4-nitrobenzaldehyde

• ChemBase ID: 75837
• Molecular Formular: C7H5NO3
• Molecular Mass: 151.1195
• Monoisotopic Mass: 151.02694303
• SMILES: O=Cc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: O=Cc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H
• InChIKey: BXRFQSNOROATLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrobenzaldehyde
• IUPAC Traditional name: 4-nitrobenzaldehyde
• Synonyms: p-NITROBENZALDEHYDE; p-Nitrobenzaldehyde; 4-Nitrobenzaldehyde; 4-Nitrobenzaldehyde; 对硝基苯甲醛; 4-硝基苯甲醛

Database IDs

• CAS Number: 555-16-8
• EC Number: 209-084-5
• MDL Number: MFCD00007346
• Beilstein Number: 386796
• Merck Index: 146587
• PubChem SID: 24886452; 162040755; 24847946
• PubChem CID: 541
• CHEMBL: 164236
• Chemspider ID: 526
• Wikipedia Title: 4-Nitrobenzaldehyde

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6257323
• LogD (pH = 7.4): 1.6257323
• Log P: 1.6257323
• Molar Refractivity: 38.9625 cm^3
• Polarizability: 14.139402 Å^3
• Polar Surface Area: 60.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: slightly yellowish crystalline powder
• Melting Point: 103 - 106°C (source); 103-106 °C; 103-106 °C(lit.); 103-106°C; 104-106 °C; 104-106°C
• Density: 1.496

Safety Information

• Storage Warning: Air Sensitive; Irritant/Air Sensitive/Store under Argon
• RTECS: CU7350000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38; 36-43-52/53; R:36/37/38; R36 R43 R52/53
• Safety Statements: 26-36/37-61; 26-37; S:20-25-26-37/39; S26 S36/37 S61
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: 317, 319; H315-H319-H335; H317-H319
• GHS Precautionary statements: 280, 305+351+338; P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC); ≥99.0%; ≥99.0% (HPLC); 98%; 99%
• Grade: purum
• Ignition Residue: ≤0.05%
• Quality: for spectrophotometric det. of amino sugars
• Linear Formula: O2NC6H4CHO

DETAILS

MP Biomedicals - 05212202

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 130176

Packaging
10, 25, 100 g in glass bottle

Sigma Aldrich - 72800

Other Notes
Reagent for the spectrophotometric det. of amino carbohydrates1

REFERENCES

• 1,3-Oxathiolanes (see 2-Mercaptoethanol, A15890) can be selectively cleaved in the presence of dithioacetals using 4-nitrobenzaldehyde catalyzed by TMS-OTf: J. Chem. Soc., Chem. Commun., 1937 (1994). This combination has been used for conversion of thioketones to ketones: Tetrahedron Lett., 36, 2277 (1995).