-2-17-11(14)7-10(13)8-3-5-9(6-4-8)12(15)16/h3-6H,2,7H2,1H3
InChIKey: NGRXSVFCLHVGKU-UHFFFAOYSA-N
SMILES: C1(C=CC([N+]([O-])=O)=CC=1)C(=O)CC(=O)OCC
CAS DataBase Reference: 838 · 838-57-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 9 KY7LH3TA · E9KY7LH3TA
EPA Substance Registry System: 4 · Benzenepropanoic acid, 4-nitro-.beta.-oxo-, ethyl ester (838-57-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-36/37-26
WGK Germany: 2 · 2
RTECS: 1073500 · AJ1073500
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29183000 · 29183000
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 2
tsca: TSCA listed
rtecs: AJ1073500
hs_code: 29183000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-36/37-26
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenepropanoic acid, 4-nitro-.beta.-oxo-, ethyl ester: INACTIVE

Applications · 2 items

DescriptionEthyl 4-nitrobenzoylacetate is an important chemical reagent, serving as an organic synthesis raw material or pharmaceutical intermediate compound. For instance, ethyl 4-nitrobenzoylacetate can react with 4-azidoquinoline to prepare 1-[quinolyl(4)]-1,2,3-triazoles possessing anti-inflammatory and analgesic properties. It can also be used in asymmetric condensation reactions to synthesise pyridine-thione compounds exhibiting antioxidant and hepatoprotective activities.

UsesReactant involved in:Synthesis of β-1,3-dicarbonyl aldehydes via oxidationKnoevenagel condensation using a lysine catalystCycloisomerization fo rthe synthesis of trisubstituted furansFluorination by HF and iodosylbenzeneIntramolecular Michael addition reactions for synthesis of benzylbutyrolactonesSynthesis of diols via reduction of aromatic and aliphatic ketos estersCross-coupling reactions for stereoselective synthesis of unsymmetrical 1,4-enediones