| Identification | More | [Name]
METHYL 3,5-DIHYDROXYBENZOATE | [CAS]
2150-45-0 | [Synonyms]
2,6-DIHYDROXYBENZOIC ACID METHYL ESTER
3,5-DIHYDROXYBENZOIC ACID METHYL ESTER
AKOS 227-38
ALPHA-RESORCYLIC ACID METHYL ESTER
GAMMA-RESORCYLIC ACID METHYL ESTER
METHYL 2,6-DIHYDROXYBENZOATE
METHYL 3,5-DIHYDROXYBENZOATE
METHYL-A-RESORCYLATE
RARECHEM AL BF 0252
Benzoic acid, 2,6-dihydroxy-, methyl ester
Dihydroxybenziocacidmethylester
2,6-DIHYDROXYBENZOIC ACID METHYL ESTER 99+% | [Molecular Formula]
C8H8O4 | [MDL Number]
MFCD00002289 | [Molecular Weight]
168.15 | [MOL File]
2150-45-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
67-70 °C (lit.) | [Boiling point ]
253.6±20.0 °C(Predicted) | [density ]
1.354±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Acetone (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
9.24±0.10(Predicted) | [color ]
Light Brown | [InChI]
InChI=1S/C8H8O4/c1-12-8(11)7-5(9)3-2-4-6(7)10/h2-4,9-10H,1H3 | [InChIKey]
WCQZCKUNZVMBDC-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=C(O)C=CC=C1O | [LogP]
2.290 (est) | [CAS DataBase Reference]
2150-45-0(CAS DataBase Reference) |
| Safety Data | Back 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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29182900 |
| Hazard Information | Back Directory | [Uses]
Methyl 2,6-dihydroxybenzoate may be used for the preparation of methyl 2-hydroxy-6-methoxybenzoate and oxamyl propionic acid. | [Definition]
ChEBI: Methyl 2,6-dihydroxybenzoate is a member of phenols and a benzoate ester. It is functionally related to a salicylic acid. | [General Description]
Methyl 2,6-dihydroxybenzoate can be synthesized from 2,6-dihydroxybenzoic acid. Multiple fluorescences in methyl 2,6-dihydroxybenzoate have been investigated. Its short wavelength (387) and long wavelength (500) emissions are reported to arise from extramolecularly hydrogen-bonded and intramolecularly hydrogen-bonded species. | [Synthesis]
The general procedure for the synthesis of methyl 2,6-dihydroxybenzoate from 2,6-dihydroxybenzoic acid is as follows:
a) 80% sodium hydride (10.00 g, 333.3 mmol) was dissolved in N,N-dimethylformamide (45 mL) under argon protection and the solution was cooled to 0°C. Subsequently, a solution of 2,6-dihydroxybenzoic acid (48.88 g, 317.1 mmol) in N,N-dimethylformamide (50 mL) was slowly added over 45 minutes. After stirring for 45 minutes, iodomethane (21.0 mL, 337 mmol) was added dropwise over 20 minutes. The reaction mixture was stirred at room temperature for 70 hours. Upon completion of the reaction, the mixture was diluted with dichloromethane and filtered through a silica gel plug, using dichloromethane as the eluent. Finally, the solvent was evaporated to afford the target product methyl 2,6-dihydroxybenzoate (35.22 g, 66.1% yield). The product was characterized by 1H NMR (250 MHz, DMSO-d6): δ 9.91 (s, 2H), 7.09 (t, J = 1.2 Hz, J = 2.5 Hz, 1H), 6.37 (d, J = 1.1 Hz, 2H), 3.78 (s, 3H). | [References]
[1] Patent: US6204294, 2001, B1
[2] Patent: US4663344, 1987, A
[3] Patent: US6200981, 2001, B1 |
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