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4-Methoxyphenol

4-Methoxyphenol Structure
CAS No.
150-76-5
Chemical Name:
4-Methoxyphenol
Synonyms
MEHQ;MEQUINOL;HYDROQUINONE MONOMETHYL ETHER;P-HYDROXYANISOLE;P-METHOXYPHENOL;Monomethyl ether hydroquinone;PMF;p-Hydroxyanisol;4-HYDROXYANISOLE;Hydroquinone methyl ether
CBNumber:
CB7853133
Molecular Formula:
C7H8O2
Molecular Weight:
124.14
MOL File:
150-76-5.mol
Modify Date:
2024/6/19 22:55:17

4-Methoxyphenol Properties

Melting point 56 °C
Boiling point 243 °C(lit.)
Density 1,55 g/cm3
vapor density 4.3 (vs air)
vapor pressure <0.01 mm Hg ( 20 °C)
refractive index 1.5286 (estimate)
Flash point >230 °F
storage temp. Store below +30°C.
solubility Soluble in acetone, ethyl acetate, ethanol, ether, benzene and carbon tetrachloride.
form Liquid
pka 10.21(at 25℃)
color Clear colorless to pale yellow
PH 5.1 (30g/l, H2O, 20℃)
Odor at 1.00?%?in?dipropylene glycol. phenolic
Odor Threshold 0.0027ppm
Water Solubility 40 g/L (25 ºC)
BRN 507924
Exposure limits ACGIH: TWA 5 mg/m3
NIOSH: TWA 5 mg/m3
Stability Stable. Combustible. Incompatible with halogens, oxidizing agents.
InChIKey NWVVVBRKAWDGAB-UHFFFAOYSA-N
LogP 1.3 at 20℃
CAS DataBase Reference 150-76-5(CAS DataBase Reference)
NIST Chemistry Reference Mequinol(150-76-5)
EPA Substance Registry System p-Methoxyphenol (150-76-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H317-H319-H412
Precautionary statements  P261-P273-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36-43
Safety Statements  24/25-26-37/39-46
OEB B
OEL TWA: 5 mg/m3
WGK Germany  1
RTECS  SL7700000
Autoignition Temperature 789 °F
TSCA  Yes
HS Code  29095090
Toxicity LD50 orally in Rabbit: 1600 mg/kg
NFPA 704
1
2 0

4-Methoxyphenol price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) M18655 4-Methoxyphenol ReagentPlus?, 99% 150-76-5 5G ₹761 2022-06-14 Buy
Sigma-Aldrich(India) M18655 4-Methoxyphenol ReagentPlus?, 99% 150-76-5 100G ₹1948.5 2022-06-14 Buy
Sigma-Aldrich(India) M18655 4-Methoxyphenol ReagentPlus?, 99% 150-76-5 500G ₹3658.85 2022-06-14 Buy
Sigma-Aldrich(India) M18655 4-Methoxyphenol ReagentPlus?, 99% 150-76-5 1KG ₹6343.45 2022-06-14 Buy
Sigma-Aldrich(India) 8.21233 4-Methoxyphenol for synthesis 150-76-5 5G ₹2060 2022-06-14 Buy
Product number Packaging Price Buy
M18655 5G ₹761 Buy
M18655 100G ₹1948.5 Buy
M18655 500G ₹3658.85 Buy
M18655 1KG ₹6343.45 Buy
8.21233 5G ₹2060 Buy

4-Methoxyphenol Chemical Properties,Uses,Production

Chemical Properties

4-Methoxyphenol is a colorless to white, waxy solid with an odor of caramel and phenol. It is a combustible solid. It is used as an inhibitor for acrylic monomers and as a stabilizer for chlorinated hydrocarbons, ethyl cellulose, and UV inhibitors.

Synthesis

4-Methoxyphenol was synthesised according to Oxidation with H2O2 and a Diselenide catalyst.
p-Anisaldehyde (50 mmol) is dissolved in CH2Cl2 (100mL) and (o-NO2PhSe)2 (2 mmol) and 30% H2O2 (13mL, 128 mmol) are added. The mixture is stirred magnetically at room temperature (water bath) for 30 minutes. Insoluble catalyst is removed by filtration and washed with CH2Cl2 (20mL) and water (20mL). It can be reused after drying. To the filtrate and washings, water (100mL) is added, and the layers are separated after shaking. The organic layer is washed subsequently with 10% NaHSO3 (100mL), 10% Na2CO3 (100mL), water (100mL) and dried over Na2SO4. 4-methoxyphenol is obtained by alkaline hydrolysis of the residue. Yield: 93%.

Indications

Mequinol (4-hydroxyanisole) is a substrate of the enzyme tyrosinase and acts as a competitive inhibitor of melanogenesis.

Reactions

4-methoxyphenol(4-MP) may be used in the synthesis of butylated hydroxy anisoles via alkylation with methyl tert-butyl ether over a non-zeolitic solid acidic catalyst. This process is eco-friendly when compared to the Friedel-Crafts alkylation reaction. 4-MP may also react with aqueous nitrous acid to form 2-nitro-4-methoxyphenol and benzoquinone in varying ratios depending on the reaction conditions. 4-MP can be used as a building block in designing β-cyclodextrin 4-methoxyphenol conjugates that can be potential ligands for drug complexation.

General Description

Pink crystals or white waxy solid.

Air & Water Reactions

Sensitive to moisture. Water soluble.

Reactivity Profile

4-Methoxyphenol can react with oxidizing materials.

Hazard

Eye irritant and skin damage.

Health Hazard

4-Methoxyphenol is expected to cause liver and renal toxicity with narcosis, but only at high levels of exposure.

Fire Hazard

Combustible

Safety Profile

Poison by intraperitoneal route. A skin irritant. When heated to decomposition it emits acrid smoke and fumes. See also ETHERS.

Shipping

UN3335 Aviation regulated solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Crystallise 4-methoxyphenol from *benzene, pet ether or H2O, and dry it under vacuum over P2O5 at room temperature. Sublime it in vacuo. [Wolfenden et al. J Am Chem Soc 109 463 1987, Beilstein 6 IV 5717.]

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