3-(3-nitrophenyl)prop-2-enoic acid

• ChemBase ID: 57142
• Molecular Formular: C9H7NO4
• Molecular Mass: 193.15618
• Monoisotopic Mass: 193.03750771
• SMILES: c1ccc(cc1/C=C/C(=O)O)[N+](=O)[O-]
• Canonical SMILES: OC(=O)/C=C/c1cccc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C9H7NO4/c11-9(12)5-4-7-2-1-3-8(6-7)10(13)14/h1-6H,(H,11,12)/b5-4+
• InChIKey: WWXMVRYHLZMQIG-SNAWJCMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3-nitrophenyl)prop-2-enoic acid; (2E)-3-(3-nitrophenyl)prop-2-enoic acid
• IUPAC Traditional name: 3-(3-nitrophenyl)prop-2-enoic acid; m-nitrocinnamic acid
• Synonyms: 3-Nitrocinnamic acid; 3-Nitrocinnamic acid 98%; (2E)-3-(3-Nitrophenyl)acrylic acid; trans-3-(3-Nitrophenyl)acrylic acid; trans-3-Nitrocinnamic acid; 3-Nitrocinnamic acid; 3-[3-Nitrophenyl]-2-propenoic acid; m-NITROCINNAMIC ACID; 3-(3-nitrophenyl)acrylic acid; 3-(3-nitrophenyl)prop-2-enoic acid; 3-Nitrocinnamic acid, predominantly trans; 反式-3-(3-硝基苯基)丙烯酸; 反式-3-硝基肉桂酸; 3-硝基肉桂酸,主要为反式

Database IDs

• CAS Number: 555-68-0
• EC Number: 209-104-2
• MDL Number: MFCD00007277
• Beilstein Number: 1872713; 2211201
• Merck Index: 146595
• PubChem SID: 24847948; 162061905; 24886647
• PubChem CID: 687126

CALCULATED PROPERTIES

• Acid pKa: 3.3090637
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.098179765
• LogD (pH = 7.4): -1.3480949
• Log P: 2.0760705
• Molar Refractivity: 49.3804 cm^3
• Polarizability: 18.12846 Å^3
• Polar Surface Area: 80.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-202 °C(lit.); 200-205 °C; 202 - 204°C; 202-204°C; 202-206°C
• Hydrophobicity(logP): 1.982

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: GE0352000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (T); 95%; 97%; 98%
• Grade: purum
• Linear Formula: O2NC6H4CH=CHCO2H

DETAILS

MP Biomedicals - 02155877

(3-Nitrocinnamic acid; 3-[3-Nitrophenyl]-2-propenoic acid)

MP Biomedicals - 05207416

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 130192

Packaging
25 g in glass bottle

REFERENCES

• Selective reduction of the olefinic double bond in the presence of the nitro group has been achieved in high yield with diimide, generated from Hydroxylamine-O-sulfonic acid, A12560 and hydroxylamine sulfate: J. Med. Chem., 38, 636 (1995).