- Ethyl orsellinate
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- $0.00 / 25kg
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2024-03-28
- CAS:2524-37-0
- Min. Order: 25kg
- Purity: 99%
- Supply Ability: Inquiry
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| | Ethyl 2,4-dihydroxy-6-methylbenzoate Basic information |
| | Ethyl 2,4-dihydroxy-6-methylbenzoate Chemical Properties |
| Melting point | 129-132 °C(lit.) | | Boiling point | 293.08°C (rough estimate) | | density | 1.2166 (rough estimate) | | refractive index | 1.5430 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | | form | powder to crystal | | pka | 8.27±0.23(Predicted) | | color | White to Gray to Brown | | InChI | InChI=1S/C10H12O4/c1-3-14-10(13)9-6(2)4-7(11)5-8(9)12/h4-5,11-12H,3H2,1-2H3 | | InChIKey | UQSRXQMIXSZGLA-UHFFFAOYSA-N | | SMILES | C(OCC)(=O)C1=C(C)C=C(O)C=C1O | | LogP | 2.910 (est) | | CAS DataBase Reference | 2524-37-0(CAS DataBase Reference) | | EPA Substance Registry System | Benzoic acid, 2,4-dihydroxy-6-methyl-, ethyl ester (2524-37-0) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HS Code | 2916399090 |
| | Ethyl 2,4-dihydroxy-6-methylbenzoate Usage And Synthesis |
| Definition | ChEBI: 2,4-dihydroxy-6-methylbenzoic acid ethyl ester is a 4-hydroxybenzoate ester. | | General Description | Ethyl 2,4-dihydroxy-6-methylbenzoate is also referred as ethyl orsellinate. It was isolated from chloroform extract of Peltigera aphthosa. It is one of the product formed during alcoholyses of lecanoric acid. | | Synthesis | The stem bark of Illicium difengpi (5.0?kg) was powdered and extracted three times with aqueous ethanol (ethanol/water 8:2) under reflux. The solvent was then evaporated under reduced pressure to obtain a dry residue (150?g). The residue was suspended in water (2?L) and extracted successively with petroleum ether (3 × 2?L), EtOAc (3 × 2?L) and BuOH (3 × 2?L), affording 5?g, 70?g, and 40?g, respectively, of each dried fraction. The EtOAc fraction was subjected to silica gel column chromatography using gradient elution (CH2Cl2/CH3OH, 200:1 to 2:1, v/v) to give four main fractions, of which was purified by successive silica gel column chromatography (CH2Cl2/CH3OH, 100:1→20:1); 2,4-dihy-droxy-6-methyl-benzoic acid ethyl ester (Ethyl 2,4-dihydroxy-6-methylbenzoate) was obtained from the fraction eluted by CH2Cl2/CH3OH (40:1)[1]. | | Structure and conformation | The mol-ecular structure of Ethyl 2,4-dihydroxy-6-methylbenzoate contains a methyl group, two hydroxyl groups, and a carboeth-oxy group, which are attached to C2, C4, C6 and C7 of the central benzene ring, respectively. An intra-molecular O3—H3···O1 hydrogen bond stabilizes the mol-ecular conformation. In the crystal, O4—H4···O3i and C3—H3A···O4ii hydrogen bonds link the mol-ecules into double strands parallel to the direction. In the solid state, the compound also forms offset slanted stacks of alternating inversion-related mol-ecules along the a-axis direction[1]. | | References | [1] Xiong, Huiping , et al. "Crystal structure of the ethyl 2,4-dihydroxy-6-methylbenzoate from Illicium difengpi K.I.B et K.I.M. " IUCrData 12(2018). |
| | Ethyl 2,4-dihydroxy-6-methylbenzoate Preparation Products And Raw materials |
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