3-Nitrocinnamic acid

HCID 687126CAS 1772-76-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(O)/C=C/c1cccc([N+](=O)[O-])c1
InChIKey: WWXMVRYHLZMQIG-SNAWJCMRSA-N
Molecular formula: C9H7NO4
Average molar mass: 193.16 g/mol
Monoisotopic mass: 193.0375077

Overview

3-nitrocinnamic acid is a C-nitro compound comprising trans-cinnamic acid having a nitro group at position 3 on the phenyl ring. It is functionally related to a trans-cinnamic acid.

Names & identifiers

Preferred name: 3-Nitrocinnamic acid
IUPAC: (E)-3-(3-nitrophenyl)prop-2-enoic acid
English name: 3-Nitrocinnamic acid
Molecular formula: C9H7NO4
Molecular weight: 193.16

Names & synonyms

3-Nitrocinnamic acid555-68-0m-Nitrocinnamic acid1772-76-5trans-3-Nitrocinnamic acid(2E)-3-(3-nitrophenyl)prop-2-enoic acid3-Nitrobenzenepropenoic acidCinnamic acid, m-nitro3-(3-nitrophenyl)acrylic acid(2E)-3-(3-nitrophenyl)acrylic acid2-Propenoic acid, 3-(3-nitrophenyl)-, (2E)-CCRIS 1667

Show more names

AKOS B004090RARECHEM BK HC P253OTAVA-BB BB7020401717LABOTEST-BB LT00005570(E)-m-Nitrocinnamic acidTRANS-3-(3-NITROPHENYL)PROPENOIC ACID

Cinnamic acid, m-nitro-(E)-3-(3-Nitrophenyl)-2-propenoic acid(e)-3-nitrocinnamic acidNSC 5408EINECS 209-104-23-(3-Nitrophenyl)-2-propenoic acidtrans-3-(3-Nitrophenyl)acrylic acidAI3-08847

Database identifiers

CAS: 1772-76-5、555-68-0
PubChem CID: 687126
DTXSID: DTXSID40901345
ChEMBL: CHEMBL1771753
ChEBI: CHEBI:60706
UNII: Z5WU65J930
EC Number: 209-104-2
Nikkaji: J9.876K、J95.669D

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 83.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 256

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy

Physical DescriptionOff-white odorless powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 200 · 200-202 °C(lit.)
Boiling point: 75 · 75-76 °C(Press: 0.35 Torr)
Density: 1.411 · 1.411±0.06 g/cm3(Predicted)
storage temp.: 2 · Storage temp. 2-8°C
solubility: slightly sol. in Alcohol
form: powder to crystal
pka: 4.13 · 4.13±0.10(Predicted)
color: White to Light yellow
FDA UNII: 5 WU65J930 · Z5WU65J930
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 352000 · GE0352000
HS Code: 2916.39 · 2916.39.7900

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)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information2-Propenoic acid, 3-(3-nitrophenyl)-, (E)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses ataxia, changes in motor activity, and rigidity in intraperitoneal lethal-dose studies of mice (lethal-dose > 250 mg/kg); [RTECS] A genotoxic nitro compound. [ChemIDplus] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
rtecs: GE0352000
hs_code: 2916.39.7900
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313