2-Propenoic acid, 3-(4-nitrophenyl)-

HCID 70156

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 619-89-6
Standard SMILES: O=C(O)C=Cc1ccc([N+](=O)[O-])cc1
InChIKey: XMMRNCHTDONGRJ-UHFFFAOYSA-N
Molecular formula: C9H7NO4
Average molar mass: 193.16 g/mol
Monoisotopic mass: 193.0375077

Names & identifiers

Preferred name: 2-Propenoic acid, 3-(4-nitrophenyl)-
IUPAC: 3-(4-nitrophenyl)prop-2-enoic acid
English name: 4-Nitrocinnamic acid
Molecular formula: C9H7NO4
Molecular weight: 193.16

Names & synonyms

2-Propenoic acid, 3-(4-nitrophenyl)-DTXSID1060710RefChem:482061DTXCID0043183Paranitrozimmtsaure4-Nitrocinnamic acid, predominantly transp-nitro cinnamic acid4-nitro-cinnamic acidSCHEMBL42325orb1680152SCHEMBL278889063-(4-nitrophenyl)-acrylic acid

Show more names

(E)-3-(4-nitrophenyl)acrylic acid3-(4-Nitrophenyl)acrylic acidNSC 2067NSC 638142AKOS B0040904-Nitrociamic acidRARECHEM BK HC P253p-nitro-cinnamicacip-Nitrocinnamic acidOTAVA-BB BB7020401717

XMMRNCHTDONGRJ-UHFFFAOYSA-N3-(4-nitro-phenyl)-acrylic acidAKOS017268922SY018623DB-054037

Database identifiers

CAS: 619-89-6
PubChem CID: 70156
DTXSID: DTXSID1060710

Properties

Computed structural properties

XLogP: 2.1
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: 248

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 200 · 200-202 °C(lit.)
Boiling point: 329.36 °C · 329.36°C (rough estimate)
Density: 1.4058 · 1.4058 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: DMSO
form: Solid
pka: 4.07 · 4.07±0.10(Predicted)
color: Yellow
Water Solubility: insoluble
InChI: InChI=1S/C9H7NO4/c11-9(12)6-3-7-1-4-8(5-2-7)10(13)14/h1-6H,(H,11,12)
InChIKey: XMMRNCHTDONGRJ-ZZXKWVIFSA-N
SMILES: C(O)(=O)C=CC1=CC=C([N+]([O-])=O)C=C1
CAS DataBase Reference: 619 · 619-89-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference: -4 · trans-4-Nitrocinnmic acid(619-89-6)
EPA Substance Registry System: 2 · 2-Propenoic acid, 3-(4-nitrophenyl)- (619-89-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 352000 · GE0352000
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29163990 · 29163990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: GE0352000
hs_code: 29163990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propenoic acid, 3-(4-nitrophenyl)-: INACTIVE

Applications

OccurrenceThe heartwood of Cassia garrettiana.

Uses4-Nitrocinnamic Acid (cas# 619-89-6) is a compound useful in organic synthesis.

Preparation methods · 1 item

PreparationSynthesis of 4-nitrocinnamic acid: 4-nitro-trans-cinnamonitrile, concentrated hydrochloric acid and water were heated and refluxed for 8h, and left standing overnight. The precipitate was filtered out, dissolved in hot 30% sodium hydroxide solution, the insoluble matter was filtered off, the filtrate was acidified with 50% sulfuric acid to precipitate precipitation, the crude product was filtered, and recrystallized with ethanol to obtain 4-nitrocinnamic acid.