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4-Methoxyphenol

4-Methoxyphenol Structure
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
MDL Number:
MFCD00002332
MOL File:
150-76-5.mol
Last updated:2024-04-26 14:09:12
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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℃
Indirect Additives used in Food Contact Substances 4-METHOXYPHENOL
FDA 21 CFR 177.1010
CAS DataBase Reference 150-76-5(CAS DataBase Reference)
EWG's Food Scores 4-7
FDA UNII 6HT8U7K3AM
ATC code D11AX06
NIST Chemistry Reference Mequinol(150-76-5)
EPA Substance Registry System p-Methoxyphenol (150-76-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
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(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.21233 4-Methoxyphenol for synthesis 150-76-5 5G $23.5 2024-03-01 Buy
Sigma-Aldrich 8.21233 4-Methoxyphenol for synthesis 150-76-5 25g $29.9 2024-03-01 Buy
Sigma-Aldrich 8.21233 4-Methoxyphenol for synthesis 150-76-5 250g $53.5 2024-03-01 Buy
Sigma-Aldrich 8.21233 4-Methoxyphenol for synthesis 150-76-5 1kg $168 2024-03-01 Buy
Sigma-Aldrich 8.21233 4-Methoxyphenol for synthesis 150-76-5 25kg $1590 2024-03-01 Buy
Product number Packaging Price Buy
8.21233 5G $23.5 Buy
8.21233 25g $29.9 Buy
8.21233 250g $53.5 Buy
8.21233 1kg $168 Buy
8.21233 25kg $1590 Buy

4-Methoxyphenol Chemical Properties,Uses,Production

Description

4-Methoxyphenol is a colorless to white, waxy solid with an odor of caramel and phenol. A combustible solid. Molecular weight= 124.15;Boiling point=243℃; Freezing/Melting point=5253℃; Flash point=132℃. Hazard Identification (based on NFPA-704 M Rating System): Health 2, Flammability 1, Reactivity 0. Slightly soluble in water.

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.

Uses

4-Methoxyphenol is an active ingredient and used in dermatology. It is employed as a pharmaceutical drug in skin depigmentation. It is used as polymerization inhibitors. For example, in the radical polymerization of acryaltes and styrene monomers. It is also used as an intermediate in the preparationagrochemicals, liquid crystals. It acts as a stabilizer for the formulation of inks, toners and adhesives. It is mainly used as an additive for textile and leather industries.

Indications

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

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%.

Definition

ChEBI: P-methoxyphenol is a member of phenols and a member of methoxybenzenes. It has a role as a metabolite.

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.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 1479, 1977 DOI: 10.1021/jo00428a054
Synthesis, p. 751, 1983 DOI: 10.1055/s-1983-30501
Tetrahedron Letters, 34, p. 7667, 1993 DOI: 10.1016/S0040-4039(00)61534-4

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

Flammability and Explosibility

Non flammable

Safety Profile

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

Potential Exposure

Mutagen, Primary Irritant. This compound is used in the manufacture of antioxidants, pharmaceuticals, plasticizers, and dyestuffs. It is used as a stabilizer and UV inhibitor in various polymers.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

storage

Protect containers from physical damage. Store in tightly closed containers in a cool, well-ventilated area. Sources of ignition, such as smoking and open flames, are prohibited where 4-methoxyphenol is used, handled, or stored in a manner that could create a potential fire or explosion hazard.

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.]

Incompatibilities

Strong oxidizers, strong bases, acid chlorides, acid anhydrides. Under certain conditions, a dust cloud can probably explode if ignited by a spark or flame.

4-Methoxyphenol synthesis

696-62-8
150-76-5
Synthesis of 4-Methoxyphenol from 4-Iodoanisole

4-Methoxyphenol Preparation Products And Raw materials

Raw materials

Methanol solution Ethanol Hydroquinone Benzene Methanol
1,4-Benzoquinone Sulfuric acid Silane, (1,1-dimethylethyl)(4-methoxyphenoxy)dimethyl- 4-Chloroanisole 4-ALLYLOXYANISOLE
4-Methoxyphenylboronic acid 4-Bromoanisole

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Preparation Products

5-Methoxysalicylic acid N-Isopropylacrylamide 5-Methoxybenzofuran Disperse Red 146 5-Methoxybenzofuran-2-carboxylic acid
Butylated hydroxyanisole 6-METHOXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID N-NONYL ACRYLATE 2-METHOXY-5-(2'-ETHYLHEXYLOXY)BENZENE-1& 2-Hydroxy-5-methoxybenzaldehyde
5-METHOXYBENZOFURAN-2-CARBOXYLIC ACID, ETHYL ESTER 4-methoxyphenyl benzoate 3-Bromo-2,5-dimethoxyaniline 2,3-EPOXYPROPYL-4-METHOXYPHENYL ETHER Disperse Red 146
6-Methoxy-2,2-diMethyl-2h-chroMene

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4-Methoxyphenol Suppliers

Global( 873)Suppliers
Supplier Tel Email Country ProdList Advantage
Jinan Finer Chemical Co., Ltd
+86-531-88989536 +86-15508631887 sales@finerchem.com China 2967 58
Yancheng Green Chemicals Co.,Ltd
+undefined-86-25-86655873 info@royal-chem.com China 114 58
Shandong Zhishang New Material Co., Ltd.
+8617653113209 sales002@sdzschem.com China 3050 58
Hebei Xinsheng New Material Technology Co., LTD. 		+86-16632316109 xinshengkeji@xsmaterial.com China 1100 58
Hebei Saisier Technology Co., LTD 		+86-18400010335 +86-13102810335 admin@hbsaisier.cn China 772 58
Ouhuang Engineering Materials (Hubei) Co., Ltd 		+8617702722807 admin@hbouhuang.com China 2642 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15933 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Supplier Advantage
Jinan Finer Chemical Co., Ltd
58
Yancheng Green Chemicals Co.,Ltd
58
Shandong Zhishang New Material Co., Ltd.
58
Hebei Xinsheng New Material Technology Co., LTD. 		58
Hebei Saisier Technology Co., LTD 		58
Ouhuang Engineering Materials (Hubei) Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55

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p-Hydroxyanisole (MEHQ) pictures 2024-04-28 p-Hydroxyanisole (MEHQ)
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 US $15.00 / kg 1kg 99.912% 10ton Ouhuang Engineering Materials (Hubei) Co., Ltd
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  • Ouhuang Engineering Materials (Hubei) Co., Ltd
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4-Methoxyphenol Spectrum

4-Methoxyphenol(150-76-5)MS4-Methoxyphenol(150-76-5)1HNMR4-Methoxyphenol(150-76-5)13CNMR4-Methoxyphenol(150-76-5)IR14-Methoxyphenol(150-76-5)IR24-Methoxyphenol(150-76-5)Raman

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