Product Name

  • Name

    2,6-Dihydroxybenzaldehyde

  • EINECS
  • CAS No. 387-46-2
  • Article Data29
  • CAS DataBase
  • Density 1.41 g/cm3
  • Solubility
  • Melting Point 154-155 ºC
  • Formula C7H6O3
  • Boiling Point 223.343 °C at 760 mmHg
  • Molecular Weight 138.123
  • Flash Point 103.154 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 387-46-2 (2,6-Dihydroxybenzaldehyde)
  • Hazard Symbols
  • Synonyms g-Resorcylaldehyde (7CI,8CI);2,6-Dihydroxybenzaldehyde;6-Hydroxysalicylaldehyde;Ranjal;
  • PSA 57.53000
  • LogP 0.91030

Synthetic route

2,6-dimethoxybenzaldehyde
3392-97-0

2,6-dimethoxybenzaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 20℃; for 12h; Green chemistry;88%
Stage #1: 2,6-dimethoxybenzaldehyde With aluminum (III) chloride In dichloromethane at 20℃;
Stage #2: With hydrogenchloride; water In dichloromethane
87%
With aluminum (III) chloride In dichloromethane at 20℃;78.3%
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
154714-19-9

5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane; toluene at -78℃; for 6h; Inert atmosphere;82%
With diisobutylaluminium hydride In dichloromethane at -78℃; for 2h;39%
2,6-bis(1-ethoxyethoxy)benzaldehyde

2,6-bis(1-ethoxyethoxy)benzaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h; pH=0.7 - 0.8;65.6%
5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one
888958-29-0

5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one

A

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

B

5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
154714-19-9

5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane at -78℃; for 2h;A 35%
B 62%
6-methoxysalicylaldehyde
700-44-7

6-methoxysalicylaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With aluminum tri-bromide In benzene for 3h; Ambient temperature;58%
With aluminium trichloride; benzene
2,6-bis((2-methoxyethoxy)methoxy)benzaldehyde
79834-12-1

2,6-bis((2-methoxyethoxy)methoxy)benzaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride In methanol for 2h; Heating;47%
With hydrogenchloride In 1,4-dioxane; methanol at 50℃;
2,6-dimethoxybenzaldehyde
3392-97-0

2,6-dimethoxybenzaldehyde

A

6-methoxysalicylaldehyde
700-44-7

6-methoxysalicylaldehyde

B

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 25℃; for 18h; Inert atmosphere;A 31%
B 44%
chloroform
67-66-3

chloroform

recorcinol
108-46-3

recorcinol

A

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

B

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

Conditions
ConditionsYield
With sodium hydroxide In water at 60℃; for 8h;A 40%
B 24%
C17H19O5Pol

C17H19O5Pol

A

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

B

5-hydroxy-2H-chromene-3-carbaldehyde
1298093-14-7

5-hydroxy-2H-chromene-3-carbaldehyde

Conditions
ConditionsYield
With ethanol; pyridinium p-toluenesulfonate In 1,2-dichloro-ethane at 70℃; solid phase reaction;A 8%
B 32%
3-formyl-2, 4-dihydroxybenzoic acid
4435-88-5

3-formyl-2, 4-dihydroxybenzoic acid

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
at 100 - 110℃;
2-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-benzoic acid

2-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-benzoic acid

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic anhydride; trifluoroacetic acid / 48 h / 20 °C
2: 35 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
View Scheme
Multi-step reaction with 3 steps
1: trifluoroacetic anhydride; trifluoroacetic acid / 48 h / 20 °C
2: 62 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
3: 39 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
View Scheme
5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one
888958-29-0

5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 62 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
2: 39 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
View Scheme
2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic anhydride; trifluoroacetic acid / 48 h / 20 °C
2: 39 percent / diisobutylaluminum hydride / CH2Cl2 / 2 h / -78 °C
View Scheme
1,3-bis(methoxymethyl)resorcinol
57234-29-4

1,3-bis(methoxymethyl)resorcinol

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-BuLi / 17 h / 0 - 20 °C
2: 4 N aq. HCl / methanol; dioxane / 50 °C
View Scheme
O-methylresorcine
150-19-6

O-methylresorcine

(+-)-2-chloro-2-methyl-acetoacetic acid ethyl ester

(+-)-2-chloro-2-methyl-acetoacetic acid ethyl ester

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 61 percent / PPTS / CH2Cl2 / Ambient temperature
2: 76 percent / BuLi / diethyl ether; hexane / 1.) r.t., 2 h, 2.) r.t., 2 h
3: 98 percent / LiCl / dimethylformamide / 6 h / 75 °C
4: 58 percent / AlBr3 / benzene / 3 h / Ambient temperature
View Scheme
1-methoxy-3-tetrahydropyran-2-yloxybenzene
30778-86-0

1-methoxy-3-tetrahydropyran-2-yloxybenzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 76 percent / BuLi / diethyl ether; hexane / 1.) r.t., 2 h, 2.) r.t., 2 h
2: 98 percent / LiCl / dimethylformamide / 6 h / 75 °C
3: 58 percent / AlBr3 / benzene / 3 h / Ambient temperature
View Scheme
2-methoxy-6-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde
199388-01-7

2-methoxy-6-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / LiCl / dimethylformamide / 6 h / 75 °C
2: 58 percent / AlBr3 / benzene / 3 h / Ambient temperature
View Scheme
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminium chloride; diethyl ether / Einleiten von Chlorwasserstoff und Erwaermen des Reaktionsprodukts mit Wasser
2: 100 - 110 °C
View Scheme
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aluminium chloride; diethyl ether / Einleiten von Chlorwasserstoff und anschliessendes Erwaermen mit Wasser
2: aq. NaOH solution
3: 100 - 110 °C
View Scheme
5-carbomethoxy-6-hydroxysalicylaldehyde
39503-26-9

5-carbomethoxy-6-hydroxysalicylaldehyde

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH solution
2: 100 - 110 °C
View Scheme
7-hydroxy-4-methyl-chromen-2-one
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: potassium carbonate; acetone
2: decalin / Erhitzen auf Siedetemperatur
3: aqueous NaOH
4: aqueous NaOH
5: ethanolic KOH
6: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
7: AlCl3; benzene
8: AlCl3; benzene
View Scheme
8-allyl-7-hydroxy-4-methylcoumarin
1616-54-2

8-allyl-7-hydroxy-4-methylcoumarin

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: aqueous NaOH
2: aqueous NaOH
3: ethanolic KOH
4: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
5: AlCl3; benzene
6: AlCl3; benzene
View Scheme
7-allyloxy-4-methyl-2H-chromen-2-one
3993-57-5

7-allyloxy-4-methyl-2H-chromen-2-one

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: decalin / Erhitzen auf Siedetemperatur
2: aqueous NaOH
3: aqueous NaOH
4: ethanolic KOH
5: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
6: AlCl3; benzene
7: AlCl3; benzene
View Scheme
2-allyl-1,3-dihydroxybenzene
1746-89-0

2-allyl-1,3-dihydroxybenzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: aqueous NaOH
2: ethanolic KOH
3: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
4: AlCl3; benzene
5: AlCl3; benzene
View Scheme
1,3-dimethoxy-2-(2-propenyl)benzene
3698-35-9

1,3-dimethoxy-2-(2-propenyl)benzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethanolic KOH
2: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
3: AlCl3; benzene
4: AlCl3; benzene
View Scheme
(E)-1,3-dimethoxy-2-(prop-1-en-1-yl)benzene
114568-18-2

(E)-1,3-dimethoxy-2-(prop-1-en-1-yl)benzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Na2Cr2O7; aqueous H2SO4; sulfanilic acid
2: AlCl3; benzene
3: AlCl3; benzene
View Scheme
1,3-Dimethoxybenzene
151-10-0

1,3-Dimethoxybenzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -5 - 20 °C
1.2: 1 h / 0 - 20 °C
2.1: boron tribromide / dichloromethane / 21 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / Cooling
1.2: 1 h / 0 - 20 °C
2.1: aluminum (III) chloride / dichloromethane / 24 h / 0 - 20 °C
View Scheme
recorcinol
108-46-3

recorcinol

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridinium p-toluenesulfonate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; n-heptane / -10 - 0 °C / Inert atmosphere
2.2: -10 - -5 °C
3.1: hydrogenchloride / water / 16 h / 20 °C / pH 0.7 - 0.8
View Scheme
1,3-bis-(1-ethoxy-ethoxy)-benzene
70160-46-2

1,3-bis-(1-ethoxy-ethoxy)-benzene

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; n-heptane / -10 - 0 °C / Inert atmosphere
1.2: -10 - -5 °C
2.1: hydrogenchloride / water / 16 h / 20 °C / pH 0.7 - 0.8
View Scheme
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

benzyl bromide
100-39-0

benzyl bromide

3-((3-(benzyloxy)-2-formylphenoxy)methyl)benzene
25983-53-3

3-((3-(benzyloxy)-2-formylphenoxy)methyl)benzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 2h; Reflux;97%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;57%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Yield given;
With potassium carbonate In dimethyl sulfoxide at 20℃;
isoniazid
54-85-3

isoniazid

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2,6-dihydroxybenzaldehyde isonicotinoyl hydrazone

2,6-dihydroxybenzaldehyde isonicotinoyl hydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 24h; Reflux;97%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

malononitrile
109-77-3

malononitrile

3-cyano-5-hydroxy-benzo[b]pyran-2-imine
1205640-45-4

3-cyano-5-hydroxy-benzo[b]pyran-2-imine

Conditions
ConditionsYield
With potassium hydrogencarbonate at 20℃; for 0.366667h; Knoevenagel condensation; solid phase reaction;95%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

N-phenylacetoacetamide
102-01-2

N-phenylacetoacetamide

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

C20H17N3O4

C20H17N3O4

Conditions
ConditionsYield
With ammonium acetate In ethanol at 20℃; for 0.25h; Green chemistry;93%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

aniline
62-53-3

aniline

C17H22NO5P

C17H22NO5P

Conditions
ConditionsYield
bismuth (III) nitrate pentahydrate for 0.0333333h; microwave irradiation;92%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

p-toluic hydrazide
3619-22-5

p-toluic hydrazide

2,6-dihydroxybenzaldehyde 4-methylbenzohydrazone

2,6-dihydroxybenzaldehyde 4-methylbenzohydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 2h; Reflux;92%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

4-chlorobenzoic acid hydrazide
536-40-3

4-chlorobenzoic acid hydrazide

2,6-dihydroxybenzaldehyde 4-chlorobenzohydrazone

2,6-dihydroxybenzaldehyde 4-chlorobenzohydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 24h; Reflux;92%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

6-Bromo-1-hexene
2695-47-8

6-Bromo-1-hexene

2,6-bis(hex-5-en-1-yloxy)benzaldehyde

2,6-bis(hex-5-en-1-yloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide92%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

5-hydroxycoumarin
6093-67-0

5-hydroxycoumarin

Conditions
ConditionsYield
Stage #1: 2,6-dihydroxybenzaldehyde; ethyl (triphenylphosphoranylidene)acetate at 20℃; for 2h; Wittig olefination;
Stage #2: Reflux;
90%
With N,N-diethylaniline for 0.333333h; Heating;81%
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

4-[3-(3-Ethoxycarbonyl-propoxy)-2-formyl-phenoxy]-butyric acid ethyl ester
197589-71-2

4-[3-(3-Ethoxycarbonyl-propoxy)-2-formyl-phenoxy]-butyric acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h; Inert atmosphere;90%
With potassium carbonate at 60 - 80℃; for 5h; Williamson ether synthesis;83%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h;65%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

5-hydroxycoumarin-3-carboxylic acid
90947-66-3

5-hydroxycoumarin-3-carboxylic acid

Conditions
ConditionsYield
With [Hmim]Tfa for 0.75h;90%
With ziconium(IV) oxychloride octahydrate for 0.1h; Neat (no solvent); Sonication;84%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

C14H18Br4O3

C14H18Br4O3

C35H40Br6O9

C35H40Br6O9

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-d6-formamide at 100℃; for 48h; Inert atmosphere;89%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

3-phenyl-propenal
104-55-2

3-phenyl-propenal

3-benzyl-5-hydroxy-2H-1-benzopyran-2-one
1439930-28-5

3-benzyl-5-hydroxy-2H-1-benzopyran-2-one

Conditions
ConditionsYield
With potassium carbonate; 1-methyl-3-methylimidazol-3-ium dimethyl phosphate In toluene at 110℃; for 0.833333h; Inert atmosphere; Microwave irradiation;88%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

3-(Chloromethyl)-2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-1-ium chloride
1446321-95-4

3-(Chloromethyl)-2-(1-isopropyl-1H-pyrazol-5-yl)pyridin-1-ium chloride

2-hydroxy-6-([2-[1-(propan-2-yl)-1H-pyrazol-5-yl]pyridin-3-yl]methoxy)benzaldehyde
1446321-46-5

2-hydroxy-6-([2-[1-(propan-2-yl)-1H-pyrazol-5-yl]pyridin-3-yl]methoxy)benzaldehyde

Conditions
ConditionsYield
Stage #1: 2,6-dihydroxybenzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 3-(chloromethyl)-2-(1-isopropyl-1H-pyrazol-5-yl)pyridine hydrochloride In N,N-dimethyl-formamide at 20 - 50℃; for 2h; Inert atmosphere;
88%
Stage #1: 2,6-dihydroxybenzaldehyde With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 3-(chloromethyl)-2-(1-isopropyl-1H-pyrazol-5-yl)pyridine hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
37%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2-(3,5-dihydroxyphenyl)acetic acid
4670-09-1

2-(3,5-dihydroxyphenyl)acetic acid

5-hydroxy-3-(3,5-dihydroxyphenyl)coumarin

5-hydroxy-3-(3,5-dihydroxyphenyl)coumarin

Conditions
ConditionsYield
With acetic anhydride; triethylamine at 110℃; for 6h; Green chemistry;86%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2,6-bis(trifluoromethanesulfonyloxy)benzaldehyde

2,6-bis(trifluoromethanesulfonyloxy)benzaldehyde

Conditions
ConditionsYield
With trifluoromethylsulfonic anhydride In pyridine; dichloromethane at 0 - 20℃; for 3h;85%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

C18H26Br4O3

C18H26Br4O3

C43H56Br6O9

C43H56Br6O9

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-d6-formamide at 100℃; for 48h; Inert atmosphere;85%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

p-benzoquinone
106-51-4

p-benzoquinone

1,4,8-trihydroxy-9H-xanthen-9-one
1216863-88-5

1,4,8-trihydroxy-9H-xanthen-9-one

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate In 1,2-dichloro-ethane at 90℃; for 16h;84%
4-bromo-trans-crotonic acid ethyl ester
37746-78-4

4-bromo-trans-crotonic acid ethyl ester

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

C13H14O5
1130247-26-5

C13H14O5

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide82%
2-bromo-1-(4'-hydroxyphenyl)-1-ethanone
2491-38-5

2-bromo-1-(4'-hydroxyphenyl)-1-ethanone

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
148356-24-5

5-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions
ConditionsYield
Stage #1: 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone With thiamine hydrochloride In ethanol at 20℃; for 0.25h; Green chemistry;
Stage #2: 2,6-dihydroxybenzaldehyde In ethanol at 20℃; for 1.5h; Green chemistry;
82%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

malononitrile
109-77-3

malononitrile

5-hydroxy-2-oxo-2H-chromene-3-carbonitrile
1158276-04-0

5-hydroxy-2-oxo-2H-chromene-3-carbonitrile

Conditions
ConditionsYield
With zirconium(IV) chloride; 1-butyl-3-methylimidazolium Tetrafluoroborate at 25℃; for 0.583333h; Knoevenagel condensation;81%
Nicotinic acid hydrazide
553-53-7

Nicotinic acid hydrazide

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2,6-dihydroxybenzaldehyde nicotinoyl hydrazone

2,6-dihydroxybenzaldehyde nicotinoyl hydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 6h; Reflux;81%
2-[{5-phenyl-[1,3,4]-thiadiazol-2-yl}imino]-1,3-thiazolidin-4-one
89335-17-1

2-[{5-phenyl-[1,3,4]-thiadiazol-2-yl}imino]-1,3-thiazolidin-4-one

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

C18H12N4O3S2

C18H12N4O3S2

Conditions
ConditionsYield
With sodium acetate; acetic acid In acetic anhydride at 2 - 105℃; for 12h; Temperature; Knoevenagel Condensation;80.25%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

2-Bromo-4'-methoxyacetophenone
2632-13-5

2-Bromo-4'-methoxyacetophenone

5-hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one

5-hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one

Conditions
ConditionsYield
Stage #1: 2-Bromo-4'-methoxyacetophenone With thiamine hydrochloride In ethanol at 20℃; for 0.25h; Green chemistry;
Stage #2: 2,6-dihydroxybenzaldehyde In ethanol at 20℃; for 1.58333h; Green chemistry;
80%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2,6-bis((2-methoxyethoxy)methoxy)benzaldehyde
79834-12-1

2,6-bis((2-methoxyethoxy)methoxy)benzaldehyde

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;79%
With potassium carbonate In acetone at 0 - 20℃; for 0.75h;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

C13H4Cl4N6O3
1408326-41-9

C13H4Cl4N6O3

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃;78%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

cyclohexanecarbohydrazide
38941-47-8

cyclohexanecarbohydrazide

2,6-dihydroxybenzaldehyde cyclohexanecarbohydrazone

2,6-dihydroxybenzaldehyde cyclohexanecarbohydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 7h; Reflux;77%
2,6-dihydroxybenzaldehyde
387-46-2

2,6-dihydroxybenzaldehyde

3-chlorobenzhydrazide
1673-47-8

3-chlorobenzhydrazide

2,6-dihydroxybenzaldehyde 3-chlorobenzohydrazone

2,6-dihydroxybenzaldehyde 3-chlorobenzohydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 4h; Reflux;76%

2,6-Dihydroxybenzaldehyde Specification

The systematic name of 2,6-Dihydroxybenzaldehyde is 2,6-Dihydroxybenzaldehyde. With the CAS registry number 387-46-2, it is also named as Benzaldehyde,2,6-dihydroxy-. The product's category is aromatic aldehydes & derivatives (substituted). In addition, its molecular formula is C7H6O3 and its molecular weight is 138.12. 

The other characteristics of 2,6-Dihydroxybenzaldehyde can be summarized as: (1)ACD/LogP: 1.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 9; (6)ACD/BCF (pH 7.4): 6; (7)ACD/KOC (pH 5.5): 173; (8)ACD/KOC (pH 7.4): 112; (9)H bond acceptors: 3; (10)H bond donors: 2; (11)Freely Rotating Bonds: 3; (12)Polar Surface Area: 57.53 Å2; (13)Index of Refraction: 1.674; (14)Molar Refractivity: 36.769 cm3; (15)Molar Volume: 97.959 cm3; (16)Polarizability: 14.576×10-24cm3; (17)Surface Tension: 69.027 dyne/cm; (18)Density: 1.41 g/cm3; (19)Flash Point: 103.154 °C; (20)Melting point: 154-155 °C; (21)Enthalpy of Vaporization: 47.853 kJ/mol; (22)Boiling Point: 223.343 °C at 760 mmHg; (23)Vapour Pressure: 0.065 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:O=Cc1c(O)cccc1O
(2)InChI:InChI=1/C7H6O3/c8-4-5-6(9)2-1-3-7(5)10/h1-4,9-10H
(3)InChIKey:DGXAGETVRDOQFP-UHFFFAOYAV
(4)Std. InChI:InChI=1S/C7H6O3/c8-4-5-6(9)2-1-3-7(5)10/h1-4,9-10H
(5)Std. InChIKey:DGXAGETVRDOQFP-UHFFFAOYSA-N

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