4,6-DIMETHOXYSALICYLALDEHYDE

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