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2,4,6-Trihydroxybenzaldehyde

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Name

2,4,6-Trihydroxybenzaldehyde

EINECS 207-663-7
CAS No. 487-70-7 Density 1.598 g/cm3
PSA 77.76000 LogP 0.61590
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 N/A Appearance pale pink crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 487-70-7 (2,4,6-TRIHYDROXYBENZALDEHYDE) Hazard Symbols IrritantXi
Synonyms

Formylphloroglucinol;NSC 38610;Phloroglucinaldehyde;

Article Data 43

2,4,6-Trihydroxybenzaldehyde 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
(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
ConditionsYield
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
ConditionsYield
With 18-crown-6 ether In tetrahydrofuran; toluene Product distribution; -10 deg C, then room temp.;

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.

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