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ChemicalBook--->CAS DataBase List--->2524-37-0

2524-37-0

2524-37-0 Structure

2524-37-0 Structure
IdentificationMore
[Name]

2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER
[CAS]

2524-37-0
[Synonyms]

2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER
2-CARBETHOXY-3,5-DIHYDROXYTOLUENE
2-ETHOXYCARBONYL-3,5-DIHYDROXYTOLUENE
4-CARBETHOXY-5-METHYLRESORCINOL
4-ETHOXYCARBONYL-5-METHYLRESORCINOL
ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE
2,4-dihydroxy-6-methyl-benzoicaciethylester
ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE, 98 %
2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER 98+%
Ethyl orsellinate
[Molecular Formula]

C10H12O4
[MDL Number]

MFCD00010821
[Molecular Weight]

196.2
[MOL File]

2524-37-0.mol
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

2916399090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Chloroform-->Poly(vinyl alcohol)-->2,4-DIHYDROXY-6-METHYLBENZOIC ACID-->ETHYL 3,5-DIBROMO-2,4-DIHYDROXY-6-METHYLBENZOATE
[Preparation Products]

2-(2-Oxopropyl)-7-hydroxy-5-methyl-4H-1-benzopyran-4-one-->2 4-DIHYDROXY-6-METHYLBENZALDEHYDE
Hazard InformationBack Directory
[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].
[storage]

Store at -20°C
[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).
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER(2524-37-0)1HNMR
2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER(2524-37-0)FT-IR
2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER(2524-37-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2524-37-0(sigmaaldrich)
[TCI AMERICA]

Ethyl 2,4-Dihydroxy-6-methylbenzoate,>98.0%(T)(2524-37-0)
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