Product Name

  • Name

    4-Hydroxybenzaldehyde

  • EINECS 204-599-1
  • CAS No. 123-08-0
  • Article Data602
  • CAS DataBase
  • Density 1.226 g/cm3
  • Solubility 13 g/L (30 °C) in water
  • Melting Point 112-116°C(lit.)
  • Formula C7H6O2
  • Boiling Point 246.6 °C at 760 mmHg
  • Molecular Weight 122.123
  • Flash Point 101.3 °C
  • Transport Information
  • Appearance yellow to light brown crystalline powder
  • Safety 26-36-24/25-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 123-08-0 (4-Hydroxybenzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms Benzaldehyde,p-hydroxy- (8CI);4-Formylphenol;4-Hydroxybenzaldehyde;NSC 2127;Parahydroxybenzaldehyde;p-Formylphenol;Benzaldehyde,4-hydroxy-;p-Oxybenzaldehyde;
  • PSA 37.30000
  • LogP 1.20470

Synthetic route

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 80℃; for 18h;100%
With [(2-di-tert-butylphosphino-3-methoxy-6-methyl-2,4,6-triisopropyl-1,1-biphenyl)-2-(2-aminobiphenyl)]palladium(II) methanesulfonate; caesium carbonate; Benzaldoxime In N,N-dimethyl-formamide at 80℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;99%
With trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); C29H45Pt; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.5h; Inert atmosphere; Microwave irradiation;93%
4-formylphenyl acetate
878-00-2

4-formylphenyl acetate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With ammonium acetate In methanol at 20℃; for 3h;100%
With water; sodium acetate In ethanol for 5h; Reflux;98%
With aluminum oxide In neat (no solvent) at 75℃; for 0.05h; microwave irradiation;92%
(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-methoxymethoxy-benzaldehyde
6515-21-5

4-methoxymethoxy-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 1.5h;100%
With carbon tetrabromide In isopropyl alcohol for 1.5h; Heating;97%
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;95%
p-tert-butoxybenzaldehyde
57699-45-3

p-tert-butoxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With sodium iodide; cerium(III) chloride In acetonitrile at 40℃; for 6h;100%
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With iron(III) chloride on silica In neat (no solvent) at 80℃; for 0.5h;99%
With pentamethylbenzene,; boron trichloride In dichloromethane at -78℃; for 0.333333h;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 1.5h; Inert atmosphere;92%
4-(2-propenyloxy)benzaldehyde
40663-68-1

4-(2-propenyloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

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;98%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 20℃; for 4h; Inert atmosphere;96%
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
120743-99-9

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

Cs2CO3

Cs2CO3

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 20℃; for 1h;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%
...Expand
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With copper(II) ferrite; water; sodium hydroxide at 40℃; for 24h; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 48h; Reagent/catalyst; Irradiation; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 48h; Irradiation;99%
potassium 4-formylphenyltrifluoroborate

potassium 4-formylphenyltrifluoroborate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;99%
With Oxone In water; acetone at 20℃; for 0.0333333h; Cooling with ice;99%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;99%
With bis(η3-allyl-μ-chloropalladium(II)); p-methylbenzaldehyde oxime; caesium carbonate; tert-butyl XPhos In tetrahydrofuran at 75℃; for 3h; Inert atmosphere;98%
Stage #1: 4-bromo-benzaldehyde With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 80℃; for 48h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;		96%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;98%
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one for 0.25h; Heating;92%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 190℃; for 0.166667h;90%
4-(1,3-dithian-2-yl)phenol
57529-05-2

4-(1,3-dithian-2-yl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.166667h; micellar medium;98%
With thionyl chloride; dihydrogen peroxide In acetonitrile at 25℃; for 0.0333333h;93%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.416667h; Micellar solution;92%
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
120743-99-9

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 20℃; for 0.3h;98%
sulfated SnO2 In methanol at 20℃; for 0.283333h;96%
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere;95%
4-hydroxybenzaldehyde oxime
699-06-9, 60221-52-5, 60221-53-6

4-hydroxybenzaldehyde oxime

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-hydroxybenzaldehyde oxime With hexachlorodisilane; silica gel In toluene at 110℃; for 0.5h;
Stage #2: With water In toluene for 0.5h;		98%
With phosphoric acid In ethanol at 25℃; for 0.25h; Sonication; Green chemistry;97%
With Cr-MCM-41 zeolite on silica gel for 0.0833333h; microwave irradiation;95%
4-Hydroxybenzaldehyde N,N-dimethylhydrazone
22699-30-5

4-Hydroxybenzaldehyde N,N-dimethylhydrazone

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With water; manganese(III) acetylacetonate In chloroform for 1h; Hydrolysis; Heating;98%
para-tert-butoxycarbonyloxybenzaldehyde
87188-50-9

para-tert-butoxycarbonyloxybenzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 100℃; for 0.5h; Microwave irradiation;98%
With 2,2,2-trifluoroethanol at 100℃; for 0.5h; Microwave irradiation;98%
With methanol; carbon tetrabromide; triphenylphosphine for 18h; Reflux;83%
4-(bis(phenylthio)methyl)phenol
344873-34-3

4-(bis(phenylthio)methyl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.333333h; Micellar solution;98%
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 0.5h; micellar medium;95%
4-acetoxybenzyl alcohol
6309-46-2

4-acetoxybenzyl alcohol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetone at 60℃; for 8h; Green chemistry;98%
4-(triisopropylsilyloxy)benzaldehyde
211617-68-4

4-(triisopropylsilyloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 1h;97%
With carbon tetrabromide In methanol at 65℃; for 48h;41%
phenyl formate
1864-94-4

phenyl formate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In toluene at 110℃; for 4h; Solvent; Temperature; Reagent/catalyst; Fries Phenol Ester Rearrangement;96.7%
p-cresol
106-44-5

p-cresol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With iridium(III) chloride; cerium(IV) sulphate; acetic acid In water at 100℃; for 3h;96.3%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;89%
With dirhodium tetraacetate; potassium hydrogenphosphate trihydrate; Selectfluor In trifluoroacetic acid; trifluoroacetic anhydride at 80℃; for 7h; Sealed tube; Inert atmosphere; chemoselective reaction;88%
4-(1,3-dithiolan-2-yl)phenol
22068-49-1

4-(1,3-dithiolan-2-yl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(1,3-dithiolan-2-yl)phenol at 20℃;
Stage #2: With water at 20℃;		96%
With thionyl chloride; dihydrogen peroxide In acetonitrile at 25℃; for 0.025h;92%
With silica gel In neat (no solvent) at 20℃; for 0.05h;90%
acetyloxy(4-acetyloxyphenyl)methyl acetate
7143-16-0

acetyloxy(4-acetyloxyphenyl)methyl acetate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In acetonitrile at 50℃; for 0.75h; Green chemistry;96%
With ethanol at 50 - 60℃; for 0.0833333h;96%
With aluminum oxide at 35℃; for 0.0333333h; microwave irradiation;94%
4-(tetrahydropyran-2-yloxy)benzaldehyde
74189-56-3

4-(tetrahydropyran-2-yloxy)benzaldehyde

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With silica-supported NaHSO4 In methanol at 20℃; for 0.166667h;96%
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;96%
With CuCl2*H2O In ethanol for 2h; Hydrolysis; Heating;92%
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

A

4-benzyloxybenzyl alcohol
836-43-1

4-benzyloxybenzyl alcohol

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In water; isopropyl alcohol at 20℃; under 5171.62 Torr; for 4h;A 96%
B 2%
4-((2-phenylhydrazono)methyl)phenol
16435-03-3

4-((2-phenylhydrazono)methyl)phenol

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With cetyltrimethylammonium peroxodisulphate In acetonitrile for 0.133333h; Reflux;96%
With potassium permanganate; silica gel In water at 20℃; for 0.666667h;90%
With ammonium cerium(IV) nitrate; silica gel for 0.0333333h; microwave irradiation;74%
2-(p-hydroxyphenyl)-1,3-oxathiolane
121125-67-5

2-(p-hydroxyphenyl)-1,3-oxathiolane

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
Stage #1: 2-(p-hydroxyphenyl)-1,3-oxathiolane In ethanol at 20℃; for 0.166667h;
Stage #2: With water In ethanol at 20℃; for 0.0333333h;		96%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; β‐cyclodextrin In water; acetone at 20℃; for 0.333333h;88%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

5-(4-hydroxybenzylidene)barbituric acid
27406-31-1

5-(4-hydroxybenzylidene)barbituric acid

Conditions
ConditionsYield
at 20 - 50℃; for 1h; Knoevenagel condensation;100%
In ethanol; water at 20℃; Knoevenagel Condensation;99%
With 1-butyl-3-methylimidazolium Tetrafluoroborate microwave irradiation;98.2%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

1,3-dimethyl-5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
57270-80-1

1,3-dimethyl-5-(4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione

Conditions
ConditionsYield
at 20℃; for 1h; Knoevenagel condensation;100%
In water for 0.333333h; Knoevenagel Condensation; Milling;97%
With iron oxide; ammonium acetate In ethanol; water for 0.333333h; Reagent/catalyst; Knoevenagel Condensation; Reflux;91%
acetic anhydride
108-24-7

acetic anhydride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-formylphenyl acetate
878-00-2

4-formylphenyl acetate

Conditions
ConditionsYield
With pyridine; aluminum oxide at 100 - 102℃; for 4h; microwave irradiation;100%
With pyridine at 20℃; for 16h;100%
With potassium carbonate In dichloromethane at 20℃; for 2h; Time;96.73%
acetic anhydride
108-24-7

acetic anhydride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

acetyloxy(4-acetyloxyphenyl)methyl acetate
7143-16-0

acetyloxy(4-acetyloxyphenyl)methyl acetate

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In dichloromethane at 20℃; for 0.416667h; Green chemistry; chemoselective reaction;100%
With bismuth(lll) trifluoromethanesulfonate at -5℃; for 0.333333h;98%
In neat (no solvent) at 20℃; for 0.1h; Green chemistry; chemoselective reaction;98%
benzyl bromide
100-39-0

benzyl bromide

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1.16667h;100%
With potassium carbonate In N,N-dimethyl-formamide at 60℃;100%
With potassium carbonate In acetonitrile for 3h;100%
1-amino-naphthalene
134-32-7

1-amino-naphthalene

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

(E)-4-((naphthalen-1-ylimino)methyl)phenol
93324-84-6

(E)-4-((naphthalen-1-ylimino)methyl)phenol

Conditions
ConditionsYield
for 2h; Ambient temperature;100%
at 80℃; for 0.0833333h;78%
p-toluidine
106-49-0

p-toluidine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-hydroxybenzal-p-toluidine
3230-51-1

p-hydroxybenzal-p-toluidine

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
100%
In ethyl 2-hydroxypropionate at 20℃; for 0.0333333h;90%
benzyl chloride
100-44-7

benzyl chloride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20 - 60℃;100%
With dmap; potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;97%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-hydroxylbenzylidene)-4-methoxyaniline
3230-50-0

N-(4-hydroxylbenzylidene)-4-methoxyaniline

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;93%
In ethanol for 5h; Reflux;88%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-methoxymethoxy-benzaldehyde
6515-21-5

4-methoxymethoxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Heating;100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In acetone at 20℃; for 0.25h;
Stage #2: chloromethyl methyl ether In acetone		100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In acetone for 0.25h;
Stage #2: chloromethyl methyl ether In acetone for 3.5h; Reflux;		100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

1-dodecylbromide
143-15-7

1-dodecylbromide

4-n-dodecyloxybenzaldehyde
24083-19-0

4-n-dodecyloxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20 - 60℃; for 1h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 80℃; Inert atmosphere;		100%
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;98%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-(4-formylphenoxy)acetate
51264-69-8

ethyl 2-(4-formylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Reflux;100%
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate; sodium iodide In acetonitrile for 0.5h; Heating;
Stage #2: ethyl bromoacetate In acetonitrile for 18h; Heating;		98%
With potassium carbonate In acetone at 20℃; for 2h;95%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

allyl bromide
106-95-6

allyl bromide

4-(2-propenyloxy)benzaldehyde
40663-68-1

4-(2-propenyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate
6935-44-0, 42205-38-9

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;100%
Ru(+)Cp(NCCHCO2Et)(-)*(PPh3)2 In tetrahydrofuran at 25℃; for 5h; Condensation; Aldol reaction;99%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

acetone
67-64-1

acetone

(1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one
3654-49-7

(1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 264h;100%
With hydrogenchloride; acetic acid at 25 - 30℃; for 2h; Heating;95%
With hydrogenchloride In acetic acid at 25 - 30℃; for 2h;95%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

methylamine
74-89-5

methylamine

4-(Methylimino-methyl)-phenol
5766-74-5

4-(Methylimino-methyl)-phenol

Conditions
ConditionsYield
at 0℃; under 187.515 Torr; Solid phase reaction; gas-solid reaction;100%
at 20℃; for 12h;100%
With ethanol; water at 40℃;
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-bromo-aniline
106-40-1

4-bromo-aniline

4-hydroxybenzylidene-4'-bromoaniline
3382-65-8

4-hydroxybenzylidene-4'-bromoaniline

Conditions
ConditionsYield
for 24h; Ambient temperature;100%
In methanol at 20℃;90%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;87%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

malononitrile
109-77-3

malononitrile

2-(4-hydroxyphenylmethylene)malononitrile
3785-90-8

2-(4-hydroxyphenylmethylene)malononitrile

Conditions
ConditionsYield
at 150℃; for 1h; Knoevenagel condensation;100%
hydrotalcite structure integrating fluoride ions In acetonitrile at 25℃; for 1.5h; Conversion of starting material; Knoevenagel Condensation;100%
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;100%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate
3695-85-0

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate

Conditions
ConditionsYield
at 170℃; for 1h; Knoevenagel condensation;100%
With potassium carbonate; thiourea In water at 20℃; for 0.166667h;98%
With C8H18NO3(1+)*C2H4NO2(1-) In water at 20℃; Knoevenagel Condensation;96%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

4-(dimethoxymethyl)phenol
59276-27-6

4-(dimethoxymethyl)phenol

Conditions
ConditionsYield
With lithium tetrafluoroborate In methanol for 0.333333h; Heating;100%
With Decaborane In methanol at 20℃; for 0.0666667h;85%
With methanol; tetra-N-butylammonium tribromide at 20℃; for 2h;25%
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%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-hydroxy-3-nitrobenzaldehyde
3011-34-5

4-hydroxy-3-nitrobenzaldehyde

Conditions
ConditionsYield
With dinitrogen tetraoxide; ferric nitrate In acetone for 2.5h; Ambient temperature;100%
With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 0.583333h; Neat (no solvent); regioselective reaction;98%
With tetrachlorosilane; silica gel; sodium nitrite In dichloromethane at 20℃; for 1.5h;97%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-hydroxybenzaldehyde oxime
699-06-9, 60221-52-5, 60221-53-6

4-hydroxybenzaldehyde oxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol for 1h; Reflux;100%
With pyridine; hydroxylamine hydrochloride In ethanol at 80℃; for 1h;98%
With zinc(II) oxide; hydroxylamine hydrochloride; silica gel In neat (no solvent) at 20℃; for 0.1h; Green chemistry;96%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-(tetrahydropyran-2-yloxy)benzaldehyde
74189-56-3

4-(tetrahydropyran-2-yloxy)benzaldehyde

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 1.5h;100%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

2',4-dihydroxychalcone
34000-31-2, 13323-66-5

2',4-dihydroxychalcone

Conditions
ConditionsYield
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃;
Stage #2: 4-hydroxy-benzaldehyde In ethanol; water		100%
With potassium hydroxide In ethanol at 25℃;85%
With potassium hydroxide In ethanol at 25℃;85%
propylamine
107-10-8

propylamine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

N-propyl-4-hydroxybenzylideneamine
106493-25-8

N-propyl-4-hydroxybenzylideneamine

Conditions
ConditionsYield
at 20℃; for 12h;100%
at 20 - 100℃; for 0.133333h; microwave irradiation;96%
In methanol at 25℃; Mechanism; Rate constant; Thermodynamic data; also for the phenolate form; ΔH(excit.), ΔS(excit.);
sebacoyl chloride
111-19-3

sebacoyl chloride

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

bis(4-formylphenyl)decanedioate
118702-75-3

bis(4-formylphenyl)decanedioate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;100%
With pyridine; N,N-dimethyl-formamide67%
With pyridine Ambient temperature;

p-Hydroxybenzaldehyde Chemical Properties

Molecule structure of p-Hydroxybenzaldehyde (CAS NO.123-08-0):

IUPAC Name: 4-Hydroxybenzaldehyde 
Molecular Weight: 122.12134 g/mol
Molecular Formula: C7H6O2 
Melting Point: 112-116 °C(lit.)
Index of Refraction: 1.618
Molar Refractivity: 34.88 cm3
Molar Volume: 99.5 cm3
Surface Tension: 52 dyne/cm
Density: 1.226 g/cm3
Flash Point: 101.3 °C
Enthalpy of Vaporization: 50.33 kJ/mol
Boiling Point: 246.6 °C at 760 mmHg
Vapour Pressure: 0.0171 mmHg at 25 °C 
Storage Temp.: Store at 2-8 °C
Water Solubility: 13 g/L (30 °C)
Sensitive: Air Sensitive
XLogP3: 1.4
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 4
Exact Mass: 122.036779
MonoIsotopic Mass: 122.036779
Topological Polar Surface Area: 37.3
Heavy Atom Count: 9
Canonical SMILES: C1=CC(=CC=C1C=O)O
InChI: InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H
InChIKey: RGHHSNMVTDWUBI-UHFFFAOYSA-N
EINECS: 204-599-1
Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde (Building Blocks for Liquid Crystals);Bifunctional Compounds (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Phenols (Building Blocks for Liquid Crystals);Aldehydes;C7;Carbonyl Compounds;Alphabetical Listings;Flavors and Fragrances;G-H

p-Hydroxybenzaldehyde Uses

 p-Hydroxybenzaldehyde (CAS NO.123-08-0) is commonly used as an important intermediate of pesticides. And it's also used for the synthesis of organic compounds and medicine.

p-Hydroxybenzaldehyde Toxicity Data With Reference

1.    

sce-hmn:lym 1 mmol/L

     MUREAV    Mutation Research. 206 (1988),17.
2.    

ipr-mus LD50:500 mg/kg

     NTIS**    National Technical Information Service . (Springfield, VA 22161)(Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .

p-Hydroxybenzaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

p-Hydroxybenzaldehyde Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: CU6475000
Hazard Note: Irritant/Air Sensitive
HS Code: 29124900
Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

p-Hydroxybenzaldehyde Specification

 p-Hydroxybenzaldehyde (CAS NO.123-08-0) is also named as 4-Formylphenol ; 4-Hydroxybenzaldehyde ; AI3-15366 ; BRN 0471352 ; CCRIS 8911 ; NSC 2127 ; Parahydroxybenzaldehyde ; UNII-O1738X3Y38 ; USAF M-6 ; p-Formylphenol ; p-Oxybenzaldehyde . p-Hydroxybenzaldehyde (CAS NO.123-08-0) is yellow to light brown crystalline powder with aromatic odor.

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