4-methoxyphenol

• ChemBase ID: 69685
• Molecular Formular: C7H8O2
• Molecular Mass: 124.13722
• Monoisotopic Mass: 124.0524295
• SMILES: c1(ccc(cc1)OC)O
• Canonical SMILES: COc1ccc(cc1)O
• InChI: InChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3
• InChIKey: NWVVVBRKAWDGAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxyphenol
• IUPAC Traditional name: methoxyphenol
• Synonyms: HYDROQUINONE MONOMETHYL ETHER; 4-Hydroxyanisole; 4-MP; HQMME; MEHQ; MQ-F; 4-Methoxyphenol; p-Hydroxyanisole; 4-Methoxyphenol; Hydroquinone monomethyl ether; p-METHOXYPHENOL; ''para''-Guaiacol; Mequinol; 4-Methoxyphenol; p-Methoxyphenol; 1-Hydroxy-4-methoxybenzene; BMS 181158; Hydroquinone Methyl Ether; Leucobasal; Leucodine B; Mechinolum; Mequinol; NSC 4960; Novo-Dermoquinona; PMF; p-Guaiacol; p-Hydroxyanisol; p-Hydroxymethoxybenzene; 4-Hydroxyanisole; 对羟基苯甲醚; 氢醌单甲醚; 4-甲氧基苯酚

Database IDs

• CAS Number: 150-76-5
• EC Number: 205-769-8
• MDL Number: MFCD00002332
• Beilstein Number: 507924
• PubChem SID: 162035411; 24896699; 24878473
• PubChem CID: 9015
• ATC CODE: D11AX06
• CHEMBL: 544
• Chemspider ID: 8665
• KEGG ID: D04926
• Unique Ingredient Identifier: 6HT8U7K3AM
• Wikipedia Title: Mequinol
• Medline Plus: a682437

CALCULATED PROPERTIES

• Acid pKa: 9.940503
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5119935
• LogD (pH = 7.4): 1.5107667
• Log P: 1.5120093
• Molar Refractivity: 34.5021 cm^3
• Polarizability: 13.446932 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 53 °C (127 °F); 54-56 °C; 55-57 °C(lit.); 55-57°C; 55-58°C; 56-58°C
• Boiling Point: 243 °C (469 °F); 246 °C (475 °F); 243 °C(lit.); 243°C; 243-246°C
• Flash Point: 132 °C; 132°C; 132°C(269°F); 269.6 °F
• Auto Ignition Point: 421 °C (790 °F); 789 °F
• Density: 1.55 at 20 °C (water = 1); 1.550
• Vapor Pressure: <0.01 mmHg ( 20 °C); Low, less than 0.0013 kPa (0.01 mm Hg) at 20 °C
• Vapor Density: 4.3 (air = 1); 4.3 (vs air)

Safety Information

• Storage Condition: 2-8°C, Desiccate, Protect from light; Refrigerator
• Storage Warning: Harmful/Irritant/Moisture Sensitive/Air Sensitive/Light Sensitive/Store under Argon; IRRITANT
• RTECS: SL7700000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-36-43; R:22-36-43
• Safety Statements: 24/25-26-37/39-46; S:26-46-24/25-37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H319; H302-H319-H317
• GHS Precautionary statements: P280A-P262-P301+P310-P305+P351+P338-P315; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: Others
• Admin Routes: Topical
• Legal Status: Rx-only, Unscheduled (US); Unscheduled; Unscheduled (Canada)

Product Information

• Purity: ≥97.0%; ≥98.0% (HPLC); 95+%; 97%; 98%; 98+%; 98-99%; 99%
• Grade: purum; ReagentPlus®; SAJ first grade
• Salt Data: Free Base
• Impurities: ≤2% hydroquinone dimethyl ether
• Linear Formula: CH3OC6H4OH

DETAILS

MP Biomedicals - 02151627

Crystalline
Purity: 98-99%

MP Biomedicals - 05212538

MP Biomedicals Rare Chemical collection

Sigma Aldrich - M18655

Packaging
1 kg in poly bottle
100, 500 g in poly bottle
5 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Primary OH groups can be protected as 4-methoxyphenyl ethers by Mitsunobu alkylation. These are stable to aqueous acid or base at 100⁰, high pressure hydrogenation, ozonolysis, LiAlH₄, or Cr(VI) reagents. Deprotection can be effected with CAN: Tetrahedron Lett., 26, 6291 (1985); 29, 1389 (1988), or anodic oxidation: Carbohydr. Res., 277, 321 (1995).
• For a study of the direct dilithiation of alkoxyphenols, see: J. Org. Chem., 55, 3902 (1990).