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4,6-Dimethoxysalicylaldehyde

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Name

4,6-Dimethoxysalicylaldehyde

EINECS 211-904-1
CAS No. 708-76-9 Density 1.234
PSA 55.76000 LogP 1.22190
Solubility N/A Melting Point 68-70 °C(lit.)
Formula C9H10O4 Boiling Point 338.8 °C at 760 mmHg
Molecular Weight 182.176 Flash Point 138 °C
Transport Information N/A Appearance yellow to beige crystalline powder
Safety 26-36-36/37 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 708-76-9 (4,6-DIMETHOXYSALICYLALDEHYDE) Hazard Symbols
Synonyms

Salicylaldehyde, 4,6-dimethoxy-(6CI,7CI,8CI);2,4-Dimethoxy-6-hydroxybenzaldehyde;2-Formyl-3,5-dimethoxyphenol;2-Hydroxy-4,6-dimethoxybenzaldehyde;4,6-Dimethoxy-2-hydroxybenzaldehyde;4,6-Dimethoxysalicylaldehyde;

Article Data 46

4,6-Dimethoxysalicylaldehyde Specification

The 4,6-Dimethoxysalicylaldehyde with cas registry number of 708-76-9 is also known as 4,6-Dimethoxy-2-hydroxybenzaldehyde. Both its systematic name and IUPAC name are the same which is called 2-hydroxy-4,6-dimethoxybenzaldehyde. It is yellow to beige crystalline powder with EINECS registry number of 211-904-1. This chemical belongs to the following categories: Aldehydes; blocks; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde.

The physical properties about this chemical are: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.85; (4)ACD/LogD (pH 7.4): 1.57; (5)ACD/BCF (pH 5.5): 15.06; (6)ACD/BCF (pH 7.4): 7.79; (7)ACD/KOC (pH 5.5): 241.68; (8)ACD/KOC (pH 7.4): 125.03; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.567; (13)Molar Refractivity: 48.24 cm3; (14)Molar Volume: 147.5 cm3; (15)Surface Tension: 44.3 dyne/cm; (16)Density: 1.234 g/cm3; (17)Flash Point: 138 °C; (18)Enthalpy of Vaporization: 60.52 kJ/mol; (19)Boiling Point: 338.8 °C at 760 mmHg; (20)Vapour Pressure: 4.9E-05 mmHg at 25°C.

Preparation of 4,6-Dimethoxysalicylaldehyde: it can be made by formic acid 3,5-dimethoxy-phenyl ester. This reaction is a type of Fries rearrangement reaction which occurs at temperature of 20 ℃ by using reagent BCl3 and solvent 1,2-dichloro-ethane. The reaction time is 2 hours with 94% yield.

Uses of 4,6-Dimethoxysalicylaldehyde: it can react with nitroethene to give 5,7-dimethoxy-3-nitro-2H-chromene with reagent n-Bu2NH and solvent CHCl3 at temperature of 80 ℃. The reaction time is 24 hours. The yield is about 55%.

When you are using this chemical, please be cautious about it as the following:
Wear suitable protective clothing and gloves all the time for this chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, 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(OC)cc1OC;
(2)InChI: InChI=1/C9H10O4/c1-12-6-3-8(11)7(5-10)9(4-6)13-2/h3-5,11H,1-2H3;
(3)InChIKey: FQRQWPNYJOFDLO-UHFFFAOYAP

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