Name | 4-Methoxyphenol |
Synonyms | MEHQ Hqmme Mequinol leucodineb Leucobasal Leucodine b Eastman HQMME 4-Methoxyphenol phenoxymethanol 4-mehtoxyphenol 4-Hydroxy anisol 4-Methoxy phenol p-Hydroxyanisole 4-Hydroxy Anisole hydroquinonemethylether Hydroquinone methyl ether 1-Hyroxy-4-methoxy benzene Hydrochinon monomethylether Hydroquinone monomethyl ether ethermonomethyliqued'hydroquinone 4-Methoxyphenol (Hydroquinone monomethyl ether) |
CAS | 150-76-5 |
EINECS | 205-769-8 |
InChI | InChI=1/C7H8O2/c8-6-9-7-4-2-1-3-5-7/h1-5,8H,6H2 |
InChIKey | NWVVVBRKAWDGAB-UHFFFAOYSA-N |
Molecular Formula | C7H8O2 |
Molar Mass | 124.14 |
Density | 1,55 g/cm3 |
Melting Point | 56 °C |
Boling Point | 243°C(lit.) |
Flash Point | >230°F |
Water Solubility | 40 g/L (25 ºC) |
Solubility | Soluble in ethanol, ether, acetone, benzene and ethyl acetate, slightly soluble in water |
Vapor Presure | <0.01 mm Hg ( 20 °C) |
Vapor Density | 4.3 (vs air) |
Appearance | White flake or waxy crystal |
Color | Clear colorless to pale yellow |
Exposure Limit | ACGIH: TWA 5 mg/m3NIOSH: TWA 5 mg/m3 |
BRN | 507924 |
pKa | 10.21(at 25℃) |
PH | 5.1 (30g/l, H2O, 20℃) |
Storage Condition | Store below +30°C. |
Stability | Stable. Combustible. Incompatible with halogens, oxidizing agents. |
Sensitive | Sensitive to light |
Refractive Index | 1.5286 (estimate) |
MDL | MFCD00002332 |
Physical and Chemical Properties | appearance of white crystals |
Use | Mainly used for polymerization inhibitors of vinyl plastic monomers, UV inhibitors, dye intermediates and for the synthesis of edible oils and fats and cosmetics antioxidants such as BHA |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R43 - May cause sensitization by skin contact |
Safety Description | S24/25 - Avoid contact with skin and eyes. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S46 - If swallowed, seek medical advice immediately and show this container or label. |
WGK Germany | 1 |
RTECS | SL7700000 |
TSCA | Yes |
HS Code | 29095090 |
Toxicity | LD50 orally in Rabbit: 1600 mg/kg |
Raw Materials | Hydroquinone Methyl alcohol Sulfuric acid Ethyl Alcohol |
Reference Show more | 1. Yi Gao, Lei Xu, Yang Zhao, Zhengwei You, Qingbao Guan, 3D printing preview for stereo-lithography based on photopolymerization kinetic models, Bioactive Materials, Volume 5, Issue 4, 2020, Pages 798-807, ISSN 2452-199X, https://doi.org/10.1016/j.bioactmat. 2. [IF=8.001] Qing-Lu Song et al."Selective hydrogenolysis of lignin-derived aryl ethers over Co/C@N catalysts."Renew Energ. 2020 Apr;148:729 |
olfactory threshold (Odor Threshold) | 0.0027ppm |
LogP | 1.3 at 20℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | p-hydroxyanisole 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 MEHQ 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. |
use | p-hydroxyanisole 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. It can also be used as antioxidant and pharmaceutical intermediate, and ointment can be used as bleaching agent, decolorant and infrared Z absorber. It is mainly used as polymerization inhibitor, ultraviolet inhibitor, dye intermediate and antioxidant BHA for synthetic edible oil and cosmetics. It is an important intermediate for fine chemical products such as medicine, perfume, pesticide, etc. It can also be used as polymer inhibitor, antioxidant, plasticizer, etc., with a wide range of uses. It 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 p-hydroxyanisole, it can directly participate in polymerization. It 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. Solvent. 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 MEHQ 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. |
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 hydroquinone monomethyl ether. The catalyst is generally Sulfuric acid, heteropoly acid, solid acid, strong acid resin, etc. |
production method | 4-methoxyphenol 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%. |
category | toxic substances |
toxicity classification | poisoning |
acute toxicity | oral administration-rat LD50: 1600 mg/kg; Abdominal cavity-mouse LD50: 250 mg/kg |
stimulation data | skin-rabbit 6000 mg/12 days mild |
flammability hazard characteristics | combustible; fire scene releases spicy and stimulating smoke |
storage and transportation characteristics | warehouse is low temperature, ventilated and dry; Fire prevention; Store separately from strong oxidant |
fire extinguishing agent | water, carbon dioxide, dry powder, sand |
occupational standard | TWA 5 mg/m3; STEL 10 mg/m3 |
auto-ignition temperature | 789 °F |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |