5-Nitrobenzofuran-2-carboxylic acid

HCID 1477128CAS 10242-12-3

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(O)c1cc2cc([N+](=O)[O-])ccc2o1
InChIKey: LZKWLHXJPIKJSJ-UHFFFAOYSA-N
Molecular formula: C9H5NO5
Average molar mass: 207.14 g/mol
Monoisotopic mass: 207.01677226

Names & identifiers

Preferred name: 5-Nitrobenzofuran-2-carboxylic acid
IUPAC: 5-nitro-1-benzofuran-2-carboxylic acid
English name: 5-NITROBENZOFURAN-2-CARBOXYLIC ACID
Molecular formula: C9H5NO5
Molecular weight: 207.14

Names & synonyms

5-Nitrobenzofuran-2-carboxylic acid10242-12-3DTXSID90363111RefChem:304443DTXCID403141585-nitro-1-benzofuran-2-carboxylic acid2-Benzofurancarboxylic acid, 5-nitro-MFCD000605135-Nitro-benzofuran-2-carboxylic acid5-nitrobenzo[b]furan-2-carboxylic acidSCHEMBL654558SCHEMBL14036477

Show more names

BUTTPARK 40\07-635-Nitrocoumarilic Acid5-NITRO-1-BENZOFURAN-2-CARBOXYLATE5-Nitrobenzofuran-2-carboxylic acid 97%

5-nitrocoumarone-2-carboxylic acidSTK195946CS-0016880N10354N-0342-carboxy-5-nitrobenzofuran5-nitro-2-benzofurancarboxylic acidorb3181427

Database identifiers

CAS: 10242-12-3
PubChem CID: 1477128
DTXSID: DTXSID90363111
EC Number: 671-527-7

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 96.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 1
Heavy atoms: 15
Formal charge: 0
Complexity: 287

Physicochemical properties

Melting point: 279 · 279-284 °C
Boiling point: 414 · 414.0±25.0 °C(Predicted)
Density: 1.584 · 1.584±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 2.77 · 2.77±0.30(Predicted)
color: White to Orange to Green
InChI: 1S/C9H5NO5/c11-9(12)8-4-5-3-6(10(13)14)1-2-7(5)15-8/h1-4H,(H,11,12)
InChIKey: LZKWLHXJPIKJSJ-UHFFFAOYSA-N
SMILES: OC(=O)c1cc2cc(ccc2o1)[N+]([O-])=O
CAS DataBase Reference: 10242 · 10242-12-3(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H319
Precautionary statements: 264 · P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-36-22
Safety Statements: 26 · 26-36/37/39
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29329990 · 29329990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (95.1%)

Safety data

wgk: 3
hs_code: 29329990
risk_code: 36/37/38-36-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36/37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H319
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2
Precautionary statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

Chemistry & industry

Applications · 2 items

Uses5-Nitro-benzofuran-2-carboxylic Acid is a reagent used in the synthesis of arylamidobenzofurans.

UsesReactant for:• ;Preparation of arylarylamidobenzofurans via Curtius rearrangement followed by bromination and Suzuki reaction1• ;Synthesis and antibacterial evaluation of nitazoxanide-based analogs2• ;Preparation of Melanin-Concentrating Hormone Receptor 1 antagonist3• ;Synthesis of benzoyl and cinnamoyl nitrogen mustard derivatives of benzoheterocyclic analogs of tallimustine as antitumor agents4