Product Name

  • Name

    4-Hydroxybenzyl alcohol

  • EINECS 210-768-0
  • CAS No. 623-05-2
  • Article Data249
  • CAS DataBase
  • Density 1.22 g/cm3
  • Solubility Soluble in water (6.7 mg/ml at 20°C), dioxane (100 mg/ml), 1N NaOH (50 mg/ml), DMSO, and methanol.
  • Melting Point 110-112 °C
  • Formula C7H8O2
  • Boiling Point 252 °C at 760 mmHg
  • Molecular Weight 124.139
  • Flash Point 145.8 °C
  • Transport Information
  • Appearance Pink to beige crystalline powder
  • Safety 26-24/25-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 623-05-2 (4-Hydroxybenzyl alcohol)
  • Hazard Symbols IrritantXi
  • Synonyms Benzylalcohol, p-hydroxy- (8CI);(4-Hydroxyphenyl)methanol;4-(Hydroxymethyl)phenol;4-Hydroxybenzenemethanol;4-Methylolphenol;Gastrodigenin;NSC 227926;p-(Hydroxymethyl)phenol;p-Hydroxybenzyl alcohol;p-Methoxytoluol;p-Methylolphenol;a-Hydroxy-p-cresol;
  • PSA 40.46000
  • LogP 0.88450

Synthetic route

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 4h;100%
With sodium tetrahydroborate In methanol at 0℃;100%
With triethylamine; 2-hydroxyethanethiol In acetonitrile for 23h; Irradiation;100%
C28H28BO8(1-)*Na(1+)

C28H28BO8(1-)*Na(1+)

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With water100%
4-allyloxybenzyl alcohol
3256-45-9

4-allyloxybenzyl alcohol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃; for 0.333333h;99%
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;96%
4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With sodium tetrahydroborate; Trimethyl borate; dimethyl sulfate In tetrahydrofuran at 20℃; for 4.5h; Product distribution; Further Variations:; Reagents; reagent ratios;96%
With [Zn(BH4)2(py)] In tetrahydrofuran for 3.6h; Heating;92%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;86%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With zirconium(IV) borohydride In tetrahydrofuran at 25℃; for 2h; Reduction;96%
With zinc(II) tetrahydroborate; cyclohexene In tetrahydrofuran for 4h; Heating;72%
With lithium aluminium tetrahydride In diethyl ether
With sodium tetrahydroborate In methanol; 1,2-dimethoxyethane for 1h; Reduction; Heating;
1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene
117635-46-8

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With methanol; trimethylsilyl bromide at 20℃; for 5h; chemoselective reaction;96%
With methanesulfonic acid In methanol at 20℃; for 1.33333h;94%
sulfated SnO2 In methanol at 20℃; for 16h;
With trifluoroacetic acid In methanol at 25℃; for 0.333333h; Reagent/catalyst;
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With urea hydrogen peroxide adduct In acetonitrile at 27 - 29℃; for 0.5h; Green chemistry; chemoselective reaction;95%
With 1-carboxymethyl-3-methylimidazolium tetrachloroferrate; dihydrogen peroxide In neat (no solvent) at 20℃; for 0.133333h;91%
With 1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; oxygen; hydrazine hydrate In methanol; 2,2,2-trifluoroethanol at 20℃; under 760.051 Torr; for 2h;74%
4-trityloxymethyl-phenol
228106-33-0

4-trityloxymethyl-phenol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel In methanol; dichloromethane at 20℃; for 2h;93%
4-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenol
166544-95-2

4-(((tetrahydro-2H-pyran-2-yl)oxy)methyl)phenol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
ruthenium trichloride In water; acetonitrile at 20℃; for 0.416667h;92%
With lithium borohydride In methanol at 20℃; for 0.5h;90%
With sulfuric acid; silica gel In methanol at 20℃; for 2.16667h;83%
4-(trimethylsilyloxymethyl)phenoxytrimethylsilane
18401-58-6

4-(trimethylsilyloxymethyl)phenoxytrimethylsilane

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium chloride at 20℃; for 12h;92%
4-(acetyloxy)benzyl acetate
2937-64-6

4-(acetyloxy)benzyl acetate

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With aluminum oxide In neat (no solvent) at 35℃; for 0.0166667h; microwave irradiation;89%
1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene
117635-46-8

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene

Cs2CO3

Cs2CO3

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 100℃; for 3h;88%
[4-(2-trimethylsilanylethoxy)phenyl]methanol
1338215-45-4

[4-(2-trimethylsilanylethoxy)phenyl]methanol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
Stage #1: [4-(2-trimethylsilanylethoxy)phenyl]methanol With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere;
88%
(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol
302348-51-2

(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With sodium L-ascorbate; fluorescein free acid In aq. phosphate buffer for 0.5h; pH=7.4; Reagent/catalyst; Irradiation;88%
(E)-6-(4-hydroxybenzyloxy)hex-3-en-2-one
1140923-99-4

(E)-6-(4-hydroxybenzyloxy)hex-3-en-2-one

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
Stage #1: (E)-6-(4-hydroxybenzyloxy)hex-3-en-2-one With sodium hydride In N,N-dimethyl-formamide at 22℃; for 1h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide
87%
4-iodo-benzyl alcohol
18282-51-4

4-iodo-benzyl alcohol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With copper(l) iodide; triethanolamine; tetrabutylammomium bromide; water; potassium hydroxide at 120℃; for 24h; Inert atmosphere;86%
With copper(l) iodide; triethanolamine; tetrabutylammomium bromide; potassium hydroxide In water at 120℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;86%
With oxygen; triethylamine In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;53%
4-trimethylsilyloxymethylphenol
115255-87-3

4-trimethylsilyloxymethylphenol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With water In dichloromethane at 20℃; for 0.916667h;85%
With Kaolinitic clay; water for 0.025h; Irradiation; microwave;82%
4-(trimethylsilyloxymethyl)phenoxytrimethylsilane
18401-58-6

4-(trimethylsilyloxymethyl)phenoxytrimethylsilane

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

(4-Trimethylsilanyloxy-phenyl)-methanol
115255-86-2

(4-Trimethylsilanyloxy-phenyl)-methanol

Conditions
ConditionsYield
With Dowex CCR-2 In ethanol for 10h; Ambient temperature;A 19%
B 82%
With Dowex CCR-2 resin In ethanol for 10h; Product distribution; Ambient temperature; competitive desilylation with other TMS ethers, investigation;A 19%
B 82%
(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-phenylacetoxy-benzyl ester
330970-69-9

(S)-1-((S)-2-tert-Butoxycarbonylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-phenylacetoxy-benzyl ester

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

N-tert-butoxycarbonyl-L-alanyl-L-proline
33300-72-0

N-tert-butoxycarbonyl-L-alanyl-L-proline

Conditions
ConditionsYield
With penicillin G acylase In methanol; phosphate buffer pH=7; Enzymatic reaction;A n/a
B 82%
(S)-2-((2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyrylamino)-3-phenyl-propionic acid 4-phenylacetoxy-benzyl ester
330970-68-8

(S)-2-((2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyrylamino)-3-phenyl-propionic acid 4-phenylacetoxy-benzyl ester

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

Boc-Thr-Phe-OH

Boc-Thr-Phe-OH

Conditions
ConditionsYield
With penicillin G acylase In methanol; phosphate buffer pH=7; Enzymatic reaction;A n/a
B 82%
formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

salicylic alcohol
90-01-7

salicylic alcohol

Conditions
ConditionsYield
With sodium metaborate tetrahydrate In water at 60℃; Green chemistry; regioselective reaction;A 10%
B 80%
With sodium hydroxide In water at 30℃; for 1h; Product distribution; other reagents, reagent concentrations, time and solvents;
With sodium hydroxide; HP-β-cyclodextrin In water at 4℃; for 240h; Product distribution; further additives;
(S)-2-((S)-2-Allyloxycarbonylamino-3-methyl-butyrylamino)-propionic acid 4-phenylacetoxy-benzyl ester
330970-66-6

(S)-2-((S)-2-Allyloxycarbonylamino-3-methyl-butyrylamino)-propionic acid 4-phenylacetoxy-benzyl ester

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

(S)-2-((S)-2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanoic acid

(S)-2-((S)-2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanoic acid

Conditions
ConditionsYield
With penicillin G acylase In methanol; phosphate buffer pH=7; Enzymatic reaction;A n/a
B 80%
(2S,3S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-pentanoic acid 4-phenylacetoxy-benzyl ester
330970-67-7

(2S,3S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-pentanoic acid 4-phenylacetoxy-benzyl ester

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

N-Boc-L-Ser-Ile-OH
145435-25-2

N-Boc-L-Ser-Ile-OH

Conditions
ConditionsYield
With penicillin G acylase In methanol; phosphate buffer pH=7; Enzymatic reaction;A n/a
B 80%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With 1-N-ferrocenylmethyl benzimidazole tagged polymer In N,N-dimethyl-formamide Reflux;79%
With 1-butylpyridinium bromide for 0.05h; microwave irradiation;78%
With [2Fe-2S] ferredoxin HaPux; CYP199A4 from the rhodopseudomonas palustrisstrain HaA2 (S244D); flavin-dependent ferredoxin reductase HaPuR; oxygen; NADH In aq. buffer pH=7.4; Catalytic behavior; Reagent/catalyst; regioselective reaction;
L-Cysteine
52-90-4

L-Cysteine

ferrocene carbamate phenyl acrylate

ferrocene carbamate phenyl acrylate

A

aminoferrocene
1273-82-1

aminoferrocene

B

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

C

3-carboxy-5-oxoperhydro-1,4-thiazepine
108051-20-3

3-carboxy-5-oxoperhydro-1,4-thiazepine

Conditions
ConditionsYield
With 2-amino-4-mercaptobutyric acid; GLUTATHIONE Electrochemical reaction;A n/a
B n/a
C 79%
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

oxygen
80937-33-3

oxygen

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry;78%
pyrroloquinoline quinone
72909-34-3

pyrroloquinoline quinone

A

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

B

C15H7N3O7
132847-84-8

C15H7N3O7

Conditions
ConditionsYield
With air; cetyltrimethylammonim bromide at 30℃;A n/a
B 77%
4-tert-butyl-butyldimethylsilyloxybenzyl alcohol THP ether
249284-23-9

4-tert-butyl-butyldimethylsilyloxybenzyl alcohol THP ether

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With iodine In methanol for 2h; desilylation; Heating;75%
Ethyl 4-hydroxybenzoate
120-47-8

Ethyl 4-hydroxybenzoate

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With zinc(II) tetrahydroborate In tetrahydrofuran for 4h; Inert atmosphere; Reflux;70%
With ethanol; potassium tert-butylate; C39H41FeMnN2O5P(1+)*Br(1-) In tert-butyl alcohol at 100℃; for 22h; Inert atmosphere; Schlenk technique; enantioselective reaction;10%
With lithium aluminium tetrahydride; diethyl ether
formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

A

4H-1,3,2-benzodioxin
254-27-3

4H-1,3,2-benzodioxin

B

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

C

salicylic alcohol
90-01-7

salicylic alcohol

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 65℃; for 20h;A 3%
B 68%
C 7%
vinyl acetate
108-05-4

vinyl acetate

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-hydroxybenzyl acetate
80767-12-0

4-hydroxybenzyl acetate

Conditions
ConditionsYield
With Candida cylindracea lipase In hexane for 4h;100%
novozyme 435 In acetonitrile at 20℃; for 6h; Enzymatic reaction;99%
iodine at 20℃; for 2h;95%
With porcine pancreatic lipase (PPL, Type II) In tetrahydrofuran at 42 - 45℃; for 48h; Acetylation;80%
With Pseudomonas cepacia PS lipase In di-isopropyl ether at 25℃; for 0.5h;
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With Oxone In ethanol at 20℃; for 2h; Catalytic behavior;100%
With tert.-butylhydroperoxide; V/SiO2 In decane; tert-butyl alcohol at 25℃; for 3h;99.1%
With titanium(IV) oxide; oxygen at 29.84℃; under 760.051 Torr; for 6h; Sealed tube; Irradiation;99%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-((tert-butyldimethylsilyloxy)methyl)phenol
126070-20-0

4-((tert-butyldimethylsilyloxy)methyl)phenol

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.75h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1.5h; Cooling with ice;95%
With sodium hydride In N,N-dimethyl-formamide95.6%
2-nitropropane
79-46-9

2-nitropropane

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane
16066-97-0

1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane

Conditions
ConditionsYield
With potassium tert-butylate In diethylene glycol dimethyl ether at 20 - 137℃; for 6h;99.6%
With potassium tert-butylate In diethylene glycol dimethyl ether Cooling with ice; Reflux;83%
With tetrabutyl ammonium fluoride at 130℃; for 15h;73%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene
117635-46-8

1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 4h;99%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 12h; Inert atmosphere;99%
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature;97%
2-phenylquinolin-4-yl-methylchloride hydrochloride

2-phenylquinolin-4-yl-methylchloride hydrochloride

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

[4-(2-phenyl-quinolin-4-ylmethoxy)-phenyl]-methanol
926630-07-1

[4-(2-phenyl-quinolin-4-ylmethoxy)-phenyl]-methanol

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 20h;99%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

2-chloro[1,3]thiazolo[4,5-b]pyridine hydrochloride

2-chloro[1,3]thiazolo[4,5-b]pyridine hydrochloride

[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]methanol
1190927-40-2

[4-([1,3]thiazolo[4,5-b]pyridin-2-yloxy)phenyl]methanol

Conditions
ConditionsYield
Stage #1: 2-chloro[1,3]thiazolo[4,5-b]pyridine hydrochloride With potassium carbonate In acetonitrile at 50℃; for 3h; Inert atmosphere;
Stage #2: (4-hydroxyphenyl)methanol In acetonitrile for 3h; Reflux;
99%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

benzyl alcohol
100-51-6

benzyl alcohol

A

benzaldehyde
100-52-7

benzaldehyde

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With air; potassium carbonate at 20℃; for 12h;A 99%
B 11%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

A

p-cresol
106-44-5

p-cresol

B

C6H10O

C6H10O

Conditions
ConditionsYield
With palladium dichloride In methanol at 40℃; for 24h; Inert atmosphere; Green chemistry; chemoselective reaction;A 99%
B 99%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

acetic acid
64-19-7

acetic acid

4-hydroxybenzyl acetate
80767-12-0

4-hydroxybenzyl acetate

Conditions
ConditionsYield
With 50wtpercent Cs2.5H0.5PW12O40 supported on MCM-41 In acetonitrile at 50℃; for 0.5h;98%
With potassium fluoride at 80℃; for 7h;94%
With potassium fluoride at 20℃;82%
With sulfuric acid
In ethyl acetate at 30℃; for 8h;
NH-pyrazole
288-13-1

NH-pyrazole

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-((1H-pyrazol-1-yl)methyl)phenol
80200-09-5

4-((1H-pyrazol-1-yl)methyl)phenol

Conditions
ConditionsYield
In water at 120℃; for 12h; Microwave irradiation; Sealed tube;98%
at 160℃; for 0.5h;47%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

allyl bromide
106-95-6

allyl bromide

4-allyloxybenzyl alcohol
3256-45-9

4-allyloxybenzyl alcohol

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;98%
With potassium carbonate In acetone for 12h; Reflux; Inert atmosphere;91%
With potassium carbonate; potassium iodide In acetone for 24h; Etherification; Heating;84%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

propargyl bromide
106-96-7

propargyl bromide

(4-(prop-2-yn-1-yloxy)phenyl)methanol
34905-02-7

(4-(prop-2-yn-1-yloxy)phenyl)methanol

Conditions
ConditionsYield
With potassium carbonate In toluene; acetonitrile at 70℃; for 20h; Inert atmosphere;98%
With potassium carbonate In toluene; acetonitrile at 50℃; for 48h;95.5%
Stage #1: (4-hydroxyphenyl)methanol With potassium carbonate In acetonitrile at 20℃; for 0.5h;
Stage #2: propargyl bromide In toluene; acetonitrile at 50℃; for 40h;
89%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

chloroacetone
78-95-5

chloroacetone

1-(4-(hydroxymethyl)phenoxy)propan-2-one

1-(4-(hydroxymethyl)phenoxy)propan-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 20h; Heating / reflux;98%
With potassium carbonate In acetone Reflux;98%
With potassium carbonate In acetone Heating;
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

Methyl 4-(bromomethyl)benzoate
2417-72-3

Methyl 4-(bromomethyl)benzoate

methyl 4-((4-(hydroxymethyl)phenoxy)methyl)benzoate

methyl 4-((4-(hydroxymethyl)phenoxy)methyl)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;98%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl (4-(hydroxymethyl)phenyl)carbonate
156281-11-7

tert-butyl (4-(hydroxymethyl)phenyl)carbonate

Conditions
ConditionsYield
With carbon tetrabromide at 65℃; for 0.75h; Neat (no solvent); chemoselective reaction;98%
With 6,7-dimethoxyisoquinoline In dichloromethane at 20℃; for 10h; Inert atmosphere; chemoselective reaction;95%
triphenylphosphine at 65℃; for 1h;85%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

(R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate
1346226-17-2

(R)-dimethyl 2-(3-(chloromethyl)benzamido)pentanedioate

(R)-dimethyl 2-(3-((4-(hydroxymethyl)phenoxy)methyl)benzamido)pentanedioate
1346226-18-3

(R)-dimethyl 2-(3-((4-(hydroxymethyl)phenoxy)methyl)benzamido)pentanedioate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 70℃; for 5h;98%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With oxygen In acetonitrile at 20℃; for 7.5h; Catalytic behavior;97%
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;94%
With tert.-butylhydroperoxide; ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 24h; chemoselective reaction;90%
2-Methylcyclopentane-1,3-dione
765-69-5

2-Methylcyclopentane-1,3-dione

(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione
112621-27-9

2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione

Conditions
ConditionsYield
In water at 80℃; for 12h;97%
With water at 80℃; for 12h; Inert atmosphere;80%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

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

4-trimethylsilyloxymethylphenol
115255-87-3

4-trimethylsilyloxymethylphenol

Conditions
ConditionsYield
With silica-coated iron nanoparticles-supported RuIII (OTf)Salophen In dichloromethane at 20℃; for 0.0166667h; Catalytic behavior;97%
With titanium(IV) dioxide In acetonitrile at 20℃; for 0.0833333h; chemoselective reaction;95%
With nano Fe3O4 supported CeO2/SO4 2-bifunctional solid acidcatalyst In neat (no solvent) at 25℃; for 0.416667h;91%
With poly(N-bromobenzene-1,3-disulfonamide) for 0.07h; Irradiation;90%
With lithium perchlorate for 0.0166667h; Irradiation; microwave;68%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

propionic acid anhydride
123-62-6

propionic acid anhydride

4-propionyloxybenzyl propionate
1092474-60-6

4-propionyloxybenzyl propionate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;97%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

glutamic acid di-tert-butyl ester
767593-49-7

glutamic acid di-tert-butyl ester

4-formylphenyloxycarbonyl-glutamic acid di-tertbutyl ester

4-formylphenyloxycarbonyl-glutamic acid di-tertbutyl ester

Conditions
ConditionsYield
Stage #1: (4-hydroxyphenyl)methanol With phosgene; N-ethyl-N,N-diisopropylamine In dichloromethane; toluene; acetonitrile at 0℃; for 0.5h;
Stage #2: glutamic acid di-tert-butyl ester With N-ethyl-N,N-diisopropylamine In dichloromethane; toluene; acetonitrile at 0℃;
97%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

triphenylphosphine hydrogen iodide
6396-08-3, 139618-18-1

triphenylphosphine hydrogen iodide

(4-hydroxybenzyl)triphenylphosphonium iodide

(4-hydroxybenzyl)triphenylphosphonium iodide

Conditions
ConditionsYield
In acetonitrile at 90℃; for 12h;97%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

acetic anhydride
108-24-7

acetic anhydride

4-(acetyloxy)benzyl acetate
2937-64-6

4-(acetyloxy)benzyl acetate

Conditions
ConditionsYield
With nickel dichloride at 20℃; for 0.5h; Neat (no solvent);96%
With dmap; triethylamine In dichloromethane for 2.5h;95%
With iron zirconium phosphate In neat (no solvent) at 40℃; for 0.166667h; Green chemistry;92%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

benzyl bromide
100-39-0

benzyl bromide

4-benzyloxybenzyl alcohol
836-43-1

4-benzyloxybenzyl alcohol

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Heating;96%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 6h; Inert atmosphere;93%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;90%

4-Hydroxybenzyl alcohol Specification

The 4-Hydroxybenzyl alcohol, with the CAS registry number 623-05-2, is also known as Benzenemethanol, 4-hydroxy-. It belongs to the product categories of Alcohols; C7 to C8; Linkers; Peptide Synthesis; Aromatics; Benzhydrols, Benzyl & Special Alcohols; Alphabetical Listings; Flavors and Fragrances; G-H; Bifunctional Crosslinkers Oxygen Compounds. Its EINECS registry number is 210-768-0. This chemical's molecular formula is C7H8O2 and molecular weight is 124.14. Its IUPAC name is called 4-(hydroxymethyl)phenol. The product should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides. It can be used as organic intermediates.

Physical properties of 4-Hydroxybenzyl alcohol: (1)ACD/LogP: 0.30; (2)ACD/LogD (pH 5.5): 0.3; (3)ACD/LogD (pH 7.4): 0.3; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 34.61; (7)ACD/KOC (pH 7.4): 34.45; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.595; (12)Molar Refractivity: 34.58 cm3; (13)Molar Volume: 101.6 cm3; (14)Surface Tension: 54.1 dyne/cm; (15)Density: 1.22 g/cm3; (16)Flash Point: 145.8 °C; (17)Enthalpy of Vaporization: 51.7 kJ/mol; (18)Boiling Point: 252 °C at 760 mmHg; (19)Vapour Pressure: 0.0104 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-hydroxy-benzaldehyde. This reaction will need reagent Dowex1-x8, NaBH4 and solvent tetrahydrofuran. The reaction time is 30 min with reaction temperature of 20 °C. The yield is about 92%.

Uses of 4-Hydroxybenzyl alcohol: it can be used to produce 4-Methoxymethyl-phenol at temperature of 80 °C. This reaction will need reagent Yb(OTf)3 and solvent acetonitrile with reaction time of 5 hours. The yield is about 85%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1CO)O
(2)InChI: InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
(3)InChIKey: BVJSUAQZOZWCKN-UHFFFAOYSA-N

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