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High quality Anisole supplier in China
Cas No: 100-66-3
No Data 1 Kilogram 2000 Metric Ton/Year Simagchem Corporation Contact Supplier
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USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Anisole
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No Data 1 Kilogram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
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Amadis Chemical offer CAS#100-66-3;CAT#A800255
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No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Anisole CAS:100-66-3
Cas No: 100-66-3
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
TIANFU-CHEM CAS NO.100-66-3 Anisole
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No Data 1 Kilogram 1 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier
Anisole
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USD $ 12.0-12.0 / Metric Ton 1 Metric Ton 100 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
BLOOM TECH Advanced API/Technology support Anisole CAS 100-66-3
Cas No: 100-66-3
No Data 1 Gram 3 Metric Ton/Month Shaanxi BLOOM TECH Co.,Ltd Contact Supplier

100-66-3 Usage

Product Features

Anisole, also known as anise ether, methoxybenzene methyl phenyl ether, is a colorless liquid with an odor of anise, sweet, naturally present in the tarragon oil, insoluble in water, soluble in alcohol, ether, acetone, soluble in benzene. It irritates the eyes and mucous membranes. It is obtained originally from distilled methyl salicylate or methoxybenzoate, is now mainly produced through the reaction of methylating agent of dimethyl sulfate with phenol in alkaline aqueous solution. Anisole is prone to start Electrophilic substitution reaction in aromatic nucleus, and condensed with formaldehyde to produce viscous oil or resin material, reacts with phosphorus trichloride to produce chlorine anisole and a small amount of o-chloro product, reacts with thionyl chloride to produce 2,4,6-trichloroanisole. In addition, anisole is heated to react with hydrobromic or hydroiodic, carbon-oxygen bond cleaves, phenol and halogenated methane is produced, which is an important method for determining methoxy group of benzene ring.

Toxicity

GRAS (FEMA). LD50 3700 mg/kg (rat, oral).

Toxicity

Anisole has acute toxicity, LD50: 3700mg/kg (oral in rats); 2800mg/kg (oral in mice). Rabbit percutaneous: 500mg (24h), moderate stimulation. Anisole is also mutagenic, causing DNA inhibition, 25 μmol/L in human lymphocytes.

Limited use

FEMA (mg/kg): Soft drinks 9.0, cold 16, confectionery51, bakery 34. limited in moderation (FDA§172.515,2000).

Chemical properties

It is a colorless liquid, with an aromatic odor, insoluble in water, soluble in alcohol, ether.

Uses

1. GB2760-1996 stipulates it as allowable usable spices in food. It is mainly used for the preparation of vanilla, fennel and beer flavor. 2. It is used for analyzing the reagents, solvents, and used for preparing perfumery and enteral pesticides. 3. It is used for the production of perfumes, dyes, pharmaceuticals, pesticides, also used as a solvent. 4. It is used in organic synthesis, also used as solvents, perfume and insect repellent. 5. It is used as solvents for recrystallization, fillers of thermostat, and used for measuring refractive index, as spices and organic synthesis intermediates.

Production method

It is produced through the reaction of methylating agent of dimethyl sulfate with phenol in alkaline aqueous solution. Phenol was mixed with sodium hydroxide solution, dimethyl sulfate was slowly added at below 10 ℃. And then heat to 40 ℃, reflux for 18h, then stand for separation of the oil and dried with anhydrous calcium chloride, vacuum distillation to obtain anisole. It is derived by introducing the methyl chloride into the sodium phenol of liquid ammonia to react. It is generated from heating phenol and methanol. It is obtained from the reaction of phenol with dimethyl sulfate in the presence of sodium hydroxide.

Category

Flammable liquid

Toxicity grading

Moderate toxicity

Acute toxicity

Oral-rat LD50: 3700 mg/kg. Oral-Mouse LD50: 2800 mg/kg

Stimulus data

Skin-rabbit 500 mg/24 hours moderate

Flammability hazard characteristics

In case of fire, high temperature, strong oxidants, it is combustible. Burning discharges irritative smoke.

Storage feature

complete package, with care, warehouse ventilation, away from open flame, heat, and stored separately from oxidants

Extinguishing agents

Foam, carbon dioxide, dry sandy, soil

Occupational standards

STEL 10 mg/m3

Chemical Properties

Clear straw colored liquid

Chemical Properties

Anisole is a colorless to yellowish liquid with an agreeable, aromatic, spicy-sweet odor.

Chemical Properties

Anisole has a characteristic pleasant, anise-like, agreeable aromatic odor.Anisole is used in perfumery.

Occurrence

Reported found in apple juice and in the oil of Artemisia dracunculus var. turkestanica; also reported found in butter, Camembert cheese, roasted beef, olive (Olea europae), Malay apple, Jerusalem artichoke (Helianthus tuberosus), Bourbon vanilla, truffles, crab and sopadilla fruit (Achras sapota L.).

Uses

A biochemical for proteomics research.

Uses

In perfumery, in organic syntheses.

Uses

Anisole is widely used as a solvent for the synthesis of various organic compounds, anethole, nonylphenol isomer 4-(3',6'-dimethyl-3-heptyl)phenol, perfumes, insect pheromones and pharmaceuticals. It finds application in the preparation of inorganic complexes and materials such as tin-core/tin oxide nanoparticles.

Uses

Anisole is an organic compound with the chemical formula C7H8O with a pleasant anise-like aroma, used in organic synthesis and also as a solvent, fragrance and insect repellent. For organic synthesis, it is also used as solvent, fragrance and insect repellent.

Preparation

By reacting phenol and dimethyl sulfate in the presence of aqueous NaOH; by passing methyl chloride into a suspension of sodium phenolate in liquid ammonia

Definition

ChEBI: A monomethoxybenzene that is benzene substituted by a methoxy group.

Aroma threshold values

Detection: 50 ppb

Synthesis Reference(s)

Canadian Journal of Chemistry, 40, p. 441, 1962 DOI: 10.1139/v62-070Journal of the American Chemical Society, 88, p. 4271, 1966 DOI: 10.1021/ja00970a037Organic Syntheses, Coll. Vol. 1, p. 58, 1941

General Description

A clear straw-colored liquid with an aromatic odor. Insoluble in water and the same density as water. Vapors heavier than air. Flash point 125°F. Boiling point 307°F. Moderately toxic by ingestion. A skin irritant. Used to make perfumes, flavorings and as a solvent.

Air & Water Reactions

Flammable. Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid. Insoluble in water

Reactivity Profile

Ethers, such as Anisole can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Safety Profile

Moderately toxic by ingestion and inhalation. A skin irritant. A flammable liquid. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid fumes.

Potential Exposure

Anisole is used as a solvent; a flavoring, vermicide, making perfumes; and in organic synthesis.

Shipping

UN2222 Anisole, Hazard Class: 3; Labels: 3- Flammable liquid.

Purification Methods

Shake anisole with half its volume of 2M NaOH, and the emulsion is allowed to separate. Repeat three times, then wash twice with water, dry over CaCl2, filter, dry over sodium wire and finally distil it from fresh sodium under N2 using a Dean-Stark trap (samples in the trap being rejected until free from turbidity) [Caldin et al. J Chem Soc, Faraday Trans 1 72 1856 1976]. Alternatively dry it with CaSO4 or CaCl2, or by refluxing with sodium or BaO with crystalline FeSO4 or by passage through an alumina column. Traces of phenols are removed by prior shaking with 2M NaOH, followed by washing with water. It has been be purified by zone refining. [Beilstein 6 IV 548.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
InChI:InChI=1/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3

100-66-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (A0492)  Anisole  >99.0%(GC) 100-66-3 25g 105.00CNY Detail
TCI America (A0492)  Anisole  >99.0%(GC) 100-66-3 500g 400.00CNY Detail
Alfa Aesar (A12997)  Anisole, 99%    100-66-3 500g 377.0CNY Detail
Alfa Aesar (A12997)  Anisole, 99%    100-66-3 2500g 1376.0CNY Detail
Alfa Aesar (A12997)  Anisole, 99%    100-66-3 10000g 2213.0CNY Detail
Sigma-Aldrich (296295)  Anisole  anhydrous, 99.7% 100-66-3 296295-100ML 1,060.02CNY Detail
Sigma-Aldrich (296295)  Anisole  anhydrous, 99.7% 100-66-3 296295-1L 1,432.08CNY Detail
Sigma-Aldrich (296295)  Anisole  anhydrous, 99.7% 100-66-3 296295-2L 2,021.76CNY Detail
Sigma-Aldrich (123226)  Anisole  ReagentPlus®, 99% 100-66-3 123226-250ML 691.47CNY Detail
Sigma-Aldrich (123226)  Anisole  ReagentPlus®, 99% 100-66-3 123226-1L 1,432.08CNY Detail
Sigma-Aldrich (123226)  Anisole  ReagentPlus®, 99% 100-66-3 123226-2.5L 2,183.22CNY Detail
Sigma-Aldrich (123226)  Anisole  ReagentPlus®, 99% 100-66-3 123226-18L-CS 12,273.30CNY Detail

100-66-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name anisole

1.2 Other means of identification

Product number -
Other names Anizol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-66-3 SDS

100-66-3Synthetic route

methyl iodide
74-88-4

methyl iodide

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With potassium hydroxide; acyclic polyethylene oxides In dichloromethane; water for 0.5h;100%
With aluminum oxide; potassium fluoride In N,N-dimethyl-formamide for 1h; Product distribution; Ambient temperature; other phenols and alcohols, other alkylating agents, other reagents and solvents, var. time;100%
With potassium hydroxide; Aliquat 336 at 20℃; for 5h;99%
5-(2-methoxy-phenoxy)-1-phenyl-1H-tetrazole
17743-22-5

5-(2-methoxy-phenoxy)-1-phenyl-1H-tetrazole

A

1-phenyl-5-hydroxytetrazole
5097-82-5

1-phenyl-5-hydroxytetrazole

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With hydrazine hydrate; palladium on activated charcoal In ethanol; water; benzene for 1.83333h; Ambient temperature;A n/a
B 100%
palladium on activated charcoal In ethanol; benzene Mechanism; Product distribution; various reagents, temperatures and reaction times;
With sodium hypophosphite; palladium on activated charcoal In ethanol; benzene at 80℃; Relative steady-state rates, relative extrapolated intercepts;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With hydrogen In methanol at 70℃; under 750.075 Torr; for 0.333333h;100%
With LiCrH4*2LiCl*2THF In tetrahydrofuran at 25℃; for 12h;98%
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -58℃; for 0.000861111h;
Stage #2: With methanol In tetrahydrofuran; hexane at -58℃; for 0.000436111h;
92%
3-methoxyphenyl bromide
2398-37-0

3-methoxyphenyl bromide

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With tetraphenyldisilane; cesium fluoride In acetonitrile at 100℃; for 0.0833333h;100%
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;85%
With N,N,N,N,-tetramethylethylenediamine; C39H46IrN4 In acetonitrile at 45℃; for 48h; Sealed tube; Glovebox; Inert atmosphere;80%
para-iodoanisole
696-62-8

para-iodoanisole

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; di-tert-butyl peroxide In tetrahydrofuran for 1.5h; Irradiation;100%
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h;96%
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;95%
1-methoxycyclohexa-1,4-diene
2886-59-1

1-methoxycyclohexa-1,4-diene

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 25℃; for 1h;100%
In acetone at 0℃; for 1h;90%
With manganese(IV) oxide In methyl cyclohexane at 70℃; for 16h;43%
With tris(1,10-phenantholine)iron(III) perchlorate In acetonitrile at -30℃; Rate constant; other reagent;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h;100%
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h; Product distribution; other catalysts, other reaction conditions, other phenols;100%
With tetrabutylammomium bromide; potassium carbonate at 93℃; for 5h;99%
potassium phenolate
100-67-4

potassium phenolate

methyl iodide
74-88-4

methyl iodide

A

methoxybenzene
100-66-3

methoxybenzene

B

KI

KI

Conditions
ConditionsYield
acyclic polyethylene oxides In benzene at 25℃;A 100%
B n/a
4-methoxyphenyl(m-carboran-9-yl)iodonium tetrafluoroborate
99506-45-3

4-methoxyphenyl(m-carboran-9-yl)iodonium tetrafluoroborate

sodium chloride
7647-14-5

sodium chloride

A

9-iodo-m-carborane
17157-02-7

9-iodo-m-carborane

B

9-chloro-m-carborane
17819-85-1

9-chloro-m-carborane

C

para-iodoanisole
696-62-8

para-iodoanisole

D

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
In chloroform; water mixt. of aryl(m-carboran-9-yl)iodonium tetrafluoroborate, NaCl, water and chloroform was vigorously stirred under reflux at 56°C, 2-2.5 h; internal standard (chlorobenzene) added and org. layer was analysed by GLC;A 0%
B 100%
C 100%
D 0%
2-bromoanisole
578-57-4

2-bromoanisole

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); formaldehyd; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;99%
With butyl magnesium bromide; zirconocene dichloride for 12h; Ambient temperature;98%
With lithium aluminium tetrahydride In 1,2-dimethoxyethane at 35℃; for 4h; ultrasonic acceleration of reduction;98%
4-iodoanisol
529-28-2

4-iodoanisol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With triethylamine In water at 25℃; for 1h; UV-irradiation;99%
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;98%
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h;95%
4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With lithium borohydride; C22H19F3N4NiO2S In tetrahydrofuran at 70℃; for 24h; Reagent/catalyst;99%
With lithium borohydride; C30H21F6N2NiO2P In tetrahydrofuran at 70℃; for 3h; Reagent/catalyst; Concentration; Temperature; Time; Schlenk technique; Inert atmosphere;89%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri-n-butyl phosphite; chlorotriisopropylsilane In ethyl-cyclohexane at 130℃; for 15h; Inert atmosphere;74%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri-n-butyl phosphite; chlorotriisopropylsilane In ethylcyclohexane at 130℃; for 15h; Inert atmosphere;74 %Chromat.
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 140℃; for 8h; Inert atmosphere;30 %Chromat.
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With ammonium formate In water at 20℃; for 3h;98%
With isopropyl alcohol; sodium hydroxide at 24.84℃; under 760.051 Torr; for 1h; Inert atmosphere; UV-irradiation;97%
With palladium on ceria; sodium hydroxide In isopropyl alcohol at 40℃; for 18h; Irradiation; Inert atmosphere; Sealed tube;94%
3-(4-methoxyphenoxy)-1,2-benzisothiazole 1,1-dioxide
132636-68-1

3-(4-methoxyphenoxy)-1,2-benzisothiazole 1,1-dioxide

A

methoxybenzene
100-66-3

methoxybenzene

B

saccharin
81-07-2

saccharin

Conditions
ConditionsYield
With sodium hypophosphite; palladium on activated charcoal In water; benzene for 3h; Heating;A 98%
B n/a
3-methoxy-1-iodobenzene
766-85-8

3-methoxy-1-iodobenzene

A

3,3'-dimethoxybiphenyl
6161-50-8

3,3'-dimethoxybiphenyl

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 36h; Inert atmosphere;A 1%
B 98%
With 18-crown-6 ether; zinc; 10 percent Pd/C In water; acetone at 20℃; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Ullmann coupling;
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

isopropyl alcohol
67-63-0

isopropyl alcohol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With sodium hydroxide at 24.84℃; under 760.051 Torr; for 5h; Inert atmosphere; UV-irradiation; Sealed tube;98%
dimethyl 2-oxo-1,3-propanedisulfonate
689-16-7

dimethyl 2-oxo-1,3-propanedisulfonate

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With sodium hydroxide at 40℃; for 6h; also diethyl 2-oxo-1,3-propanedisulfonate; var. reaction time; other alkylating agents;97.2%
dimethyl sulfate
77-78-1

dimethyl sulfate

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane for 1.5h;97%
With potassium carbonate In acetone for 0.0833333h; Etherification; methylation; microwave irradiation;92%
With sodium hydroxide; N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In 1,2-dichloro-ethane for 6h; Heating;85%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

A

4,4'-Dimethoxybiphenyl
2132-80-1

4,4'-Dimethoxybiphenyl

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With water; triphenylphosphine; sodium iodide; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 2h; Rate constant; Product distribution; Mechanism; var. organic halides; other solvent; var. temp., and reaction times;A 2.5%
B 96.8%
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 12h; Ullmann Condensation; Inert atmosphere;A 92%
B 6%
With NaH-t-AmONa-Ni(OAc)2-bpy In tetrahydrofuran at 63℃; for 8h;A 73%
B 16 % Chromat.
1-(4-Methoxyphenyl)-3,3-diethyl-1-triazene
36719-69-4

1-(4-Methoxyphenyl)-3,3-diethyl-1-triazene

A

para-iodoanisole
696-62-8

para-iodoanisole

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With cation exchange resin BioRad AG 50W-X12 (H+); sodium iodide In acetonitrile at 75℃; Product distribution; further solvent: THF, DMSO;A 96%
B 4%
Methyl trichloroacetate
598-99-2

Methyl trichloroacetate

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate at 150℃; for 2h;96%
3-methoxy-1-iodobenzene
766-85-8

3-methoxy-1-iodobenzene

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h;96%
With formaldehyd; palladium diacetate; caesium carbonate In dimethyl sulfoxide at 80℃; for 12h;85%
With isopropyl alcohol at 20℃; for 18h; UV-irradiation; chemoselective reaction;78%
2-Nitroanisole
91-23-6

2-Nitroanisole

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; palladium(II) acetylacetonate; isopropyl alcohol In 1,4-dioxane at 130℃; for 4h; Time; Reagent/catalyst; Solvent; Inert atmosphere;96%
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; isopropyl alcohol In 1,4-dioxane at 130℃; for 4h;96 %Chromat.
triethyl(4-methoxyphenyl)germane

triethyl(4-methoxyphenyl)germane

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) In 1,4-dioxane at 20℃;96%
2-methoxyphenethyl alcohol
7417-18-7

2-methoxyphenethyl alcohol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; silver nitrate; sodium hydroxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 12h; Autoclave; Green chemistry;96%
methanol
67-56-1

methanol

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

A

dimethyl phenylphosphonite
18351-42-3

dimethyl phenylphosphonite

B

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

C

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
Stage #1: phosphorus trichloride; phenol at 65 - 250℃; for 4h;
Stage #2: methanol at 204 - 260℃; for 2h; Product distribution / selectivity;
A n/a
B 95.6%
C n/a
Stage #1: phosphorus trichloride; phenol at 65 - 250℃; for 4h;
Stage #2: methanol; methyl iodide at 210 - 250℃; Product distribution / selectivity;
A 7.14%
B 92.86%
C n/a
bromobenzene
108-86-1

bromobenzene

sodium methylate
124-41-4

sodium methylate

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
copper(I) bromide In methanol; N,N-dimethyl-formamide at 110℃; for 0.75h;95%
copper(I) bromide In methanol for 6h; Product distribution; Mechanism; Rate constant; Heating; by investigating the influence of several reaction parameters (the nature and concentration of the copper catalyst, the cosolvents, the concentration and number of equivalents of the nucleophile, the bromide concentration, the aryl bromide subst. effect;95%
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Reagent/catalyst; Autoclave; Green chemistry;80%
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reflux;78%
With ethyl acetate; copper(I) bromide In methanol for 2h; Heating; Yield given;
Methyl formate
107-31-3

Methyl formate

para-iodoanisole
696-62-8

para-iodoanisole

sodium methylate
124-41-4

sodium methylate

A

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 40℃; under 11250.9 Torr; for 7h;A 95%
B 5%
methyl phenyl carbonate
13509-27-8

methyl phenyl carbonate

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
dmap at 130℃; for 2h; other catalysts;95%
N,N,N',N'-tetrabutyl-N''-methylguanidine at 110℃; for 1h; Product distribution; other catalysts, other reaction conditions, other aryl methyl carbonates;93 % Chromat.
dodecyl-dimethylsulphonium iodide
18412-81-2

dodecyl-dimethylsulphonium iodide

phenol
108-95-2

phenol

A

S-methyl-L-cysteine
1187-84-4

S-methyl-L-cysteine

B

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
With potassium hydroxide In water at 70℃; for 5h; pH = 9;A n/a
B 95%
propionyl chloride
79-03-8

propionyl chloride

methoxybenzene
100-66-3

methoxybenzene

4-Methoxypropiophenone
121-97-1

4-Methoxypropiophenone

Conditions
ConditionsYield
With Noccaea caerulescens extract supported in montmorillonite K10 at 60℃; for 6h; Friedel Crafts acylation; Inert atmosphere; regioselective reaction;100%
With aluminum (III) chloride In dichloromethane at 5 - 20℃; for 2.5h;98%
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.1h; Friedel-Crafts reaction;93%
acetic anhydride
108-24-7

acetic anhydride

methoxybenzene
100-66-3

methoxybenzene

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With polystyrene-bound tetrafluorophenylbis(triflyl)methane In nitromethane at 50℃; for 2h; Friedel-Crafts acylation;100%
With lithium perchlorate at 60℃; for 1h;100%
With Sulfate; zirconium(IV) oxide at 110℃;100%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

methoxybenzene
100-66-3

methoxybenzene

4-methoxyisobutyrophenone
2040-20-2

4-methoxyisobutyrophenone

Conditions
ConditionsYield
With hafnium(IV) trifluoromethanesulfonate; lithium perchlorate In nitromethane for 6h; Ambient temperature;100%
With lithium perchlorate at 60℃; for 1.5h;99%
With trifluorormethanesulfonic acid; titanium(IV) chloride tris(trifluoromethanesulfonate) In acetonitrile for 12h; Ambient temperature;90%
acetic acid
64-19-7

acetic acid

methoxybenzene
100-66-3

methoxybenzene

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: acetic acid; methoxybenzene With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h;
100%
With methanesulfonic acid; pyrographite at 80℃; for 0.333333h; Friedel-Crafts acylation;98%
With aluminum oxide; trifluoroacetic anhydride for 0.166667h; Ambient temperature;96%
n-valeryl chloride
638-29-9

n-valeryl chloride

methoxybenzene
100-66-3

methoxybenzene

p-Methoxyvalerophenon
1671-76-7

p-Methoxyvalerophenon

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 15h; Ambient temperature;100%
(p-MeOC6H4)2BSbCl6 In dichloromethane for 24h; Ambient temperature;88%
With aluminium trichloride In tetrachloromethane at 0℃; for 2h;87%
2-Phenylbutyryl chloride
36854-57-6

2-Phenylbutyryl chloride

methoxybenzene
100-66-3

methoxybenzene

1-(4-methoxyphenyl)-2-phenylbutan-1-one
78423-10-6

1-(4-methoxyphenyl)-2-phenylbutan-1-one

Conditions
ConditionsYield
aluminum (III) chloride at 0 - 20℃; for 2h; Friedel Crafts Acylation;100%
Stage #1: 2-Phenylbutyryl chloride; methoxybenzene With aluminum (III) chloride In carbon disulfide at 10 - 20℃; for 20h; Inert atmosphere; Cooling with ice;
Stage #2: With water In carbon disulfide
94%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2.5h; Friedel-Crafts Acylation;76%
methoxybenzene
100-66-3

methoxybenzene

benzoic acid anhydride
93-97-0

benzoic acid anhydride

4-Methoxybenzophenone
611-94-9

4-Methoxybenzophenone

Conditions
ConditionsYield
With gallium(III) trichloride; silver hexafluoroantimonate In 1,2-dichloro-ethane for 7h; Heating;100%
With trifluoroacetic acid at 20℃; for 1.5h; Friedel-Crafts Acylation;98%
With lithium perchlorate In nitromethane at 100℃; for 4h;97%
methoxybenzene
100-66-3

methoxybenzene

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

4-bromo-4'-methoxybenzophenone
54118-75-1

4-bromo-4'-methoxybenzophenone

Conditions
ConditionsYield
aluminum (III) chloride In dichloromethane at 5 - 20℃; for 3h; Friedel Crafts Acylation;100%
With aluminum (III) chloride In dichloromethane at 0℃; for 3h;99%
With aluminum (III) chloride In dichloromethane for 3h;99%
methoxybenzene
100-66-3

methoxybenzene

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 3.5h; Heating;100%
With Selectfluor; sodium bromide In acetonitrile at 20℃; for 21h;100%
With bis[1-methyl-3-(3-sulfopropyl)imidazolium] hexafluorotitanate; dihydrogen peroxide; sodium bromide In water at 25℃; for 3h; Reagent/catalyst; Concentration; Solvent; Temperature; Green chemistry;100%
methoxybenzene
100-66-3

methoxybenzene

2-methoxycyclohexane
931-56-6

2-methoxycyclohexane

Conditions
ConditionsYield
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 0.7h;100%
With hydrogen; Rh on carbon In methanol at 20℃; under 760.051 Torr; for 1h;100%
With hydrogen In hexane at 24.84℃; under 750.075 Torr; for 3h;100%
methoxybenzene
100-66-3

methoxybenzene

para-iodoanisole
696-62-8

para-iodoanisole

Conditions
ConditionsYield
With IPy2BF4*2HBF4 In dichloromethane for 0.25h; Ambient temperature;100%
With iodine; n-butyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.5h; Heating;100%
With ammonium iodide; 3-chloro-benzenecarboperoxoic acid for 2h;100%
1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

methoxybenzene
100-66-3

methoxybenzene

1-(4-methoxyphenyl)adamantane
726-94-3

1-(4-methoxyphenyl)adamantane

Conditions
ConditionsYield
With molybdenum hexacarbonyl Sealed tube; regioselective reaction;100%
With potassium carbonate; palladium on activated charcoal at 120℃; for 12h;91%
With palladium 10% on activated carbon; potassium carbonate for 20h; Heating;82.65%
trimethylsilyl cyclohexanecarboxylate
69435-89-8

trimethylsilyl cyclohexanecarboxylate

methoxybenzene
100-66-3

methoxybenzene

cyclohexyl 4-methoxyphenyl ketone
7469-80-9

cyclohexyl 4-methoxyphenyl ketone

Conditions
ConditionsYield
With tetrachlorosilane; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 25h; Ambient temperature;100%
trimethylsilyl ester of hydrocinnamic acid
21273-15-4

trimethylsilyl ester of hydrocinnamic acid

methoxybenzene
100-66-3

methoxybenzene

1-(4-methoxyphenyl)-3-phenylpropan-1-one
5739-38-8

1-(4-methoxyphenyl)-3-phenylpropan-1-one

Conditions
ConditionsYield
With SiClO4; 4-(trifluoromethyl)benzoic anhydride; silver perchlorate In dichloromethane for 63h; Ambient temperature;100%
methoxybenzene
100-66-3

methoxybenzene

1-(2,3,4,5,6-pentamethylphenyl)butan-1-one
84858-88-8

1-(2,3,4,5,6-pentamethylphenyl)butan-1-one

A

1-(2-methoxyphenyl)butan-1-one
13404-83-6

1-(2-methoxyphenyl)butan-1-one

B

pentamethylbenzene,
700-12-9

pentamethylbenzene,

C

1-(4-methoxyphenyl)-1-butanone
4160-51-4

1-(4-methoxyphenyl)-1-butanone

Conditions
ConditionsYield
trifluoroacetic acid for 5h; Heating;A n/a
B 100%
C n/a
methoxybenzene
100-66-3

methoxybenzene

diphenyldisulfane
882-33-7

diphenyldisulfane

1-methoxy-4-(phenylsulfanyl)benzene
5633-57-8

1-methoxy-4-(phenylsulfanyl)benzene

Conditions
ConditionsYield
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Heating;100%
With dipotassium peroxodisulfate In trifluoroacetic acid at 20℃; for 16h;89%
Stage #1: diphenyldisulfane With thionyl chloride In 1,2-dichloro-ethane at 5 - 30℃; for 4h;
Stage #2: With aluminum (III) chloride In 1,2-dichloro-ethane at 5 - 10℃; for 1h;
Stage #3: methoxybenzene In 1,2-dichloro-ethane for 4h;
88.5%
With silver hexafluoroantimonate; antimonypentachloride In 1,2-dichloro-ethane for 3h; Product distribution; Heating; effect of Lewis acid and silver salt;
methoxybenzene
100-66-3

methoxybenzene

N,N-diacetyl-p-nitrophenylsulphenamide
79562-11-1

N,N-diacetyl-p-nitrophenylsulphenamide

A

4-(4-methoxyphenylsulfanyl)nitrobenzene
22865-50-5

4-(4-methoxyphenylsulfanyl)nitrobenzene

B

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With trifluoroacetic acid at 190 - 200℃;A 100%
B 21%
methoxybenzene
100-66-3

methoxybenzene

phenol
108-95-2

phenol

Conditions
ConditionsYield
With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide In cyclohexane for 0.3h; Heating;100%
With water; hydrogen bromide; Aliquat 336 at 105℃; for 5h; Catalytic behavior;96%
With monochloroborane dimethyl sulfide complex In benzene Heating;95%
2,5-dichloro-2,5-dimethyl hexane
6223-78-5

2,5-dichloro-2,5-dimethyl hexane

methoxybenzene
100-66-3

methoxybenzene

1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-methoxynaphthalene
51510-70-4

1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-methoxynaphthalene

Conditions
ConditionsYield
aluminum (III) chloride at 0℃; for 2h;100%
With aluminium trichloride 1.) RT, 30 min, 2.) reflux, 15 min;86%
With aluminium trichloride Heating;
methoxybenzene
100-66-3

methoxybenzene

4-methoxynitrosobenzene
1516-21-8

4-methoxynitrosobenzene

Conditions
ConditionsYield
With nitric oxide; trifluoroacetic anhydride for 0.133333h; Product distribution; Ambient temperature;100%
With hydrogenchloride; 1-(4-(nitrosooxy)butyl)-3-methylimidazolium chloride In water at 0 - 5℃; for 1.08333h; regioselective reaction;88%
With nitrosonium tetrafluoroborate In acetonitrile at 25℃; for 0.5h;87%
5-bromovaleroyl chloride
4509-90-4

5-bromovaleroyl chloride

methoxybenzene
100-66-3

methoxybenzene

5-bromo-1-(4-methoxyphenyl)pentan-1-one
69287-12-3

5-bromo-1-(4-methoxyphenyl)pentan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h;100%
With aluminium trichloride Friedel-Crafts acylation;85%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; Friedel-Crafts Acylation;
With metallic chloride at 50℃; Friedel-Crafts Acylation;
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Inert atmosphere;
trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

methoxybenzene
100-66-3

methoxybenzene

1,1-diphenyl-3-(trimethylsilyl)-1-(trimethylsilyloxy)prop-2-yne
350693-36-6

1,1-diphenyl-3-(trimethylsilyl)-1-(trimethylsilyloxy)prop-2-yne

(1-(4-methoxyphenyl)-3,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane

(1-(4-methoxyphenyl)-3,3-diphenylpropa-1,2-dien-1-yl)trimethylsilane

Conditions
ConditionsYield
In dichloromethane at -78℃; for 3h; Friedel-Crafts reaction;100%

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Electrochemical synthesis of Anisole (cas 100-66-3) on platinum anode surface: Experiment and first-principle study07/24/2019

The anisole is synthesized by electrolyzing of phenol (or sodium phenate) and tetramethylammonium chloride (TMAC). The production forms on the Pt anode surface and not in the solution. There are adequate supplies of methyl radicals in all solutions. The phenoxyl radical is difficult to form in p...detailed

Deoxygenation in Anisole (cas 100-66-3) decomposition over bimetallic catalysts supported on HZSM-507/22/2019

This work investigated the deoxygenation reaction in anisole decomposition over HZSM-5 (HZ(25)) zeolite supported bimetallic catalysts to produce benzene, toluene and xylene (BTX). Experiments were performed in order to evaluate the synergistic effect between the two active metals with the focus...detailed

Experimental and kinetic modeling investigation on Anisole (cas 100-66-3) pyrolysis: Implications on phenoxy and cyclopentadienyl chemistry07/20/2019

In this work, the flow reactor pyrolysis of anisole was studied at pressures of 0.04 and 1 atm and temperatures from 850 to 1160 K. Comprehensive speciation was achieved using synchrotron vacuum ultraviolet photoionization mass spectrometry (SVUV-PIMS). A detailed kinetic model for anisole combu...detailed

Testing of Anisole (cas 100-66-3) and methyl acetate as additives to diesel and biodiesel fuels in a compression ignition engine07/21/2019

This paper investigates the effects of anisole and methyl acetate (as fuel additives) on the performance and emission characteristics of a compression-ignition (i.e., diesel) engine. Anisole and methyl acetate can be obtained from methylation of phenol and acetic acid, respectively. Phenol and a...detailed

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