(4,5-dimethoxy-2-nitrophenyl)methanol

• ChemBase ID: 52394
• Molecular Formular: C9H11NO5
• Molecular Mass: 213.18734
• Monoisotopic Mass: 213.06372246
• SMILES: C(c1c(cc(c(c1)OC)OC)[N+](=O)[O-])O
• Canonical SMILES: COc1cc([N+](=O)[O-])c(cc1OC)CO
• InChI: InChI=1S/C9H11NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-4,11H,5H2,1-2H3
• InChIKey: WBSCOJBVYHQOFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4,5-dimethoxy-2-nitrophenyl)methanol
• IUPAC Traditional name: (4,5-dimethoxy-2-nitrophenyl)methanol
• Synonyms: 4,5-Dimethoxy-2-nitrobenzyl alcohol; 6-Nitroveratryl alcohol; 4,5-Dimethoxy-2-nitrobenzyl alcohol 98%; 4,5-Dimethoxy-2-nitrobenzyl alcohol; (4,5-Dimethoxy-2-nitrophenyl)methanol; 6-硝基藜卢基醇; 4,5-二甲氧基-2-硝基苯甲醇

Database IDs

• CAS Number: 1016-58-6
• EC Number: 213-806-4
• MDL Number: MFCD00014701
• Beilstein Number: 1880093
• PubChem SID: 24864489; 162057157
• PubChem CID: 66097

CALCULATED PROPERTIES

• Acid pKa: 14.20638
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8305377
• LogD (pH = 7.4): 0.8305376
• Log P: 0.83053774
• Molar Refractivity: 52.1208 cm^3
• Polarizability: 19.802954 Å^3
• Polar Surface Area: 81.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-148°C; 145-148 °C; 145-148 °C(lit.); 145-148°C

Safety Information

• Storage Warning: IRRITANT; Light Sensitive
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC); 98%
• Grade: purum
• Linear Formula: O2NC6H2(OCH3)2CH2OH

DETAILS

Sigma Aldrich - 392847

Packaging
10 g in glass bottle

Sigma Aldrich - 38764

Other Notes
Photolabile protecting group1,2,3

REFERENCES

• Reagent for the protection of alcohols, etc., as ethers which can be cleaved by photolysis involving intramolecular rearrangement to derivatives of o-nitrosobenzaldehyde, which are readily cleaved by hydrolysis: J. Am. Chem. Soc., 92, 6333 (1970); J. Org. Chem., 37, 2281, 2285 (1972).
• For reviews of photochemical protecting groups in organic synthesis, see: Synthesis, 1 (1980); Org. Photochem., 9, 225 (1987).