HYDROQUINONE MONOMETHYL ETHER

Hydroquinone monomethyl ether is a performance chemical and is an organic compound and synthetic derivative of hydroquinone.
Hydroquinone monomethyl ether is commercially manufactured by the hydroxylation of anisole or by free radical reaction between p-benzoquinone and methanol.
Hydroquinone monomethyl ether is used as a Polymerization inhibitor in the manufacturing of Acrylic acids, primarily involved in the manufacturing of acrylic fibres, paints and inks, adhesives, and super absorbent polymers.
Hydroquinone monomethyl ether is also used in the manufacturing of Methacrylic, other Acrylates, Vinyl Acetate Monomer (VAM), Styrene Monomer and in Unsaturated Polyesters, etc.

Hydroquinone monomethyl ether is also used in the agriculture industry.

CAS Number: 150-76-5
EC Number: 205-769-8

IUPAC Name: 4-methoxyphenol

Molecular Weight: 124.14
Molecular Formula: C7H8O2

4-Methoxyphenol, Mequinol, 150-76-5, 4-Hydroxyanisole, p-Hydroxyanisole, p-Methoxyphenol, Phenol, 4-methoxy-, HYDROQUINONE MONOMETHYL ETHER, MEHQ, Leucobasal, Leucodine B, Mechinolum, P-Guaiacol, Novo-Dermoquinona, Hydroquinone methyl ether, HQMME, p-Hydroxymethoxybenzene, para-methoxyphenol, 1-Hydroxy-4-methoxybenzene, Monomethyl ether hydroquinone, PMF (antioxidant), Phenol, p-methoxy-, USAF AN-7, 4-Methoxy-phenol, Mechinolo, Mequinolum, Mono methyl ether hydroquinone, NSC 4960, CCRIS 5531, BMS 181158, BMS-181158, DTXSID4020828, HSDB 4258, UNII-6HT8U7K3AM, NSC-4960, EINECS 205-769-8, 6HT8U7K3AM, MFCD00002332, AI3-00841, NSC4960, DTXCID60828, SOLAGE COMPONENT MEQUINOL, CHEBI:69441, EC 205-769-8, Mequinol (INN), MEQUINOL COMPONENT OF SOLAGE, NCGC00091390-02, MEQUINOL [INN], MEQUINOL (MART.), MEQUINOL [MART.], Mechinolo [DCIT], Mequinolum [INN-Latin], CAS-150-76-5, Mequinol [USAN:INN:DCF], 4methoxyphenol, paramethoxyphenol, p- methoxyphenol, p-methoxy phenol, p-methoxy-phenol, 4-methoxy phenol, Eastman HQMME, para-hydroxyanisole, 4-(methoxy)phenol, 4HA, 4KS, O-methylhydroquinone, para- hydroxyanisole, 4-(methyloxy)phenol, HQME, hydroquinone methylther, MEQUINOL [HSDB], MEQUINOL [USAN], Mequinol (USAN/INN), Mequinol, INN, USAN, MEQUINOL [VANDF], PHENOL,4-METHOXY, hydroxyquinone methyl ether, hydroquinone monomethylether, CHEMBL544, MEQUINOL [WHO-DD], NCIMech_000709, WLN: QR DO1, SCHEMBL21009, hydroquinone mono methyl ether, MLS002454409, MEQUINOL [ORANGE BOOK], GTPL6827, P-HYDROXYANISOLE [INCI], SCHEMBL12015251, BDBM36295, D11AX06, HMS2270F04, HMS3264P13, HMS365208, Pharmakon1600-00212037, 4-Methoxyphenol, analytical standard, Tox21_111125, Tox21_202367, Tox21_302876, CCG-35855, NSC760357, STL199145, AKOS000119852, Tox21_111125_1, AC-3292, AM10685, CS-W019963, DB09516, NSC-760357, PS-3375, SB40551, 4-Methoxyphenol, ReagentPlus(R), 99%, NCGC00091390-01, NCGC00091390-03, NCGC00091390-04, NCGC00256552-01, NCGC00259916-01, BP-23487, HQMME; HYDROXYQUINONE METHYL ETHER, HY-30270, NCI60_004190, SMR001252253, DB-003965, M0123, NS00010661, S4077, SW219760-1, 4-Methoxyphenol, purum, >=98.0% (HPLC), EN300-19649, 4-Methoxyphenol, SAJ first grade, >=97.0%, D04926, P17835, AB00641905_06, AB00641905_07, 809071, SR-01000865565, Q-200491, Q2862455, SR-01000865565-2, BRD-K45216060-001-06-8, F9995-1658, Z104474598, 4-Methoxybenzyl S-(4,6-dimethylpyrimidin-2-yl)thiocarbonate, InChI=1/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H, 2,5-Dihydroxytoluene; 2-Methyl-1,4-benzenediol; Toluhydroquinone;THQ, 4-Hydroxyanisole;Hydroquinone monomethyl ether; MEHQ; O-Methylhydroquinone; p-Hydroxyanisole; Monomethyl ether hydroquinone

Hydroquinone monomethyl ether, also known as 4-Methoxyphenol, is an organic, aromatic compound and a member of the phenols.
Hydroquinone monomethyl ether serves as an active ingredient in the dermatology industry, particularly in the context of skin pigmentation.
Additionally, Hydroquinone monomethyl ether has demonstrated its ability to inhibit polymerization and UV light, making it valuable in various agrochemical applications.
Hydroquinone monomethyl ether also serves as an intermediate compound in the synthesis of agrochemicals.
Moreover, Hydroquinone monomethyl ether acts as a stabilizer in inks, toners, and adhesives.
Furthermore, Hydroquinone monomethyl ether serves as an additive in the textile and leather industry.
With its versatile properties, Hydroquinone monomethyl ether plays a crucial role in multiple industrial sectors.

Hydroquinone monomethyl ether is also used in the agriculture industry.

Stabilizers prevent the inadvertent polymerization of acrylic acid; they work as scavengers.
In practice, hydroquinone monomethyl ether (p-methoxyphenol, MeHQ), among others, has established itself as a standard stabilizer.
Under the process conditions of acrylic acid production, Hydroquinone monomethyl ether is required at high temperatures and in the presence of dissolved atmospheric oxygen for polymerization inhibition.

APPLICATIONS
• Polymerization inhibitor in the manufacturing of Acrylics, Methacrylics, other Acrylates Vinyl Acetate Monomer(VAM), Styrene monomer and in Unsaturated Polyesters etc.
• Stabilizer for chlorinated hydrocarbons and ethyl celllulose, Liquid detergents & Cosmetics.
• Manufacture of Antioxidant, Pharmaceuticals, Plasticizers and Dyestuffs.
• Inhibitor for acrylic monomers and acrylonitriles, UV Inhibitor.

Hydroquinone monomethyl ether, also known as 4-methoxyphenol, is a synthetic derivative of hydroquinone, which belongs to the class of hydroquinone (HQ) derivatives.
Hydroquinone monomethyl ether can be synthesized from hydroquinone itself.
Hydroquinone monomethyl ether falls under the category of methoxyphenols, characterized by having a methoxy group attached to the benzene ring of a phenol.
In the presence of horseradish peroxidase and sodium dodecyl sulfate, Hydroquinone monomethyl ether undergoes polymerization, leading to the formation of poly(4-methoxyphenol).
This process involves using an enzymatic catalyst and a surfactant.
One prominent application of Hydroquinone monomethyl ether is as a skin whitening agent, where it exerts hypo-pigmenting effects.
Additionally, Hydroquinone monomethyl ether finds use as a stabilizer for various substances like chlorinated hydrocarbons, ethyl cellulose, UV inhibitors, and inhibitors for acrylic monomers.
Hydroquinone monomethyl ether exists in a solid form and is soluble in water, displaying weak acidic properties based on its pKa value.
Hydroquinone monomethyl ether is predominantly found in the cytoplasm within cells.
Notably, Hydroquinone monomethyl ether imparts a phenolic taste and can be naturally sourced from anise and sweet marjoram, making it a potential biomarker for the consumption of these food products.
As a depigmenting agent, the precise mechanism of Hydroquinone monomethyl ether′s effects remains unclear.
However, it is believed to act by oxidizing tyrosinase into cytotoxic products within melanocytes, or through competitive inhibition of melanin precursor formation.
Hydroquinone monomethyl ether, visually observed as pink crystals or white waxy solid, shares some similarities with mequinol in its chemical structure.

Hydroquinone monomethyl ether, a derivative of hydroquinone, displays diverse applications ranging from skin whitening to its potential role as a biomarker, while also holding promise as a depigmenting agent with mechanisms that warrant further exploration.
Hydroquinone monomethyl ether 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.
Hydroquinone monomethyl ether may also react with aqueous nitrous acid to form 2-nitro-4-methoxyphenol and benzoquinone in varying ratios depending on the reaction conditions.
Hydroquinone monomethyl ether can be used as a building block in designing β-cyclodextrin 4-methoxyphenol conjugates that can be potential ligands for drug complexation.

Hydroquinone monomethyl ether white flake or waxy crystal, which is mainly used as polymerization inhibitor, ultraviolet inhibitor, dye intermediate and antioxidant BHA for synthesis of edible oils and cosmetics.
Its biggest advantage is that the monomer after adding Hydroquinone monomethyl ether and other monomers do not need to be removed when copolymerizing, it can be directly copolymerized by ternary, and it can also be used as an antioxidant, antioxidant, etc.

Hydroquinone monomethyl ether appears as pink crystals or white waxy solid.
Hydroquinone monomethyl ether is a member of phenols and a member of methoxybenzenes.
Hydroquinone monomethyl ether has a role as a metabolite.

Hydroquinone monomethyl ether is a white, waxy solid with a phenolic, caramel odor.
Also known as Mequinol and MeHQ, Hydroquinone monomethyl ether is soluble in benzene, acetone, and alcohol.
Hydroquinone monomethyl ether is used as an antioxidant to inhibit the radical polymerization of monomers, a phenol in dermatology, and in dyestuffs.

Hydroquinone monomethyl ether is a phenol used in various applications.
Hydroquinone monomethyl ether is used as an inhibitor for acrylic monomers and acrylonitirles, as a stabilizer for chlorinated hydrocarbons and ethyl cellulose, as an ultraviolet inhibitor, as a chemical intermediate in the manufacture of antioxidants, pharmaceuticals, plasticizers, and dyestuffs.
Hydroquinone monomethyl ether is found as an active ingredient in topical drugs used for skin depigmentation indicated for the treatment of solar lentigines.

Hydroquinone monomethyl ether is a synthetic derivate of hydroquinone and depigmenting agent.
Although the exact mechanism of the depigmenting effects of Hydroquinone monomethyl ether remains unclear, it may exert its effect by oxidation of tyrosinase to cytotoxic products in melanocytes.
Hydroquinone monomethyl ether may also act by competitively inhibiting the formation of melanin precursors.

Hydroquinone monomethyl ether is used as an inhibitor of acrylic monomers, a stabilizer of organic solvents, an ultraviolet inhibitor, and a chemical intermediate.

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

Hydroquinone monomethyl ether is widely used as a polymerization inhibitor in the manufacturing & storage of various monomers:
Acrylics, Methacrylics and other Acrylates, Vinyl Acetate Monomers (VAM), Styrene, and unsaturated polyesters. (emulsion polymers, a.k.a. latex).

Hydroquinone monomethyl ether is used as a Stabilizer for chlorinated hydrocarbons and ethyl cellulose, liquid detergents.
Hydroquinone monomethyl ether is also used in the printing ink industry as a polymerization inhibitor.

Hydroquinone Monomethyl Ether is white colored crystalline solid with phenolic odor.
Hydroquinone monomethyl ether is used mainly as polymerization inhibitor for Acrylic acid, Methacrylates etc. and in synthesis of agrochemicals intermediates.
Hydroquinone monomethyl ether is also used as stabilizer for the formulation of inks, adhesives or additives for textile and leather industries.

Hydroquinone monomethyl ether is mainly used as polymerization inhibitors. For example, in the radical polymerization of acrylates and styrene monomers.
Hydroquinone monomethyl ether is also used as an intermediate in the preparation agrochemicals, liquid crystals.
Hydroquinone monomethyl ether acts as a stabilizer for the formulation of inks, toners and adhesives.

Areas Of Application:

• Monomer(Polymerization inhibiter)
• Ink(Polymerization inhibiter)
• Polymerization inhibitor in the manufacturing of Acrylics Methacrylic, (2-Ethylhexyl Acrylate), Styrene Monomer.
• Stabilizer for Cellulose Material, Liquid Detergents, Cosmetics

Hydroquinone monomethyl ether, MeHQ or 4-methoxyphenol, is an organic compound with the formula CH3OC6H4OH.
Hydroquinone monomethyl ether is a phenol with a methoxy group in the para position.
Hydroquinone monomethyl ether is a colorless solid.
Hydroquinone monomethyl ether is used in dermatology and organic chemistry.

Physical Description: Hydroquinone monomethyl ether appears as pink crystals or white waxy solid.
Color / Form: Colorless to white, waxy solid
Odor: Odor of caramel and phenol
Boiling Point: 475 °F at 760 mmHg
Melting Point: 126.5 °F
Flash Point: 269.6 °F
Solubility: Soluble in benzene, carbon tetrachloride; very soluble in ethanol, ether
Density: 1.55 at 68 °F (NTP, 1992) - Denser than water; will sink
Vapor Density: 4.3 (Air = 1)
Vapor Pressure: less than 0.01 mmHg (NIOSH, 2023)
LogP: log Kow = 1.41 at 25 °C
Autoignition Temperature: 790 °F
Ionization Potential: 7.50 eV
Dissociation Constants:
pKa = 10.05 at 23 °C

Hydroquinone monomethyl ether white flake or waxy crystal, which is mainly used as polymerization inhibitor, ultraviolet inhibitor, dye intermediate and antioxidant BHA for synthesis of edible oils and cosmetics.
Its biggest advantage is that the monomer after adding 4-Methoxyphenol and other monomers do not need to be removed when copolymerizing, it can be directly copolymerized by ternary, and it can also be used as an antioxidant, antioxidant, etc.

Hydroquinone monomethyl ether is used as an inhibitor of acrylic monomers, a stabilizer of organic solvents, an ultraviolet inhibitor, and a chemical intermediate.

Hydroquinone monomethyl ether 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.
Hydroquinone monomethyl ether may also react with aqueous nitrous acid to form 2-nitro-4-methoxyphenol and benzoquinone in varying ratios depending on the reaction conditions.
Hydroquinone monomethyl ether can be used as a building block in designing β-cyclodextrin 4-methoxyphenol conjugates that can be potential ligands for drug complexation.

synthesis
Hydroquinone monomethyl ether synthesis methods mainly include anisole method, hydroquinone method and benzaldehyde method.
At present, the most widely used method is hydroquinone method, that is, hydroquinone is used as raw material, dimethyl sulfate, methanol, dimethyl carbonate, etc. are used as methylating agents to synthesize 4-methoxyphenol.
The catalyst is generally Sulfuric acid, heteropoly acid, solid acid, strong acid resin, etc.

production method
Hydroquinone monomethyl ether can be prepared by using hydroquinone as raw material, dimethyl sulfate as methylating agent, or methanol as methylating agent under high temperature, high pressure and catalysis.
Another newer method is the reaction of hydroquinone with methanol in the presence of p-benzoquinone.
Methanol and concentrated sulfuric acid are mixed evenly, hydroquinone is added, heated and refluxed, and the methanol solution of p-benzoquinone is added dropwise for 3 hours.
Cool, neutralize with 40% sodium hydroxide solution, and filter out sodium sulfate precipitate.
After methanol is recovered from the filtrate, it is extracted with ether, the extract is evaporated to remove ether, then it is distilled under reduced pressure, and the 110-112 ℃(0.53kPa) fraction is collected to obtain the finished product.
The yield was 76%.

Hydroquinone monomethyl ether is a high-efficiency polymerization inhibitor for unsaturated polyester resin, methyl methacrylate, acrylic, vinyl acetate, etc.
Stabilizer of polymers such as polyvinyl chloride and polymethacrylic acid.
Hydroquinone monomethyl ether can also be used as antioxidant and pharmaceutical intermediate, and ointment can be used as bleaching agent, decolorant and infrared Z absorber.
Hydroquinone monomethyl ether is mainly used as polymerization inhibitor, ultraviolet inhibitor, dye intermediate and antioxidant BHA for synthetic edible oil and cosmetics.
Hydroquinone monomethyl ether is an important intermediate for fine chemical products such as medicine, perfume, pesticide, etc.
Hydroquinone monomethyl ether can also be used as polymer inhibitor, antioxidant, plasticizer, etc., with a wide range of uses.
Hydroquinone monomethyl ether is mainly used to produce acrylonitrile, acrylic acid and its esters, methacrylic acid and its esters and other alkenyl monomer inhibitors.
Its biggest advantage is that when used, there is no need to remove Hydroquinone monomethyl ether, it can directly participate in polymerization.
Hydroquinone monomethyl ether is also used for the synthesis of antioxidant, plasticizer and food additive (BHA).
• Solvent.
• Acrylic acid and acrylonitrile monomer inhibitor.
• UV inhibitors.
• Manufacture of antioxidants.
• Dye preparation.
Hydroquinone monomethyl ether is used as polymerization inhibitor for vinyl plastic monomers; UV inhibitors; dye intermediates and antioxidant BHA (3-terbutyl-4-hydroxyanisole) for the synthesis of edible oils and cosmetics.
Its biggest advantage is that the monomer after adding Hydroquinone monomethyl ether and other monomers do not need to be removed when copolymerizing, it can be directly copolymerized by ternary, and it can also be used as an antioxidant, antioxidant, etc.

Hydroquinone monomethyl ether can be synthesized from hydroquinone itself.
Hydroquinone monomethyl ether falls under the category of methoxyphenols, characterized by having a methoxy group attached to the benzene ring of a phenol.
In the presence of horseradish peroxidase and sodium dodecyl sulfate, mequinol undergoes polymerization, leading to the formation of poly(4-methoxyphenol).
This process involves using an enzymatic catalyst and a surfactant.
One prominent application of 4-methoxyphenol is as a skin whitening agent, where it exerts hypo-pigmenting effects.
Additionally, Hydroquinone monomethyl ether finds use as a stabilizer for various substances like chlorinated hydrocarbons, ethyl cellulose, UV inhibitors, and inhibitors for acrylic monomers.
Hydroquinone monomethyl ether exists in a solid form and is soluble in water, displaying weak acidic properties based on its pKa value.
Hydroquinone monomethyl ether is predominantly found in the cytoplasm within cells.
Notably, Hydroquinone monomethyl ether imparts a phenolic taste and can be naturally sourced from anise and sweet marjoram, making it a potential biomarker for the consumption of these food products.
As a depigmenting agent, the precise mechanism of mequinol′s effects remains unclear.

Use in dermatology
Hydroquinone monomethyl ether is a common active ingredient in topical drugs used for skin depigmentation.
Hydroquinone monomethyl ether is used as a topical drug mequinol is often mixed with tretinoin, a topical retinoid.
A common formulation for this drug is an ethanolic solution of 2% mequinol and 0.01% tretinoin by mass.
Dermatologists commonly prescribe the drug to treat liver spots.

Lower dosages of Hydroquinone monomethyl ether have been used in conjunction with a Q-switched laser to depigment skin in patients with disseminated idiopathic vitiligo.

Organic chemistry
In organic chemistry Hydroquinone monomethyl ether is used as a polymerisation inhibitor (e.g. acrylates or styrene monomers).

Hydroquinone monomethyl ether can be produced from p-benzoquinone and methanol via a free radical reaction.

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.