Product Name

  • Name

    4-Methoxybenzyl alcohol

  • EINECS 203-273-6
  • CAS No. 105-13-5
  • Article Data646
  • CAS DataBase
  • Density 1.113 g/mL at 25 °C(lit.)
  • Solubility insoluble in water
  • Melting Point 22-25 °C(lit.)
  • Formula C8H10O2
  • Boiling Point 259 °C(lit.)
  • Molecular Weight 138.166
  • Flash Point 230 °F
  • Transport Information
  • Appearance clear colourless to yellowish liquid after melting
  • Safety 26-45-36/37/39
  • Risk Codes 36/37/38-63-62-41-20/21/22
  • Molecular Structure Molecular Structure of 105-13-5 (4-Methoxybenzyl alcohol)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms (4-methoxyphenyl)methanol;Anise alcohol;Benzyl alcohol, p-methoxy-;p-Anisyl alcohol;p-Anisol alcohol;Anisyl alcohol;benzenemethanol, 4-methoxy-;4-Methoxybenzyl alcohol (p-Anisic alcohol, 99.0%);Anisyl Alcohol , Natural;4-Methoxybenzyl alcohol;
  • PSA 29.46000
  • LogP 1.18750

Synthetic route

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With trichlorosilane; N,N-dimethyl-formamide In dichloromethane at 0℃; for 6h;100%
Stage #1: 4-methoxy-benzaldehyde With Dimethylphenylsilane; copper(l) chloride In various solvent(s) at 20℃; for 42h; Reduction;
Stage #2: With water; toluene-4-sulfonic acid In various solvent(s) at 20℃; Hydrolysis;
100%
With tri-n-butyl-tin hydride; phenylboronic acid In dichloromethane at 20℃; for 20h;100%
Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With pyridine; 3-carboxypyridinium dichromate In dichloromethane for 0.333333h; Product distribution; Ambient temperature; other reagents and ratio of reagents;100%
C16H27OS(1+)*BF4(1-)

C16H27OS(1+)*BF4(1-)

A

Dibutyl sulfide
544-40-1

Dibutyl sulfide

B

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With methylamine at 60℃; for 10h;A 100%
B n/a
C16H24NO4S(1+)*BF4(1-)

C16H24NO4S(1+)*BF4(1-)

A

N-acetyl-DL-methionine
1115-47-5

N-acetyl-DL-methionine

B

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With methylamine at 60℃; for 10h;A 100%
B n/a
trimethyl(4-methoxybenzyloxy)silane
14629-56-2

trimethyl(4-methoxybenzyloxy)silane

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With bismuth(lll) trifluoromethanesulfonate In methanol at 20℃; for 0.0166667h;98%
With Nafion-H(R); silica gel In hexane at 20℃; for 0.25h;98%
tert-butyl((4-methoxybenzyl)oxy)dimethylsilane
101803-60-5

tert-butyl((4-methoxybenzyl)oxy)dimethylsilane

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With iodine In methanol microwave irradiation;100%
With 2,6-disulphated cellulose In methanol at 25℃; for 0.5h; Catalytic behavior; Solvent; Time; Green chemistry;97%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 3h;97%
2-(4-methoxy-benzyloxy)-tetrahydro-pyran
18494-82-1

2-(4-methoxy-benzyloxy)-tetrahydro-pyran

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate; (3,4-dimethoxyphenyl)methanol for 0.0333333h;100%
With sulfuric acid; silica gel In methanol at 20℃; for 0.5h;98%
With methanol at 20℃; for 0.5h;98%
C32H36BO8(1-)*Na(1+)

C32H36BO8(1-)*Na(1+)

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With water100%
methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;99.8%
With 2-pyrrolidinon; samarium diiodide Reagent/catalyst; Glovebox;99%
With dimethylsulfide borane complex In 2-methyltetrahydrofuran at 90℃; under 7500.75 Torr; for 0.333333h; Inert atmosphere; Flow reactor; chemoselective reaction;99%
p-methoxybenzyl acetate
104-21-2

p-methoxybenzyl acetate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With methanol; potassium permanganate at 25℃; chemoselective reaction;99%
With zirconocene dichloride; diisobutylaluminium hydride In tetrahydrofuran at -20℃; Inert atmosphere; regioselective reaction;97%
Stage #1: p-methoxybenzyl acetate With phenylsilane; fac-[Mn-(xantphos)(CO)3Br] at 100℃; for 6h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In methanol at 20℃; Inert atmosphere;
97%
p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 0.7h; Ionic liquid;99%
With oxygen; eosin y In dimethyl sulfoxide at 25℃; for 12h; Irradiation;81%
With water; dimethyl sulfoxide at 50℃; for 24h; Schlenk technique; Sealed tube;72%
p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 0.7h; Ionic liquid;99%
With water; silica gel; sodium iodide In acetone at 20℃; for 24h; Irradiation;86%
With water In acetone at 25℃; Rate constant; various ratios of solvents;
4,4,5,5-tetramethyl-2-((4-methoxylbenzyl)oxy)-1,3,2-dioxaborolane
1143018-81-8

4,4,5,5-tetramethyl-2-((4-methoxylbenzyl)oxy)-1,3,2-dioxaborolane

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With silica gel In ethyl acetate; Petroleum ether99%
With silica gel at 25℃; Inert atmosphere; Glovebox;95%
With silica gel In methanol for 4h; Reflux;95%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

B

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With Ximenia american In aq. phosphate buffer; water at 30℃; for 72h; pH=7; Enzymatic reaction;A n/a
B 98%
Stage #1: 4-methoxy-benzaldehyde With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water Green chemistry;
A 95%
B 94%
With sodium hydroxide In water at 15℃; for 2h; Cannizzaro Reaction;A 91%
B n/a
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.133333h;98%
With sodium tetrahydroborate; lithium perchlorate In acetonitrile for 0.416667h;93%
With zinc(II) tetrahydroborate; N,N,N,N,-tetramethylethylenediamine In diethyl ether at 0℃; for 0.5h;89%
With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In tetrahydrofuran for 3.7h; Ambient temperature;88%
With sodium tetrahydroborate; potassium carbonate In dichloromethane; water at 0 - 15℃; chemoselective reaction;
4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With diisobutylaluminum borohydride In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;98%
With chloro-trimethyl-silane; Benzyltriethylammonium borohydride In dichloromethane at 25℃; for 4.5h;97%
With [Zn(BH4)2(py)] In tetrahydrofuran for 6.6h; Heating;96%
(S)-2,3-bis(tert-butyldimethylsilyloxy)propyl 4-methoxybenzoate
1174892-40-0

(S)-2,3-bis(tert-butyldimethylsilyloxy)propyl 4-methoxybenzoate

A

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

B

(S)-2,3-bis(tert-butyldimethylsilyloxy)propan-1-ol
263388-43-8

(S)-2,3-bis(tert-butyldimethylsilyloxy)propan-1-ol

Conditions
ConditionsYield
Stage #1: (S)-2,3-bis(tert-butyldimethylsilyloxy)propyl 4-methoxybenzoate With diisobutylaluminium hydride In hexane; dichloromethane for 0.833333h;
Stage #2: With methanol In hexane; dichloromethane for 0.0833333h;
A n/a
B 98%
4-methoxyphenylacetamide
3424-93-9

4-methoxyphenylacetamide

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran at 23℃; for 0.0833333h; Reagent/catalyst; Inert atmosphere; Schlenk technique; chemoselective reaction;98%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 18h; Inert atmosphere; chemoselective reaction;92%
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique;82%
4-methoxy-1-[(ethoxymethoxy)methyl]benzene
1058649-04-9

4-methoxy-1-[(ethoxymethoxy)methyl]benzene

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
phosphotungstic acid In ethanol for 4h; Heating;97%
With 1-methylimidazole hydrogen sulfate at 50℃; for 1.25h; chemoselective reaction;92%
ethyl 4-methoxybenzoate
94-30-4

ethyl 4-methoxybenzoate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With lithium borohydride In diethyl ether; toluene at 100℃; for 2h;96%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;94%
With ethandithiol; sodium tetrahydroborate In tetrahydrofuran for 24h; Heating;88%
diethylzinc
557-20-0

diethylzinc

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

(S)-1-(4-methoxyphenyl)propanol
73854-04-3

(S)-1-(4-methoxyphenyl)propanol

B

(R)-1-(4'-methoxyphenyl)-1-propanol
105836-14-4

(R)-1-(4'-methoxyphenyl)-1-propanol

C

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With (1S)-(+)-3-exo-(dimethylamino)isoborneol In toluene at 0℃; for 12h; Yields of byproduct given. Title compound not separated from byproducts;A 96%
B n/a
C 2%
With (S)-12-(hydroxymethyl)-14-methyl-1(5,8)-quinolina-4(1,4)-benzenacyclohexaphane In toluene at 20℃; for 17h; Title compound not separated from byproducts;A n/a
B n/a
C 5%
With (P,P)-(+)-bis[5]helicene diol In toluene for 48h; Product distribution; Addition;
With (-)-8-(9H-fluoren-9-ylidene)-1-(2-hydroxyphenyl)-7-methyl-5,6,7,8-tetrahydronaphthalen-2-ol In hexane; toluene at 0℃; for 168h; Schlenk technique; Inert atmosphere; enantioselective reaction;A n/a
B n/a
C n/a
diphenylsilane
775-12-2

diphenylsilane

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

B

bis(4-methoxybenzyloxy)diphenylsilane

bis(4-methoxybenzyloxy)diphenylsilane

Conditions
ConditionsYield
bis(benzene)chromium(0) In benzene at 70℃; for 3h; Reduction;A 95%
B n/a
4,4′-(((4-methoxybenzyl )oxy)(phenyl)methylene)bis-(methoxybenzene)

4,4′-(((4-methoxybenzyl )oxy)(phenyl)methylene)bis-(methoxybenzene)

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With cerium(IV) triflate; water In acetonitrile at 25℃;95%
(4-methoxyphenyl)methyl picolinate
71653-40-2

(4-methoxyphenyl)methyl picolinate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With zinc diacetate In methanol; dichloromethane at 20℃; for 4h;95%
4-methoxy-benzoic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester

4-methoxy-benzoic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20 - 30℃; for 1h;95%
C16H25BO2

C16H25BO2

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide In water Inert atmosphere;95%
N,N-dimethyl-4-methoxybenzamide
7291-00-1

N,N-dimethyl-4-methoxybenzamide

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With sodium hydride; sodium iodide; zinc(II) iodide In tetrahydrofuran; mineral oil at 40℃; for 12h; Sealed tube;95%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 0.0833333h; Reagent/catalyst; Inert atmosphere; Schlenk technique; chemoselective reaction;86%
1-methoxy-4-(2-methoxy-ethoxymethoxymethyl)-benzene

1-methoxy-4-(2-methoxy-ethoxymethoxymethyl)-benzene

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With cerium(III) chloride In acetonitrile for 3h; Heating;94%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h;94%
2-aminopyridine
504-29-0

2-aminopyridine

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

2-(4-methoxybenzylamino)pyridine
52818-63-0

2-(4-methoxybenzylamino)pyridine

Conditions
ConditionsYield
With dichloro-[1,3-bis(2,4-dimethylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;100%
With iron(II,III) oxide; potassium tert-butylate In 1,4-dioxane at 90℃; for 168h; Inert atmosphere;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h;99%
aniline
62-53-3

aniline

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

N-(4-methoxybenzyl)aniline
3526-43-0

N-(4-methoxybenzyl)aniline

Conditions
ConditionsYield
With dichloro-[1,3-bis(4-tert-butylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;100%
With copper; potassium hydroxide In toluene at 180℃; for 36h; Inert atmosphere;99%
With zinc(II) nitrate hexahydrate; potassium tert-butylate In toluene at 140℃; for 36h; Sealed tube; Inert atmosphere; Schlenk technique;98%
formic acid
64-18-6

formic acid

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxy-, benzenemethanol, formate
122-91-8

4-methoxy-, benzenemethanol, formate

Conditions
ConditionsYield
Stage #1: formic acid With silica gel at 20℃; for 0.0166667h;
Stage #2: 4-Methoxybenzyl alcohol With silica gel at 110℃; for 0.0166667h;
100%
With aminopropylated mesoporous SBA-15 silica at 40℃; for 0.0833333h; Neat (no solvent); chemoselective reaction;95%
With iodine at 20℃; for 0.116667h; neat (no solvent);94%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-Methoxybenzyl bromide
2746-25-0

p-Methoxybenzyl bromide

Conditions
ConditionsYield
With hydrogen bromide In benzene at 78℃; for 1h; Bromination;100%
With hydrogen bromide In benzene at 78℃; for 1h;100%
With phosphorus tribromide In diethyl ether at 0℃; for 2h;100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

Conditions
ConditionsYield
With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Heating;100%
With tris(4-methylphenyl)bismuthine oxide In toluene for 2h; Ambient temperature;100%
With 2,2'-bipyridylchromium peroxide In benzene for 0.8h; Product distribution; Heating; effect of various chromium(VI) based oxidants;100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With Au NCs/TiO2; oxygen; sodium hydroxide In water at 80℃; under 7500.75 Torr; for 6h; Autoclave; Green chemistry;100%
With palladium 10% on activated carbon; water; sodium hydroxide at 80℃; under 600.06 Torr; for 6h;100%
With gold oxide; oxygen; copper(II) oxide; sodium hydroxide; silver(l) oxide In water at 40℃; under 750.075 Torr; for 16h;100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

Conditions
ConditionsYield
With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane at 20℃; Substitution;100%
With thionyl chloride; triethylamine In dichloromethane at -10 - 0℃; for 4.25h; Large scale;99%
With oxalyl dichloride; 1-methyl-3-(2-(3-methyl-2-oxoimidazolidin-1-yl)ethyl)-1H-imidazol-3-ium hexafluorophosphate at 20 - 60℃; for 24h; Reagent/catalyst;99%
itaconic acid anhydride
2170-03-8

itaconic acid anhydride

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-((4-methoxybenzyl)oxy)-2-methylene-4-oxobutanoic acid
60427-77-2

4-((4-methoxybenzyl)oxy)-2-methylene-4-oxobutanoic acid

Conditions
ConditionsYield
In hexane; toluene at 60℃; for 36h; Inert atmosphere;100%
at 55 - 60℃; for 40h;90%
In hexane; toluene at 60℃; for 36h;88%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

trimethyl(4-methoxybenzyloxy)silane
14629-56-2

trimethyl(4-methoxybenzyloxy)silane

Conditions
ConditionsYield
With N,N'-diiodo-N,N'-1,2-ethanediylbis(p-toluenesulphonamide) for 0.0166667h; Microwave irradiation;100%
With asymmetric salen type di-Schiff base-based zinc complex supported on Fe3O4 nanoparticles at 20℃; for 0.133333h;100%
With Nafion SAC-13 at 20℃; for 0.05h;99%
methanol
67-56-1

methanol

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

1-methoxy-4-(methoxymethyl)benzene
1515-81-7

1-methoxy-4-(methoxymethyl)benzene

Conditions
ConditionsYield
With Amberlyst-15 In dichloromethane for 2.5h; Reflux;100%
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide at 20℃; for 3h; chemoselective reaction;91%
With sulfated tungstate at 80℃; for 2h; Green chemistry;80%
pivaloyl chloride
3282-30-2

pivaloyl chloride

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

2,2-dimethylpropionic acid, 4-methoxybenzyl ester

2,2-dimethylpropionic acid, 4-methoxybenzyl ester

Conditions
ConditionsYield
at 20℃; for 0.0833333h; Neat (no solvent);100%
With lanthanum(III) nitrate at 20℃; for 0.166667h;90%
With pyridine In diethyl ether for 2h; Reflux; Inert atmosphere;85%
With pyridine In benzene Ambient temperature;
trichloroacetonitrile
545-06-2

trichloroacetonitrile

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

O-(4-methoxybenzyl)-trichloroacetimidate
89238-99-3

O-(4-methoxybenzyl)-trichloroacetimidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In hexane at 0℃; for 0.25h; Solvent;100%
Stage #1: 4-Methoxybenzyl alcohol With sodium hydride In diethyl ether at 20℃; for 0.25h; Inert atmosphere;
Stage #2: trichloroacetonitrile In diethyl ether at 0℃;
98%
Stage #1: 4-Methoxybenzyl alcohol With sodium hydride In diethyl ether at 20℃; for 0.5h;
Stage #2: trichloroacetonitrile In diethyl ether at 0 - 20℃; Further stages.;
96%
benzyloxycarbonyl isocyanate
69032-16-2

benzyloxycarbonyl isocyanate

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

C17H17NO5
120542-10-1

C17H17NO5

Conditions
ConditionsYield
In dichloromethane for 15h; Ambient temperature;100%
(3S,4aR,6R,8aR)-6-Methoxy-8a-methyl-1-oxo-3-pent-4-enyl-decahydro-naphthalene-2-carboxylic acid methyl ester
122593-99-1

(3S,4aR,6R,8aR)-6-Methoxy-8a-methyl-1-oxo-3-pent-4-enyl-decahydro-naphthalene-2-carboxylic acid methyl ester

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(3S,4aR,6R,8aR)-6-Methoxy-8a-methyl-1-oxo-3-pent-4-enyl-decahydro-naphthalene-2-carboxylic acid 4-methoxy-benzyl ester
122594-00-7

(3S,4aR,6R,8aR)-6-Methoxy-8a-methyl-1-oxo-3-pent-4-enyl-decahydro-naphthalene-2-carboxylic acid 4-methoxy-benzyl ester

Conditions
ConditionsYield
100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(3-iodo-4-methoxyphenyl)methanol
53279-82-6

(3-iodo-4-methoxyphenyl)methanol

Conditions
ConditionsYield
With tetramethylammonium dibromoiodate(I) at 20℃; for 0.166667h;100%
With N-iodosaccharine In acetonitrile at 20℃; for 12h; Iodination;92%
With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichloroiodate at 20℃; for 0.166667h;91%
With Genapol LRO; iodine; Selectfluor In water at 20℃; for 18h;49%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

Conditions
ConditionsYield
With 2,3'-bipyridine; ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 20℃; for 24h;100%
With ammonium hydroxide; iodine at 60℃; for 2h;99%
With ammonium hydroxide; iodine at 60℃; for 2h;99%
phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

p-benzylanizole
834-14-0

p-benzylanizole

Conditions
ConditionsYield
Stage #1: 4-Methoxybenzyl alcohol With n-butyllithium; chloro-diphenylphosphine In tetrahydrofuran
Stage #2: With methyl iodide In tetrahydrofuran at 20℃; for 1h;
Stage #3: phenylmagnesium chloride In tetrahydrofuran at 20℃; for 1h;
100%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

Conditions
ConditionsYield
With thionyl chloride; sodium azide In N,N-dimethyl-formamide100%
With tetrabutylammoniun azide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃;94%
With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 0 - 20℃; Inert atmosphere;89%
2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide
61198-82-1

2,3,4-tri-O-benzoyl-6-deoxy-α-L-glucopyranosyl bromide

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

C35H32O9
850430-60-3

C35H32O9

Conditions
ConditionsYield
With 4 A molecular sieve; silver trifluoromethanesulfonate In dichloromethane at -10℃;100%
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

2-<(4-methoxyphenyl)methylthio>benzothiazole
100498-97-3

2-<(4-methoxyphenyl)methylthio>benzothiazole

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃;100%
With N-cetyl-N-(4-sulfobutyl)pyrrolidinium trifluoromethanesulfonate In 1,2-dichloro-ethane at 20℃; for 12h; Schlenk technique;94%
BOC-glycine
4530-20-5

BOC-glycine

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxybenzyl 2-(tert-butoxycarbonylamino)acetate
1013210-71-3

4-methoxybenzyl 2-(tert-butoxycarbonylamino)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 12h;100%
fenclorim
3740-92-9

fenclorim

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-chloro-6-(4-methoxybenzyloxy)-2-phenylpyrimidine
1044559-74-1

4-chloro-6-(4-methoxybenzyloxy)-2-phenylpyrimidine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 1.5h;100%
(4-methoxybenzylidene)triphenylphosphorane
21960-26-9

(4-methoxybenzylidene)triphenylphosphorane

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(E)-3,4,4',5-tetramethoxystilbene
134029-62-2

(E)-3,4,4',5-tetramethoxystilbene

Conditions
ConditionsYield
With nickel In tetrahydrofuran for 12h; Wittig type olefination; Reflux;100%

Anisic alcohol Consensus Reports

Reported in EPA TSCA Inventory.

Anisic alcohol Specification

The CAS registry number of Anisic alcohol is 105-13-5. Its EINECS registry number is 203-273-6. The IUPAC name is (4-methoxyphenyl)methanol. 4-Methoxybenzyl alcohol is also called p-Anise Alcohol; p-Anisyl alcohol; Methoxybenzenemethanol; 4-methoxy-Benzenemethanol; Benzenemethanol,4-methoxy-; p-methoxy-benzyl alcohol; 4-methoxyphenol; 4-methoxy-1,3-benzothiazol-2-amine. In addition, the molecular formula is C8H10O2. What's more, it is a clear colourless to yellowish liquid after melting. It can be used in organic synthesis and used as a solvent and food flavor.

Physical properties about Anisic alcohol are: (1)ACD/LogP: 0.944; (2)ACD/LogD (pH 5.5): 0.94; (3)ACD/LogD (pH 7.4): 0.94; (4)ACD/BCF (pH 5.5): 3.07; (5)ACD/BCF (pH 7.4): 3.07; (6)ACD/KOC (pH 5.5): 77.76; (7)ACD/KOC (pH 7.4): 77.76; (8)#H bond acceptors: 2 ; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.531; (12)Molar Refractivity: 39.383 cm3; (13)Molar Volume: 127.252 cm3; (14)Polarizability: 15.613 10-24cm3; (15)Surface Tension: 38.7470016479492 dyne/cm; (16)Density: 1.086 g/cm3; (17)Flash Point: 110.271 °C; (18)Enthalpy of Vaporization: 52.47 kJ/mol; (19)Boiling Point: 258.999 °C at 760 mmHg; (20)Vapour Pressure: 0.00700000021606684 mmHg at 25°C

Preparation of Anisic alcohol: it can be prepared by anise, methanal and sodium hydroxide in the presence of ethanol through cannizzaro reaction. After the reaction, through a series of extraction by benzene, acidification by acetic acid, neutralization by sodium hydrogen carbonate, washing, distillation and vacuum distillation you can get the desired product.

Uses of Anisic alcohol: it can be used to get 4-methoxy-benzaldehyde and 4-methoxy-benzonitrile. This reaction will need reagents aq. NH3, NiSO4-K2S2O8 and NaOH, and solvent H2O. The reaction time is 1.5 hours with ambient temperature. The yield is about 8%.

4-Methoxybenzyl alcohol can be used to get 4-methoxy-benzaldehyde and 4-methoxy-benzonitrile

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In addition, it may has risk of impaired fertility and harm to the unborn child. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccc(CO)cc1;
(2)InChI: InChI=1/C8H10O2/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3;
(3)InChIKey: MSHFRERJPWKJFX-UHFFFAOYAE;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1600uL/kg (1.6mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
mouse LD50 skin > 10mL/kg (10mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
rabbit LD50 skin 3gm/kg (3000mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 825, 1974.
rat LD50 oral 1200uL/kg (1.2mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.

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