(4-nitrophenyl)methanol

• ChemBase ID: 69778
• Molecular Formular: C7H7NO3
• Molecular Mass: 153.13538
• Monoisotopic Mass: 153.04259309
• SMILES: C(c1ccc(cc1)[N+](=O)[O-])O
• Canonical SMILES: OCc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C7H7NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9H,5H2
• InChIKey: JKTYGPATCNUWKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-nitrophenyl)methanol
• IUPAC Traditional name: 4-nitrobenzyl alcohol; P-nitrobenzyl alcohol
• Synonyms: p-Nitrobenzyl alcohol; 4-Nitrobenzyl alcohol; 4-Nitrobenzyl alcohol; 4-Nitrobenzyl alcohol 98%; 4-Nitrobenzyl alcohol; p-NITROBENZYL ALCOHOL; (4-nitrophenyl)methanol; 4-硝基苯甲醇; 4-硝基苄醇

Database IDs

• CAS Number: 619-73-8
• EC Number: 210-611-6
• MDL Number: MFCD00007376
• Beilstein Number: 1424026
• PubChem SID: 162035503; 24886516; 24897479
• PubChem CID: 69275

CALCULATED PROPERTIES

• Acid pKa: 14.716024
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1458802
• LogD (pH = 7.4): 1.1458802
• Log P: 1.1458802
• Molar Refractivity: 39.1944 cm^3
• Polarizability: 14.68978 Å^3
• Polar Surface Area: 63.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-94 °C; 92-94 °C(lit.); 92-95 °C; 92-95°C; 92-95°C
• Boiling Point: 185 °C/12 mmHg; 185 °C/12 mmHg(lit.); 185°C/12mm; 185°C/12mm
• Flash Point: 180°C; 180°C(356°F)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful/Irritant; IRRITANT
• RTECS: DP0657100
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (HPLC); 95+%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: O2NC6H4CH2OH
• Empirical Formula (Hill Notation): C7H7NO3

DETAILS

MP Biomedicals - 05216280

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155863

(4-Nitrobenzyl alcohol)

Sigma Aldrich - N12821

Packaging
25, 100 g in poly bottle

REFERENCES

• Protection of alcohols as their 4-nitrobenzyl ethers has been carried out, e.g. in the presence of trifluoroacetic anhydride and 2,6-lutidine: Tetrahedron Lett., 31, 389 (1990).
• Selective deprotection at room temperature can be accomplished by sodium dithionite in aqueous acetonitrile: Synth. Commun., 12, 219 (1982). Photolytic cleavage has been employed in the carbohydrate series: J. Org. Chem., 37, 2281, 2285 (1972). For reviews of photoremovable protecting groups, see: Synthesis, 1 (1980); Org. Photochem., 9, 225 (1987). Reduction to the aniline, followed by chemical or electrolytic oxidation has also been reported: Tetrahedron Lett., 31, 389 (1990).
• Has also found use to protect carboxylic acids as their 4-nitrobenzyl esters, particularly in the penicillin and peptide fields. See also 4-Nitrobenzyl bromide, A15236, and 4-Nitrobenzyl chloride, A15749.