Product Name

  • Name

    3-Hydroxybenzaldehyde

  • EINECS 202-892-9
  • CAS No. 100-83-4
  • Article Data172
  • CAS DataBase
  • Density 1.226 g/cm 3
  • Solubility soluble in water
  • Melting Point 100-103 °C(lit.)
  • Formula C7H6O2
  • Boiling Point 240.9 °C at 760 mmHg
  • Molecular Weight 122.123
  • Flash Point 98.6 °C
  • Transport Information
  • Appearance off-white solid
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 100-83-4 (3-Hydroxybenzaldehyde)
  • Hazard Symbols IrritantXi
  • Synonyms meta-Hydroxybenzaldehyde;Benzaldehyde, 3-hydroxy-;m-Formylphenol;3-Formylphenol;3-hydroxyBenzaldehyde;m-hydroxyBenzaldehyde;m-hydroxybenzaldehyde;Benzaldehyde, m-hydroxy-;
  • PSA 37.30000
  • LogP 1.20470

Synthetic route

3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate In dichloromethane100%
With manganese(IV) oxide; manganese(II) nitrate tetrahydrate; dibenzoyl peroxide In hexane at 70℃; under 760.051 Torr; for 0.0833333h; chemoselective reaction;99%
In neat (no solvent) at 20℃; for 0.0333333h; Microwave irradiation;99%
Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride for 0.0416667h; Product distribution; Ambient temperature; pH = 4-6, regeneration of aldehyde;100%
3-Benzyloxybenzaldehyde
1700-37-4

3-Benzyloxybenzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With iron(III) chloride on silica In neat (no solvent) at 80℃; for 0.5h;99%
With magnesium iodide for 5h; neat (no solvent);93%
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde
96013-95-5

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 8h; Inert atmosphere;96%
With triethylamine N-oxide In methanol for 1h;91%
In water; dimethyl sulfoxide at 90℃; for 8h;87%
2-(3-hydroxyphenyl)-1,3-dithiolane
27004-28-0

2-(3-hydroxyphenyl)-1,3-dithiolane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium iodide; dihydrogen peroxide; sodium dodecyl-sulfate In water at 20℃; for 1h; micellar medium;96%
With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide In water; acetonitrile at 20℃; for 1h;94%
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 3h; Micellar solution;90%
2-(3-hydroxyphenyl)-1,3-dithiane
24393-20-2

2-(3-hydroxyphenyl)-1,3-dithiane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.666667h; Micellar solution;95%
With acetic acid at 25℃; for 15h;51%
3-benzenesulfonyloxy-benzaldehyde
13493-49-7

3-benzenesulfonyloxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;95%
3-Formylphenylboronic acid
87199-16-4

3-Formylphenylboronic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With C100H52N4O16Sn(6-)*2In(3+); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 3.5h; Irradiation;94%
With C18H28Cl2CuN2O4 In water at 26℃; for 0.333333h;92%
With 10-methylacridine-3(10H)-one; oxygen; N-ethyl-N,N-diisopropylamine In water at 20℃; for 20h; Irradiation; Green chemistry;90%
3-allyloxy-benzaldehyde
40359-32-8

3-allyloxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating;92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol at 20℃; for 6h;82%
3-((triisopropylsilyl)oxy)benzaldehyde
817166-73-7

3-((triisopropylsilyl)oxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 13h;92%
2-chlorocyclohexene-1-carboxaldehyde
1680-73-5

2-chlorocyclohexene-1-carboxaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With oxygen; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;92%
3-hydroxybenzaldehyde oxime
22241-18-5

3-hydroxybenzaldehyde oxime

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With N,N'-dichlorophenobarbital In acetonitrile at 20℃;92%
With iodine at 45 - 60℃; for 0.2h; Reagent/catalyst; Microwave irradiation;83%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); t-BuBrettPhos; p-methylbenzaldehyde oxime; caesium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Inert atmosphere;92%
With nickel(II) sulphate; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 12h; pH=8.8; UV-irradiation; Inert atmosphere; Glovebox; Enzymatic reaction;70 %Spectr.
1,4-bis(3-phenol)-2,3-diaza-1,3-butadiene

1,4-bis(3-phenol)-2,3-diaza-1,3-butadiene

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With tribromo-isocyanuric acid In acetonitrile for 1.5h; Reflux;90%
3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With magnesium iodide for 5h; neat (no solvent);89%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 190℃; for 0.5h;85%
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.5h; Heating;85%
3-(4-Methoxybenzyloxy)benzaldehyde
108781-14-2

3-(4-Methoxybenzyloxy)benzaldehyde

A

p-methoxybenzyl acetate
104-21-2

p-methoxybenzyl acetate

B

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With acetic acid at 90℃; for 24h;A n/a
B 88%
Acetic acid acetoxy-(3-hydroxy-phenyl)-methyl ester
465527-81-5

Acetic acid acetoxy-(3-hydroxy-phenyl)-methyl ester

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In acetonitrile at 70℃; for 5.5h;88%
With formic acid; water; sodium dodecyl-sulfate for 4h; Heating;80%
formic acid
64-18-6

formic acid

3-Iodophenol
626-02-8

3-Iodophenol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 2h; Sealed tube;88%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;88%
N-(2,4-dinitrophenyl)-N'-(3'-hydroxybenzylidene)hydrazone
1160-77-6

N-(2,4-dinitrophenyl)-N'-(3'-hydroxybenzylidene)hydrazone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bischloride In water at 50℃; for 0.25h; pH=7;86%
3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

A

(m-hydroxybenzyl) methyl ether
57234-51-2

(m-hydroxybenzyl) methyl ether

B

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C

3-Carboxyphenol
99-06-9

3-Carboxyphenol

Conditions
ConditionsYield
With sodium hydroxide; oxygen; platinum on activated charcoal; cerium(III) chloride; bismuth(III) sulfate In methanol; water at 50℃; for 2h;A 5 % Chromat.
B 83%
C 1 % Chromat.
With sodium hydroxide; oxygen; platinum on activated charcoal; bismuth(III) sulfate In methanol; water at 50℃; for 2h;A 6 % Chromat.
B 71 % Chromat.
C 18 % Chromat.
With sodium hydroxide; oxygen; platinum on activated charcoal; cerium(III) chloride; bismuth(III) sulfate In methanol; water at 50℃; for 2h; Product distribution; further solvent: water; further catalyst: 3percent Pt/C, Bi2(SO4)3;A 6 % Chromat.
B 71 % Chromat.
C 18 % Chromat.
3-(propargyloxy)benzaldehyde
5651-87-6

3-(propargyloxy)benzaldehyde

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate; tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide electrochem. reaction; magnesium rod anode, nickel foam grid cathode;83%
3-hydroxybenzylidenehydrazinodiacetic acid

3-hydroxybenzylidenehydrazinodiacetic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With copper(II) nitrate hexahydrate In dichloromethane; water at 20℃; for 5h;83%
3-Acetoxy-1-(diacetoxymethyl)benzene
6339-75-9

3-Acetoxy-1-(diacetoxymethyl)benzene

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With poly(4-vinylpyridinium) hydrogen sulfate solid acid In methanol at 20℃; for 0.633333h; Irradiation;82%
3-hydroxybenzoyl chloride
40812-76-8

3-hydroxybenzoyl chloride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; triethylamine at 120℃; Autoclave;81.5%
1α-H, 2α-H, 4α-H, 5α-H-3,9-Dioxatricyclo<3.3.1.02,4>nonan-7-on
99892-53-2

1α-H, 2α-H, 4α-H, 5α-H-3,9-Dioxatricyclo<3.3.1.02,4>nonan-7-on

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 0.25h; Ambient temperature; ice-cooling (adding);72%
With lithium diisopropyl amide57%
Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate
19473-06-4

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With ammonium acetate for 0.0333333h; microwave irradiation;72%
salicylaldoxime
332903-32-9

salicylaldoxime

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With aluminum oxide; ammonium chlorochromate at 35℃; for 2h; oxidative deoximation;70%
(R,S)3-hydroxymandelic acid
17119-15-2

(R,S)3-hydroxymandelic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
With Ag-Ag2S nanoparticles supported on cellulose In water at 80℃; for 0.05h; Microwave irradiation; Green chemistry;65%
3-Bromophenol
591-20-8

3-Bromophenol

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromophenol With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at 0 - 5℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 0℃; for 1h; Further stages.;
64%
acetic anhydride
108-24-7

acetic anhydride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Acetoxy-1-(diacetoxymethyl)benzene
6339-75-9

3-Acetoxy-1-(diacetoxymethyl)benzene

Conditions
ConditionsYield
With sulphated zirconia regioselective reaction;100%
In neat (no solvent) at 20℃; for 0.1h; Green chemistry; chemoselective reaction;97%
H6P2W18O62 at 20℃; for 0.5h;95%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

allyl bromide
106-95-6

allyl bromide

3-allyloxy-benzaldehyde
40359-32-8

3-allyloxy-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone for 18h; Heating;100%
With potassium carbonate; sodium iodide In ethanol for 3h; Reflux;100%
With potassium carbonate In ethanol for 3h; Reflux;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

methylamine
74-89-5

methylamine

3-(Methylimino-methyl)-phenol
7221-33-2

3-(Methylimino-methyl)-phenol

Conditions
ConditionsYield
In ethanol at 0 - 5℃; for 2h;100%
at 20℃; for 12h;100%
With benzene zuletzt unter Abdestillieren des gebildeten Wassers;
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

isopropyl bromide
75-26-3

isopropyl bromide

3-isopropoxybenzaldehyde
75792-33-5

3-isopropoxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
With potassium carbonate In N,N-dimethyl-formamide at 70℃;90%
In acetone88%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Hydroxybenzyl alcohol
620-24-6

3-Hydroxybenzyl alcohol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 0.25h;100%
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere;100%
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

2-bromo-5-hydroxybenzaldehyde
2973-80-0

2-bromo-5-hydroxybenzaldehyde

Conditions
ConditionsYield
With bromine In dichloromethane100%
With bromine In dichloromethane100%
With 1,3-di-n-butyl-1H-imidazol-3-ium tribromide at 20℃; for 0.133333h; Neat (no solvent); regioselective reaction;95%
3,5-dimethyl-4-nitroisoxazole
1123-49-5

3,5-dimethyl-4-nitroisoxazole

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-[(E)-2-(3-Methyl-4-nitro-isoxazol-5-yl)-vinyl]-phenol
103806-58-2

3-[(E)-2-(3-Methyl-4-nitro-isoxazol-5-yl)-vinyl]-phenol

Conditions
ConditionsYield
With pyrrolidine In neat (no solvent) at 20℃; for 0.116667h; Aldol Condensation;100%
With base
benzyl bromide
100-39-0

benzyl bromide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-Benzyloxybenzaldehyde
1700-37-4

3-Benzyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 12h;100%
With potassium carbonate In N,N-dimethyl-formamide at 23℃; for 3h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 14h;99%
1-bromo-octane
111-83-1

1-bromo-octane

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(n-Octyloxy)benzaldehyde
24083-12-3

3-(n-Octyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide In ethanol Heating;100%
With potassium carbonate In N,N-dimethyl-formamide at 160℃; for 0.5h;90%
sodium 6-aminohexanoate
7234-49-3

sodium 6-aminohexanoate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Sodium; 6-{[1-(3-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-hexanoate

Conditions
ConditionsYield
In di-isopropyl ether; water for 0.0416667h; Product distribution; Ambient temperature; separation of aldehyde;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate
19473-06-4

Sodium; hydroxy-(3-hydroxy-phenyl)-methanesulfonate

Conditions
ConditionsYield
With sodium hydrogensulfite In di-isopropyl ether; water for 0.0833333h; Product distribution; Ambient temperature; separation of aldehyde;100%
With sodium hydrogensulfite at 50℃; for 1h;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde
96013-95-5

3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 16h;100%
With triethylamine In dichloromethane at 20℃; for 2h;100%
With 1H-imidazole In dichloromethane at 0 - 20℃;100%
ethyl bromoacetate
105-36-2

ethyl bromoacetate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

ethyl 2-(3-formylphenoxy)acetate
51264-68-7

ethyl 2-(3-formylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone Heating;100%
With potassium carbonate In acetonitrile at 70℃; for 4h; Inert atmosphere;100%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 3h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

propargyl bromide
106-96-7

propargyl bromide

3-(propargyloxy)benzaldehyde
5651-87-6

3-(propargyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 25℃; for 16h;100%
With 18-crown-6 ether; potassium carbonate In acetonitrile Inert atmosphere; Reflux;99%
With tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran; water at 50℃; for 4h;94%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

4-piperidyl N-(2-biphenyl)carbamate
171722-92-2

4-piperidyl N-(2-biphenyl)carbamate

1-(3-hydroxybenzyl)-4-piperidyl biphenyl-2-ylcarbamate

1-(3-hydroxybenzyl)-4-piperidyl biphenyl-2-ylcarbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane for 3h; Ambient temperature;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

N-hexyl-2-cyanoacetylamide
52493-37-5

N-hexyl-2-cyanoacetylamide

2-cyano-N-hexyl-3-(3-hydroxyphenyl)acrylamide

2-cyano-N-hexyl-3-(3-hydroxyphenyl)acrylamide

Conditions
ConditionsYield
piperidine at 20℃; Knoevenagel condensation; solvent free;100%
With piperidine In ethanol for 2h; Heating;57%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

1-bromo-3-propanol
627-18-9

1-bromo-3-propanol

3-(3-hydroxy-propoxy)-benzaldehyde
245510-06-9

3-(3-hydroxy-propoxy)-benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 3h; Reflux;100%
Stage #1: meta-hydroxybenzaldehyde With potassium carbonate In DMF (N,N-dimethyl-formamide) for 0.166667h;
Stage #2: 1-bromo-3-propanol In DMF (N,N-dimethyl-formamide) for 2h; Heating / reflux;
95%
With potassium carbonate In acetonitrile for 48h; Heating;90%
With potassium carbonate In acetonitrile for 48h; Heating / reflux;90%
With potassium carbonate In acetonitrile for 5h; Heating / reflux;
o-fluorobenzyl bromide
446-48-0

o-fluorobenzyl bromide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-[(2-fluorophenyl)methoxy]benzaldehyde

3-[(2-fluorophenyl)methoxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 90℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;
2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

(3-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone

(3-hydroxyphenyl)methylene-2-thioxo-4-thiazolidinone

Conditions
ConditionsYield
With sodium acetate; acetic acid In toluene for 4h; Reflux; Dean-Stark;100%
In isopropyl alcohol at 80 - 90℃; for 2h;75%
With piperidine; acetic acid for 0.333333h; Knoevenagel Condensation; Microwave irradiation;
hexadecylamine
143-27-1

hexadecylamine

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C23H39NO
1246401-87-5

C23H39NO

Conditions
ConditionsYield
at 20℃; for 12h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3(S)-(tert-butoxycarbonylamino)pyrrolidine
122536-76-9

3(S)-(tert-butoxycarbonylamino)pyrrolidine

tert-butyl N-[(3S)-1-[(3-hydroxyphenyl)methyl]pyrrolidin-3-yl]carbamate
1246299-55-7

tert-butyl N-[(3S)-1-[(3-hydroxyphenyl)methyl]pyrrolidin-3-yl]carbamate

Conditions
ConditionsYield
Stage #1: meta-hydroxybenzaldehyde; 3(S)-(tert-butoxycarbonylamino)pyrrolidine With acetic acid In dichloromethane at 20℃; for 1h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 4h;
100%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 24h; Inert atmosphere;89%
C14H13IN3Pol

C14H13IN3Pol

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

C21H18N3O2Pol

C21H18N3O2Pol

Conditions
ConditionsYield
With pyridine; copper(I) bromide dimethylsulfide complex; sodium carbonate In acetonitrile at 75℃; for 48h; Inert atmosphere; solid phase reaction;100%
N-benzyl-2-amino-5-(pyrrolidin-1-yl)benzamide
1339011-07-2

N-benzyl-2-amino-5-(pyrrolidin-1-yl)benzamide

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

2-(3-hydroxyphenyl)-3-benzyl-6-(pyrrolidin-1-yl)-1,2,3,4-tetrahydro-1H-quinazolin-4-one
1339011-40-3

2-(3-hydroxyphenyl)-3-benzyl-6-(pyrrolidin-1-yl)-1,2,3,4-tetrahydro-1H-quinazolin-4-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 20℃; for 2h;100%
(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate

(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

N-(3-hydroxy-benzylidene)-N'-(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine
1232221-02-1

N-(3-hydroxy-benzylidene)-N'-(7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine

Conditions
ConditionsYield
Stage #1: (7-morpholin-4-yl-2-phenyl-pyrazolo[1,5-a]pyrimidin-5-yl)hydrazine trifluoroacetate; meta-hydroxybenzaldehyde In ethanol at 1 - 30℃; for 1h;
Stage #2: With NH-silica gel In methanol; dichloromethane
100%
Tiglic acid
80-59-1

Tiglic acid

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

(E)-3-formylphenyl 2-methylbut-2-enoate

(E)-3-formylphenyl 2-methylbut-2-enoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;100%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

aniline
62-53-3

aniline

N-(3-hydroxybenzyl)benzenamine
93189-07-2

N-(3-hydroxybenzyl)benzenamine

Conditions
ConditionsYield
Stage #1: meta-hydroxybenzaldehyde; aniline With acetic acid In dichloromethane at 20℃; for 24h;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 24h;
100%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silver trifluoromethanesulfonate In dichloromethane at 20℃; for 1h;92%
Stage #1: meta-hydroxybenzaldehyde; aniline In ethanol at 80℃; for 3h; Inert atmosphere;
Stage #2: With methanol; sodium tetrahydroborate for 1h;
36%
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃; for 42h; Reagent/catalyst; Time;
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

3-(6-chloro-4-phenylquinazolin-2-yl)phenol

Conditions
ConditionsYield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; ammonium acetate at 55℃; for 1.5h;85%
meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

3,4-dichlorobenzyl bromide
18880-04-1

3,4-dichlorobenzyl bromide

3-[(3,4-dichlorobenzyl)oxy]benzaldehyde
588715-60-0

3-[(3,4-dichlorobenzyl)oxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;100%

3-Hydroxybenzaldehyde Chemical Properties

Product Name: 3-Hydroxybenzaldehyde
Synonyms: hydroxybenzaldehyde;m-Aldehydophenol;m-Formylphenol;m-hydroxy-benzaldehyd;3-hydroxy-benzaldehyd;Benzaldehyde, m-hydroxy-;HYDROXYBENZALDEHYDE-3; META-HYDROXY BENZALDEHYDE;
The Molecular formula of m-FORMYLPHENOL(100-83-4): C7H6O2
The Molecular Weight of m-FORMYLPHENOL(100-83-4): 122.12
Molecular Structure : 
EINECS: 202-892-9
Melting point: 100-103 °C(lit.)
Boiling point: 191 °C50 mm Hg(lit.)
Flash point: 191°C/50mm
Water Solubility: SOLUBLE
Sensitive: Air Sensitive
Appearance: Off-White Solid

3-Hydroxybenzaldehyde Toxicity Data With Reference

1.   

sce-hmn:lyms 1 mmol/L

   MUREAV    Mutation Research. 206 (1988),17.

3-Hydroxybenzaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

3-Hydroxybenzaldehyde Safety Profile

Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
The Hazard Codes of  m-FORMYLPHENOL(100-83-4):   Xi
The Risk Statements information of  m-FORMYLPHENOL(100-83-4):
36/37/38:  Irritating to eyes, respiratory system and skin
The Safety Statements information of  m-FORMYLPHENOL(100-83-4):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice  
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany: 3
RTECS: CU6450000
F: 8-9-23
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