2,4,6-Trihydroxybenzaldehyde supplier

Name
2,4,6-TRIHYDROXYBENZALDEHYDE
EINECS 207-663-7
CAS No. 487-70-7
Article Data43
CAS DataBase
Density 1.598 g/cm³
Solubility Soluble in water.
Melting Point 195 °C (dec.)(lit.)
Formula C₇H₆O₄
Boiling Point 319.1 °C at 760 mmHg
Molecular Weight 154.122
Flash Point 161 °C
Transport Information
Appearance pale pink crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Formylphloroglucinol;NSC 38610;Phloroglucinaldehyde;
PSA 77.76000
LogP 0.61590

Synthetic route

: 6099-90-7
1,3,5-Trihydroxybenzene dihydrate

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

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In ethyl acetate at 20℃; for 1h; Vilsmeier-Haack Formylation; Cooling with ice;	98%

: 108-73-6
3,5-dihydroxyphenol

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

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
Stage #1: 3,5-dihydroxyphenol; N,N-dimethyl-formamide With oxalyl dichloride In acetonitrile at 0℃; for 0.5h; Stage #2: With water at 80℃; for 2h;	96%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 25℃; for 0.5h; Vilsmeier-Haack Formylation; Stage #2: 3,5-dihydroxyphenol In 1,4-dioxane at 0 - 25℃; for 3h; Vilsmeier-Haack Formylation; Inert atmosphere;	95%
With trichlorophosphate In ethyl acetate at 0 - 20℃; for 2h; Vilsmeier-Haack Formylation; Inert atmosphere;	92%

: 108-73-6
3,5-dihydroxyphenol

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Inert atmosphere;	80%
With hydrogenchloride; diethyl ether; mercury(II) fulminate Hydroysierung des Oxims;

: 2-(chloro-dimethylamino-methyl)-benzene-1,3,5-triol

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With water In methanol at 20℃; for 4h; Hydrolysis;	79.2%

: 108-73-6
3,5-dihydroxyphenol

: 506-68-3
bromocyane

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; diethyl ether; zinc(II) chloride Beim Kochen des Reaktionsprodukts mit Wasser;

: 108-73-6
3,5-dihydroxyphenol

: 74-90-8
hydrogen cyanide

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; diethyl ether Erwaermen des ausfallenden salzsauren Aldimids mit Wasser und Schwefelsaeure;

: 108-73-6
3,5-dihydroxyphenol

: 103-70-8
Formanilid

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With diethyl ether; trichlorophosphate und Zerlegen des Reaktionsproduktes mit Wasser;

: 108-73-6
3,5-dihydroxyphenol

: 2032-76-0
dichloromethyl-methyl sulfide

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
(i) ZnCl2, Et2O, (ii) aq. HCl; Multistep reaction;

: 108-73-6
3,5-dihydroxyphenol

: 67-66-3
chloroform

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With sodium hydroxide In water for 1h; Heating;

: 548-83-4
galangin

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With 18-crown-6 ether In tetrahydrofuran; toluene Product distribution; -10 deg C, then room temp.;

: 520-18-3
kaempferol

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B: 99-96-7
4-hydroxy-benzoic acid

Conditions

Conditions	Yield
With 18-crown-6 ether In tetrahydrofuran; toluene Product distribution; -10 deg C, then room temp.;

: 117-39-5
quercetol

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With 18-crown-6 ether In tetrahydrofuran; toluene Product distribution; -10 deg C, then room temp.;

: C47H81NO6SSi3

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B: C22H33NO2S

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; hexane

: 7647-01-0
hydrogenchloride

: 108-73-6
3,5-dihydroxyphenol

: 60-29-7
diethyl ether

zinc cyanide: zinc cyanide

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B: 4396-13-8
2,4-diformyl 2,4,6-trihydroxybenzene

Conditions

Conditions	Yield
Erwaermen des Reaktionsprodukts mit Wasser auf dem Dampfbad;

...Expand

: 108-73-6
3,5-dihydroxyphenol

zinc cyanide: zinc cyanide

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether

: 108-73-6
3,5-dihydroxyphenol

zinc cyanide: zinc cyanide

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B: 4396-13-8
2,4-diformyl 2,4,6-trihydroxybenzene

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether Erwaermen des Reaktionsprodukts mit Wasser;

...Expand

: 7664-93-9
sulfuric acid

: 2,4,6-trihydroxy-benzaldehyde imine; sulfate

A: 487-70-7
2,4,6-trihydroxybenzaldehyde

B ammonium sulfate: ammonium sulfate

...Expand

: 108-73-6
3,5-dihydroxyphenol

ω-oxymethylen-acetoveratrone: ω-oxymethylen-acetoveratrone

: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: POCl3 / 0.33 h / 0 °C 1.2: acetonitrile / 18 h / 20 °C 2.1: 79.2 percent / H2O / methanol / 4 h / 20 °C View Scheme

: 6906-38-3, 26770-35-4, 68852-84-6
myrtillin

A: 149-91-7
3,4,5-trihydroxybenzoic acid

B: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With water at 37℃; pH=7.4; Kinetics; aq. phosphate buffer;

: 7084-24-4, 27661-36-5
cyanidin-3-glucoside chloride

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With water at 37℃; pH=7.4; Kinetics; aq. phosphate buffer;

: 528-58-5
cyanidin chloride

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 83-30-7
acide 2,4,6-trihydroxybenzoique

C: 487-70-7
2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃; pH=4.8; Kinetics; pH-value;

...Expand

: 18470-06-9
malvidin 3-O-glucoside

A: 8-β-D-glucopyranosyl-2,4-dihydroxy-6-oxo-cyclohexa-2,4-dienylacetic acid

B: β-D-glucopyranosyl (2,4-dihydroxy-6-oxo-cyclohexa-2,4-dienylidene)acetate

C: 530-57-4
3,5-dimethoxy-4-hydroxybenzoic acid

D: 487-70-7
2,4,6-trihydroxybenzaldehyde

E: C23H26O14

F: C17H16O9

G: 2,4,6-trihydroxyphenylacetylglucoside

H: 2,4,6-trihydroxy-phenylacetic acid

I: 109717-92-2
(Z)-1-(4-Hydroxy-3,5-dimethoxy-phenyl)-2-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-(2,4,6-trihydroxy-phenyl)-propenone

Conditions

Conditions	Yield
With water In acetonitrile at 35℃; for 72h; pH=1;

...Expand

: 491-70-3
2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-chromen-4-on

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 487-70-7
2,4,6-trihydroxybenzaldehyde

C: C15H10O7

D: 30048-34-1
2-(3',4'-dihydroxybenzoyloxy)-4,6-dihydroxybenzoic acid

E: 2,5,7-trihydroxy-4H-1-benzopyran-4-one

F: 3,5-dihydroxy-2-(2-oxoacetyl)phenyl-3,4-dihydroxybenzoate

G: 18003-33-3
3',4',5,6,7-pentahydroxyflavone

H: 3,4-Dihydroxy-benzoic acid 2-formyl-3,5-dihydroxy-phenyl ester

Conditions

Conditions	Yield
With oxygen; potassium hydroxide In methanol

...Expand

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 108-24-7
acetic anhydride

: 21524-17-4
5,7-diacetoxyl-2-chromenone

Conditions

Conditions	Yield
With sodium acetate at 190℃; for 14h;	100%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 88-03-9
2,4,6-trihydroxytoluene

Conditions

Conditions	Yield
With hydrogenchloride; zinc In diethyl ether; ethyl acetate for 0.166667h; Clemmensen Reduction; Cooling with ice;	99%
With hydrogenchloride; zinc In diethyl ether; water; ethyl acetate for 0.166667h; Clemmensen Reduction; Cooling with ice;	99%
With hydrogenchloride; methyl orange; sodium cyanoborohydride In tetrahydrofuran; water at 20℃; for 12h; pH=4;	78%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 155579-43-4
5-amino-1-(4-methoxyphenyl)-1H-imidazole-4-carbonitrile

: 1610624-88-8
C18H14N4O4

Conditions

Conditions	Yield
With trifluoroacetic acid In ethanol at 20℃;	98%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 1,3,6,8‑tetrahydroxyxanthylium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane; acetic acid In methanol for 1h;	98%
Stage #1: 2,4,6-trihydroxybenzaldehyde With hydrogenchloride; pentane-1,3-diol In 1,4-dioxane; water at 20℃; for 16h; Stage #2: In 1,4-dioxane; n-heptane at 0℃; for 2h; Mechanism;	41%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1185256-07-8
ethyl (2E)-3-(2,4,6-trihydroxyphenyl)arylate

Conditions

Conditions	Yield
In tetrahydrofuran at 30℃; for 8h;	97%

: 93-40-3
(3,4-Dimethoxyphenyl)acetic acid

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 5,7-dihydroxy-3-(3,4-dimethoxyphenyl)-coumarin

Conditions

Conditions	Yield
Stage #1: (3,4-Dimethoxyphenyl)acetic acid; 2,4,6-trihydroxybenzaldehyde With acetic anhydride; triethylamine at 112℃; for 1.16667h; Microwave irradiation; Green chemistry; Stage #2: With hydrogenchloride In ethanol; water at 80℃; for 3h; Green chemistry;	96%

: 2-(2,5-dimethylthiazol-4-yl)acetohydrazide

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: (E)-2-(2,5-dimethyl-1,3-thiazol-4-yl)-N-(2,4,6-trihydroxybenzylidene)acetohydrazide

Conditions

Conditions	Yield
With acetic acid In ethanol	96%

: 113207-59-3
5-nitrospiro[1,3-dioxolane-2,3’-indol]-2’(1’H)-one

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: (E)-5′-((2,4,6-trihydroxybenzylidene)amino)spiro[[1,3]dioxolane-2,3′-indolin]-2′-one

Conditions

Conditions	Yield
With triethylamine In ethanol for 8h; Reflux;	95%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 4-(5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl)benzohydrazide

: N’-(2,4,6-trihydroxybenzylidene)-4-(5-(2-methoxyphenyl)-1,3,4-oxadiazol-2yl)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	94.1%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 591-27-5
m-Hydroxyaniline

: 2-{[(3-hydroxyphenyl)imino]methyl}benzene-1,3,5-triol

Conditions

Conditions	Yield
In water at 25℃; for 2h;	94%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 2632-10-2
2-bromo-1-(3,4-dichlorophenyl)ethanone

: (3,4-dichlorophenyl)(4,6-dihydroxybenzofuran-2-yl)methanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	94%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 79-19-6
thiosemicarbazide

: 2-(2,4,6-trihydroxybenzylidine)hydrazinecarbothioamide

Conditions

Conditions	Yield
In ethanol; water Reflux;	93.6%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 18162-48-6
tert-butyldimethylsilyl chloride

: 265975-35-7
2,4,6-tri-tert-butyldimethylsilyloxybenzaldehyde

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; silylation;	93%

: 61645-34-9
2-hydrazinoquinoxaline

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: (E)-5-((2-(quinoxalin-2-yl)hydrazono)methyl)benzene-2,4,6-triol

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	93%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 3290-99-1
4-methoxybenzoic acid hydrazide

: N'-(2,4,6-trihydroxybenzylidene)-4-methoxybenzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	92%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 70-11-1
α-bromoacetophenone

: (4,6-dihydroxybenzofuran-2-yl)(phenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	92%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 619-41-0
4-(bromoacetyl)toluene

: (4,6-dihydroxybenzofuran-2-yl)(p-tolyl)methanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	92%

: 5350-57-2
benzophenone hydrazone

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 2,4,6-trihydroxybenzaldehyde N-(diphenylmethylene)hydrazone

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	90%
With acetic acid In ethanol Reflux;
With acetic acid In methanol Reflux;

: 4-(3,4-dihydroxyphenyl)-3-buten-2-one

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 2-(3,4-dihydroxystyryl)-5,7-dihydroxy-1-benzopyrylium chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane; ethyl acetate In methanol at 0 - 20℃; Aldol Condensation;	90%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 2227-64-7
3'-nitro-2-bromoacetophenone

: (4,6-dihydroxybenzofuran-2-yl)(3-nitrophenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	90%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 4-(bis(1-methyl-1H-indol-3-yl)methyl)benzohydrazide

: (E)-4-(bis(1-methyl-1H-indol-3-yl)methyl)-N'-(2,4,6-trihydroxybenzylidene)benzohydrazide

Conditions

Conditions	Yield
With acetic acid In methanol for 3h; Reflux;	89.4%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 3-bromo-2,4,6-trihydroxybenzaldehyde

Conditions

Conditions	Yield
With pyridinium hydrobromide perbromide In tetrahydrofuran at -20℃; for 3h;	89%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

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

: 108-24-7
acetic anhydride

: 1255947-98-8
5,7-diacetoxy-3-(3',5'-diacetoxyphenyl)coumarin

Conditions

Conditions	Yield
With triethylamine at 110℃;	88%
With triethylamine at 120℃; for 8h; Perkin reaction; regioselective reaction;	88%

...Expand

: 112-29-8
1-bromo dodecane

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 1000607-97-5
2,4,6-tris(decyloxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 110℃; for 48h;	88%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 110℃; for 48h;	88%

: 13057-17-5
bromethyl methyl ether

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 1132988-93-2
2-hydroxy-4,6-bis(methoxymethoxy)benzaldehyde

Conditions

Conditions	Yield
Stage #1: 2,4,6-trihydroxybenzaldehyde With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: bromethyl methyl ether In dichloromethane at 20℃; for 12h; Inert atmosphere;	88%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3.5h; Inert atmosphere;	76%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3.5h; Inert atmosphere;	76%

: 16357-40-7
3-acetyl-4-hydroxybenzoic acid

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: C16H12O7

Conditions

Conditions	Yield
With sodium hydroxide In water Inert atmosphere; Reflux;	88%

: 88491-44-5
2-(2-bromo-4-hydroxyphenyl)acetic acid

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 3-(2-bromo-4-hydroxyphenyl)-5,7-dihydroxycoumarin

Conditions

Conditions	Yield
With triethylamine In acetic anhydride at 110℃; for 7h; Temperature; Reagent/catalyst;	88%

: 487-70-7
2,4,6-trihydroxybenzaldehyde

: 135-73-9
2-Bromo-4'-phenylacetophenone

: [1,1'-biphenyl]-4-yl(4,6-dihydroxybenzofuran-2-yl)methanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	88%

2,4,6-Trihydroxybenzaldehyde Specification

The 2,4,6-Trihydroxybenzaldehyde with the CAS number 487-70-7 is also called Benzaldehyde,2,4,6-trihydroxy-. Its molecular formula is C₇H₆O₄. The EINECS registry number is 207-663-7. The product category is Aromatic Aldehydes & Derivatives (substituted). This chemical is pale pink crystalline powder.

The properties of the chemical are: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 0.88; (5)ACD/BCF (pH 5.5): 6.36; (6)ACD/BCF (pH 7.4): 2.09; (7)ACD/KOC (pH 5.5): 129.96; (8)ACD/KOC (pH 7.4): 42.73; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76Å²; (13)Index of Refraction: 1.734; (14)Molar Refractivity: 38.65 cm³; (15)Molar Volume: 96.3 cm³; (16)Polarizability: 15.32×10^-24cm³; (17)Surface Tension: 90.5 dyne/cm; (18)Enthalpy of Vaporization: 58.29 kJ/mol; (19)Vapour Pressure: 0.000186 mmHg at 25°C.

Uses: This chemical can prepare 2-methyl-phloroglucinol. This reaction needs reagent H₂, catalyst 5percent Pd/C and solvent acetic acid.

While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1c(O)cc(O)cc1O
(2)InChI: InChI=1/C7H6O4/c8-3-5-6(10)1-4(9)2-7(5)11/h1-3,9-11H
(3)InChIKey: BTQAJGSMXCDDAJ-UHFFFAOYAU

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	3200mg/kg (3200mg/kg)		Biochemical Journal. Vol. 34, Pg. 1196, 1940.

Product Name

2,4,6-TRIHYDROXYBENZALDEHYDE

Synthetic route

2,4,6-Trihydroxybenzaldehyde Specification

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