Product Name

  • Name

    4-HYDROXYMETHYLBENZALDEHYDE

  • EINECS
  • CAS No. 52010-97-6
  • Article Data139
  • CAS DataBase
  • Density 1.185 g/cm3
  • Solubility
  • Melting Point 47 °C(Solv: ligroine (8032-32-4))
  • Formula C8H8O2
  • Boiling Point 291.219 °C at 760 mmHg
  • Molecular Weight 136.15
  • Flash Point 122.49 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 52010-97-6 (4-HYDROXYMETHYLBENZALDEHYDE)
  • Hazard Symbols
  • Synonyms p-Tolualdehyde,a-hydroxy- (6CI,7CI);Benzaldehyde,4-(hydroxymethyl)-;
  • PSA 37.30000
  • LogP 0.99140

Synthetic route

4-(hydroxymethyl)benzaldehyde diethyl acetal
125734-44-3

4-(hydroxymethyl)benzaldehyde diethyl acetal

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran for 1h;100%
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h;96%
With hydrogenchloride In diethyl ether at 25℃; for 1h; Yield given;
4-(hydroxymethyl)benzaldehyde dimethyl acetal
183057-64-9

4-(hydroxymethyl)benzaldehyde dimethyl acetal

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With sulfuric acid; water In tetrahydrofuran at 20℃; for 3h;100%
With sulfuric acid In tetrahydrofuran at 20℃; for 2h;
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With samarium diiodide; water; samarium(III) trifluoromethanesulfonate In tetrahydrofuran; methanol at 20℃; for 0.1h; Reduction;95%
(+/-)-4-(3,4,5,6-tetrahydro-2H-pyran-2-yloxymethyl)benzaldehyde
187682-10-6

(+/-)-4-(3,4,5,6-tetrahydro-2H-pyran-2-yloxymethyl)benzaldehyde

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With zinc(II) trifluoromethanesulfonate In methanol at 20℃; for 0.5h;95%
4-(diethylaminocarbonyl)benzoic acid
71888-24-9

4-(diethylaminocarbonyl)benzoic acid

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(diethylaminocarbonyl)benzoic acid With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With zirconocene dichloride In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere;
93%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; for 6h; Reflux;93%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With formic acid; [(η5-C5H5)Ru(κ1-P-PPh2Py)(PPh3)Cl]; sodium hydroxide In water; acetonitrile at 80℃; for 8h;92%
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h;91%
With sodium tetrahydroborate In ethanol at 0℃; for 1h;91%
p-xylylene glycol
589-29-7

p-xylylene glycol

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With oxygen In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 24h; Irradiation;90%
With sodium tetrahydroborate In tetrahydrofuran; ethanol at 0 - 2℃;88.9%
With dihydrogen peroxide In neat (no solvent) at 70℃; for 7h; Green chemistry; chemoselective reaction;70%
methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: methyl 4-formylbenzoate With trimethylaluminum; isopropylmagnesium chloride; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; for 2h;
Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; for 0.5h;
89%
Stage #1: methyl 4-formylbenzoate With trimethylaluminum; isopropylmagnesium chloride; N,O-dimethylhydroxylamine*hydrochloride
Stage #2: With diisobutylaluminium hydride
Stage #3: With water chemoselective reaction;
89%
Stage #1: methyl 4-formylbenzoate With trimethylsilyl trifluoromethanesulfonate; triphenylphosphine In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 8h; Inert atmosphere;
Stage #3: With water; sodium hydrogencarbonate In methanol; hexane; dichloromethane at 40℃; for 2h; chemoselective reaction;
80%
4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde
160744-60-5

4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With 1,11-bis(3-methyl-3H-imidazolium-1-yl)-3,6,9-trioxaundecane di(methanesulfonate) In methanol at 20℃; for 1.33333h;89%
4-Methylbenzyl alcohol
589-18-4

4-Methylbenzyl alcohol

A

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

B

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 60℃; for 2.5h;A 86%
B 6 % Chromat.
terephthalaldehyde,
623-27-8

terephthalaldehyde,

A

p-xylylene glycol
589-29-7

p-xylylene glycol

B

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With C48H43ClN2P2Ru; ammonium formate In water; toluene at 90℃; for 9h; Catalytic behavior; Schlenk technique;A 17%
B 83%
With hydrogen; palladium on activated charcoal In ethanol Ambient temperature;A 3%
B 74%
With Grubbs catalyst first generation; potassium hydroxide In 1,4-dioxane at 80℃; for 20h; Cannizzaro reaction;A 36%
B 40%
terephthalaldehyde mono(diethylacetal)
81172-89-6

terephthalaldehyde mono(diethylacetal)

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: terephthalaldehyde mono(diethylacetal) With lithium aluminium tetrahydride In diethyl ether for 2h; Reduction; Heating;
Stage #2: With hydrogenchloride In diethyl ether; water for 0.0333333h; Hydrolysis;
78%
Multi-step reaction with 2 steps
1: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 1 h / 0 °C
2: HCl / diethyl ether / 1 h / 25 °C
View Scheme
Stage #1: terephthalaldehyde mono(diethylacetal) With sodium tetrahydroborate In methanol for 3h;
Stage #2: With hydrogenchloride; methanol; water at 0 - 20℃; for 24h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With hydrogen; palladium on activated carbon In methanol78%
o-carboranyl-(4-hydroxymethylphenyl)methanol

o-carboranyl-(4-hydroxymethylphenyl)methanol

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; water for 48h; Ambient temperature;77%
2-(4-hydroxymethylphenyl)-1,3-dithiane
1461660-52-5

2-(4-hydroxymethylphenyl)-1,3-dithiane

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With p-benzoquinone; sodium iodide In water; acetonitrile at 100℃; for 48h;73%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

A

p-xylylene glycol
589-29-7

p-xylylene glycol

B

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With phenylsilane; C34H30CoO6; potassium In tetrahydrofuran at 20℃; for 20h; Inert atmosphere; Schlenk technique; Glovebox;A n/a
B 73%
p-xylylene glycol
589-29-7

p-xylylene glycol

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With manganese(IV) oxide; oxygen In toluene at 110℃; for 8h; Green chemistry;A 62%
B 36%
With cucurbit[8]uril; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water for 0.25h; Catalytic behavior; Reagent/catalyst; Temperature; Reflux;A 37%
B 44%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [Cu([bis(3-tert-butyl-2-hydroxybenzyl)](2-pyridylmethyl)amine)(acetate)(acetic acid)]; potassium carbonate In water at 25℃; for 24h; Catalytic behavior;A 37 %Chromat.
B 16%
(4-vinyl-phenyl)-methanol
1074-61-9

(4-vinyl-phenyl)-methanol

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: (4-vinyl-phenyl)-methanol With sodium periodate; C20H20ClN6Ru(1+)*Cl(1-) In water; acetone at 20℃; for 1.41667h;
Stage #2: With sodium sulfite In dichloromethane; water for 0.166667h; Catalytic behavior;
55%
4-chloromethylbenzaldehyde
73291-09-5

4-chloromethylbenzaldehyde

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With barium dihydroxide
p-Xylylene dichloride
623-25-6

p-Xylylene dichloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With ethanol; nitric acid; silver nitrate
With methanol; sodium nitrate
7,8-dioxabicyclo<4.2.2>deca-2,4,9-triene
83931-97-9

7,8-dioxabicyclo<4.2.2>deca-2,4,9-triene

A

terephthalaldehyde,
623-27-8

terephthalaldehyde,

B

benzaldehyde
100-52-7

benzaldehyde

C

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
In acetonitrile at 130℃; Yield given. Yields of byproduct given;
In acetonitrile at 130℃; Yield given;
4-(1',3'-dioxolan-2'-yl)benzyl alcohol
142651-25-0

4-(1',3'-dioxolan-2'-yl)benzyl alcohol

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 25℃; for 6h;
Acid hydrolysis;
With hydrogenchloride In methanol at 30℃; for 1h;
11.11.41-tribromo-1.4-dimethyl-benzene

11.11.41-tribromo-1.4-dimethyl-benzene

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With water
With sodium carbonate
2-bromo-2-methylpropionic acid methyl ester
23426-63-3

2-bromo-2-methylpropionic acid methyl ester

p-xylylene glycol
589-29-7

p-xylylene glycol

A

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

B

methyl-2,2-dimethyl-3-hydroxy-3-(4-hydroxymethylphenyl)-propionate

methyl-2,2-dimethyl-3-hydroxy-3-(4-hydroxymethylphenyl)-propionate

Conditions
ConditionsYield
Multistep reaction;
5-(2-methylpropane-1-sulfonyl)-1-phenyl-1H-tetrazole
852178-76-8

5-(2-methylpropane-1-sulfonyl)-1-phenyl-1H-tetrazole

4-(hydroxymethyl)benzaldehyde dimethyl acetal
183057-64-9

4-(hydroxymethyl)benzaldehyde dimethyl acetal

A

(Z)-1-(4-hydroxymethylphenyl)-3-methyl-1-butene

(Z)-1-(4-hydroxymethylphenyl)-3-methyl-1-butene

B

(E)-1-(4-hydroxymethylphenyl)-3-methyl-1-butene

(E)-1-(4-hydroxymethylphenyl)-3-methyl-1-butene

C

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Multistep reaction. Title compound not separated from byproducts;
methyl 4-(1,3-dioxolan-2-yl)benzoate
142651-24-9

methyl 4-(1,3-dioxolan-2-yl)benzoate

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithiumaluminium hydride / tetrahydrofuran
2: Acid hydrolysis
View Scheme
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether / 1 h / 0 °C
2: 3M aq. HCl / tetrahydrofuran / 6 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C
2: hydrogenchloride / methanol / 1 h / 30 °C
View Scheme
4-cyanobenzyl chloride
874-86-2

4-cyanobenzyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SnCl2; HCl; diethyl ether / anschl. mit H2O
2: aqueous Ba(OH)2
View Scheme
terephthalaldehyde mono(diethylacetal)
81172-89-6

terephthalaldehyde mono(diethylacetal)

trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With sodium borohydrid In methanol; chloroform; ethyl acetate
With sodium tetrahydroborate In methanol; chloroform
C10H15N5O4
646071-33-2

C10H15N5O4

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

C18H21N5O5

C18H21N5O5

Conditions
ConditionsYield
With triethylamine In ethanol at 50℃;100%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

2-(4-hydroxymethylphenyl)-1,3-dithiane
1461660-52-5

2-(4-hydroxymethylphenyl)-1,3-dithiane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 0.5h; Inert atmosphere; Schlenk technique;100%
With copper(II) sulfate In dichloromethane at 20℃;
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-({[tert-butyl(diphenyl)silyl]oxy}methyl)benzaldehyde
196880-47-4

4-({[tert-butyl(diphenyl)silyl]oxy}methyl)benzaldehyde

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 1.25h; Cooling with ice;100%
adamantylmethylamine
17768-41-1

adamantylmethylamine

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

C19H25NO

C19H25NO

Conditions
ConditionsYield
With sodium sulfate In dichloromethane at 20℃; for 3h;99%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde
160744-60-5

4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 1h; Inert atmosphere;98%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Inert atmosphere;87%
Stage #1: 4-(hydroxylmethyl)benzaldehyde With 1H-imidazole In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 20℃; for 24h; Inert atmosphere;
84%
With 1H-imidazole In acetonitrile at 25℃; for 8h; Yield given;
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide
triethylsilane
617-86-7

triethylsilane

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-[(triethylsiloxy)methyl]benzaldehyde

4-[(triethylsiloxy)methyl]benzaldehyde

Conditions
ConditionsYield
AuCl(xanthphos) In 1,2-dichloro-ethane at 50℃; for 2h;98%
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

3-hydroxymethyl-benzoic acid
3006-96-0

3-hydroxymethyl-benzoic acid

Conditions
ConditionsYield
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;98%
With NADH oxidase and 3-succinoylsemialdehyde-pyridine dehydrogenase co-expressed in Escherichia coli cells In aq. phosphate buffer at 30℃; for 3h; pH=7; Microbiological reaction;95%
With C20H25N2(1+)*Cl(1-); water; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 16h; Schlenk technique; chemoselective reaction;85%
3-bromo-2-chloroprop-1-ene
4860-96-2

3-bromo-2-chloroprop-1-ene

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

3-Chloro-1-(4-hydroxymethyl-phenyl)-but-3-en-1-ol

3-Chloro-1-(4-hydroxymethyl-phenyl)-but-3-en-1-ol

Conditions
ConditionsYield
With indium In tetrahydrofuran; water Ambient temperature;97%
4-phenyl-4-vinyl-1,3-dioxolan -2-one
1459246-62-8

4-phenyl-4-vinyl-1,3-dioxolan -2-one

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

1-(4-(hydroxymethyl)phenyl)-2-phenyl-2-vinylpropane-1,3-diol

1-(4-(hydroxymethyl)phenyl)-2-phenyl-2-vinylpropane-1,3-diol

Conditions
ConditionsYield
With potassium phosphate; cobalt(II) chloride hexahydrate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran at 20℃; for 4h; Schlenk technique; Sealed tube; Inert atmosphere; Irradiation; diastereoselective reaction;97%
C25H31NP(1+)*Cl(1-)
1335205-52-1

C25H31NP(1+)*Cl(1-)

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene
700845-97-2

trans-4-(N,N-diphenylamino)-4'-(hydroxymethyl)stilbene

Conditions
ConditionsYield
With lithium hydroxide In water at 80℃; for 4h; Wittig reaction; Inert atmosphere; stereoselective reaction;96%
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-(bromomethyl)benzaldehyde
51359-78-5

4-(bromomethyl)benzaldehyde

Conditions
ConditionsYield
With hydrogen bromide In dichloromethane; acetic acid95%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 4h;95%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 10h;88%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-formylbenzyl methanesulfonate
758717-04-3

4-formylbenzyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -5℃; for 0.25h;95%
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

p-formylbenzyl trifluoroacetate
498572-68-2

p-formylbenzyl trifluoroacetate

Conditions
ConditionsYield
In diethyl ether at 0℃; for 2h; Inert atmosphere;95%
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

p-xylylene glycol
589-29-7

p-xylylene glycol

Conditions
ConditionsYield
With formic acid; C20H29ClIrN4(1+)*Cl(1-) In water at 80℃; for 0.0833333h;95%
With HNa*CHO2(1-); C63H72ClN3O5PRuS(1+)*Br(1-) In dimethylsulfoxide-d6; water-d2 at 37℃; for 12h;
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-((hydroxyimino)methyl)benzaldehyde
52010-90-9

4-((hydroxyimino)methyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(hydroxylmethyl)benzaldehyde With dihydrogen peroxide at 20℃; for 0.166667h; Green chemistry;
Stage #2: With hydroxylamine hydrochloride for 4h; Catalytic behavior; Green chemistry;
95%
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine
14384-45-3

N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

2-[p-(hydroxymethyl)phenyl]-4,4,5,5-tetramethyl-3-oxylimidazoline 1-oxide

2-[p-(hydroxymethyl)phenyl]-4,4,5,5-tetramethyl-3-oxylimidazoline 1-oxide

Conditions
ConditionsYield
Stage #1: N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine; 4-(hydroxylmethyl)benzaldehyde In water at 20℃; for 24h;
Stage #2: With lead dioxide In water for 2h;
93%
(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

1-(1-hydroxy-2,2,2-trifluoroethyl)-4-(hydroxymethyl)benzene
819080-12-1

1-(1-hydroxy-2,2,2-trifluoroethyl)-4-(hydroxymethyl)benzene

Conditions
ConditionsYield
Stage #1: (trifluoromethyl)trimethylsilane; 4-(hydroxylmethyl)benzaldehyde In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Sealed tube;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Sealed tube;
Stage #3: With tetrabutyl ammonium fluoride; water In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Sealed tube;
92%
4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

terephthalaldehyde,
623-27-8

terephthalaldehyde,

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; nitromethane; oxygen; 1,10-ethyleneisoalloxazinium chloride at 40℃; for 14h;91%
With 9-fluorenone In dimethyl sulfoxide at 20℃; Irradiation;90%
With ammonium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In ethanol at 50℃; for 30h;89%
4,4-dimethylthiosemicarbazide
6926-58-5

4,4-dimethylthiosemicarbazide

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

C11H15N3OS

C11H15N3OS

Conditions
ConditionsYield
In methanol for 2h; Reflux;91%
para-methylacetophenone
122-00-9

para-methylacetophenone

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

3-(4-(hydroxymethyl)phenyl)-1-(p-tolyl)prop-2-en-1-one

3-(4-(hydroxymethyl)phenyl)-1-(p-tolyl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 0 - 20℃; for 24h; Aldol Condensation;90%
With potassium hydroxide In ethanol; water Aldol Condensation;
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

4-((triisopropylsilyloxy)methyl)benzaldehyde
313279-15-1

4-((triisopropylsilyloxy)methyl)benzaldehyde

Conditions
ConditionsYield
With 1H-imidazole; triethylamine In dichloromethane at 20℃; for 1h;90%

4-Hydroxymethylbenzaldehyde Chemical Properties

Molecule structure of 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6):

IUPAC Name: 4-(Hydroxymethyl)benzaldehyde 
Molecular Weight: 136.14792 g/mol
Molecular Formula: C8H8O2
XLogP3: 0.8
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Exact Mass: 136.05243
MonoIsotopic Mass: 136.05243
Topological Polar Surface Area: 37.3
Heavy Atom Count: 10
Canonical SMILES: C1=CC(=CC=C1CO)C=O
InChI: InChI=1S/C8H8O2/c9-5-7-1-2-8(6-10)4-3-7/h1-5,10H,6H2
InChIKey: ZFHUHPNDGVGXMS-UHFFFAOYSA-N
Product Categories of 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6): Organic Building Blocks

4-Hydroxymethylbenzaldehyde Specification

 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6) is also named as p-Tolualdehyde,a-hydroxy- (6CI,7CI) ; p-(Hydroxymethyl)benzaldehyde .

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