ChemicalBook > CAS DataBase List > 4-Methoxyphenol

4-Methoxyphenol

Product Name
4-Methoxyphenol
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
Formula Weight
124.14
MOL File
150-76-5.mol
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4-Methoxyphenol Property

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
Odor
at 1.00?%?in?dipropylene glycol. phenolic
PH
5.1 (30g/l, H2O, 20℃)
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)
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Safety

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
Hazardous Substances Data
150-76-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 1600 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.21233
Product name
4-Methoxyphenol
Purity
for synthesis
Packaging
5G
Price
$23.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21233
Product name
4-Methoxyphenol
Purity
for synthesis
Packaging
25g
Price
$29.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21233
Product name
4-Methoxyphenol
Purity
for synthesis
Packaging
250g
Price
$53.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21233
Product name
4-Methoxyphenol
Purity
for synthesis
Packaging
1kg
Price
$168
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21233
Product name
4-Methoxyphenol
Purity
for synthesis
Packaging
25kg
Price
$1590
Updated
2024/03/01
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4-Methoxyphenol Chemical Properties,Usage,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.

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.

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.

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 Preparation Products And Raw materials

Raw materials

Methanol solution Ethanol Hydroquinone Benzene Methanol 1,4-Benzoquinone Sulfuric acid

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
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View Lastest Price from 4-Methoxyphenol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4-Methoxyphenol 150-76-5
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/Month
Release date
2024-04-28
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Hydroquinone monomethyl ether 150-76-5
Price
US $60.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-15
Hebei Mujin Biotechnology Co.,Ltd
Product
4-Methoxyphenol 150-76-5
Price
US $15.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20tons
Release date
2020-07-01

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