3-(4-Nitrophenyl)prop-2-enal

HCID 15614

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Basic information

CAS: 1734-79-8
Standard SMILES: O=CC=Cc1ccc([N+](=O)[O-])cc1
InChIKey: ALGQVMMYDWQDEC-UHFFFAOYSA-N
Molecular formula: C9H7NO3
Average molar mass: 177.16 g/mol
Monoisotopic mass: 177.04259308

Names & identifiers

Preferred name: 3-(4-Nitrophenyl)prop-2-enal
IUPAC: 3-(4-nitrophenyl)prop-2-enal
English name: 4-Nitrocinnamaldehyde
Molecular formula: C9H7NO3
Molecular weight: 177.16

Names & synonyms

3-(4-nitrophenyl)prop-2-enal3-(4-nitrophenyl)propenalSCHEMBL461047SCHEMBL565868(p-nitrophenyl)prop-1-en-3-oneWLZ3287ALGQVMMYDWQDEC-UHFFFAOYSA-NAKOS0252435362-nitro cinnamaldehyde,predominantly transSY026867DB-0439444-NitrocinnamaL

Show more names

P-NITROCINNAMALDEHYDEp-nitro-cinnamaldehyd4-NITROPHENYLACROLEIN4-Nitrocinnamaldehyde4-NitrobenzenepropenalPARA-NITROCINNAMALDEHYDECinnamaldehyde, p-nitro-4-Nitrocinnamaldehyde>p-Nitrocinnamaldehyde,98%

Database identifiers

CAS: 1734-79-8
PubChem CID: 15614
DTXSID: DTXSID7061932

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 62.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 211

Physicochemical properties

Melting point: 140 · 140-143 °C(lit.)
Boiling point: 309.06 °C · 309.06°C (rough estimate)
Density: 1.3312 · 1.3312 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: -20 °C · Inert atmosphere,Store in freezer, under -20°C
form: crystals
Appearance: Yellow to brown Solid
Water Solubility: Insoluble in water.
Sensitive: Air Sensitive
BRN: 1565424 · 1565424
InChI: 1S/C9H7NO3/c11-7-1-2-8-3-5-9(6-4-8)10(12)13/h1-7H/b2-1+
InChIKey: ALGQVMMYDWQDEC-OWOJBTEDSA-N
SMILES: [O-][N+](=O)c1ccc(\C=C\C=O)cc1
CAS DataBase Reference: 1734 · 1734-79-8(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 48 R8LAM7YX · 48R8LAM7YX
EPA Substance Registry System: 2 · 2-Propenal, 3-(4-nitrophenyl)- (1734-79-8)
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-P305+P351+P338-P332+P313-P337+P313
Hazard Codes: Xi
Risk Statements: 36 · 36/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 6650000 · GD6650000
TSCA: TSCA listed
HS Code: 29130000 · 29130000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2

Safety & regulation

Safety data

wgk: 3
tsca: TSCA listed
rtecs: GD6650000
hs_code: 29130000
risk_code: 36/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Chemistry & industry

Applications · 1 item

UsesDoebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4'-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).