2,6-Dimethoxybenzoic acid

2,6-Dimethoxybenzoic acid Basic information
Product Name:2,6-Dimethoxybenzoic acid
Synonyms:2,6-DIMETHOXYBENZOIC ACID;RARECHEM AL BO 1076;2,6-dimethoxy-benzoicaci;Benzoicacid,2,6-dimethoxy-;2,6-Dimethoxybenzoic;γ-Resorcylic acid diMethyl ether;2,6-DiMethoxybenzoic acid, 99% 25GR;2,6-Dimethoxybenzoic acid,99%
CAS:1466-76-8
MF:C9H10O4
MW:182.17
EINECS:215-985-4
Product Categories:Agrochemical intermediate;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;C9;Carbonyl Compounds;Carboxylic Acids
Mol File:1466-76-8.mol
2,6-Dimethoxybenzoic acid Structure
2,6-Dimethoxybenzoic acid Chemical Properties
Melting point 185-187 °C (lit.)
Boiling point 275.56°C (rough estimate)
density 1.2481 (rough estimate)
refractive index 1.4500 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility 14.7g/l soluble
pkapK1:3.44 (25°C)
form Crystalline Powder
color White to off-white
Water Solubility 0.35 g/100 mL (25 ºC)
BRN 2212190
InChIKeyMBIZFBDREVRUHY-UHFFFAOYSA-N
LogP0.660
CAS DataBase Reference1466-76-8(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 2,6-dimethoxy-(1466-76-8)
EPA Substance Registry SystemBenzoic acid, 2,6-dimethoxy- (1466-76-8)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-36-37/39
WGK Germany 3
RTECS DG8598725
TSCA Yes
HS Code 29189010
MSDS Information
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2,6-Dimethoxybenzoic acid Usage And Synthesis
Chemical Propertieswhite to off-white crystalline powder. Hardly soluble in water, soluble in alkali and organic solvents, such as benzene and toluene.
Uses2,6-Dimethoxybenzoic Acid is used in the synthesis of indoles as well as coumarins related to Novobiocin (N888500), used as potent inhibitors of heat-shock protein 90 in the treatment of breast cancer.
Preparation2,6-Dimethoxybenzoic acid is the key intermediate in the preparation of gamma-resorcylic acid which has been described as having activity against rheumatic fever.
The Preparation of 2,6-Dimethoxybenzoic Acid
Cite this: J. Org. Chem. 1956, 21, 3, 368–369
Publication Date:March 1, 1956
https://doi.org/10.1021/jo01109a604
DefinitionChEBI: 2,6-Dimethoxybenzoic acid is a member of benzenes and a carbonyl compound. It is a polyphenol compound found in foods of plant origin.
Synthesis Reference(s)Synthetic Communications, 22, p. 13, 1992 DOI: 10.1080/00397919208021074
Flammability and ExplosibilityNotclassified
Purification MethodsCrystallise the acid from water or 1,1-dichloroethane (m 187.5-188.5o). [Beilstein 10 H 388, 10 I 185, 10 II 259, 10 III 1401, 10 IV 1456.]
2,6-DIMETHOXY-4-METHYLBENZOIC ACID 3-BROMO-2,6-DIMETHOXY-5-NITROBENZOIC ACID 2,4,6-TRIMETHOXY-BENZOIC ACID METHYL ESTER METHYL 2,6-DIMETHOXY-3-NITROBENZOATE 2,6-DIMETHOXYBENZOIC ACID ETHYL ESTER RARECHEM AL BE 0826 CURCULIGOSIDE 3-BROMO-2,5,6-TRIMETHOXYBENZOIC ACID AURORA 15522 AURORA 15527 AURORA 15965 Methyl 2,6-dimethoxybenzoate 3-BROMO-5-CHLORO-2,6-DIMETHOXYBENZOIC ACID RARECHEM AL BF 0826 Bispyribac AURORA 5151 2 6-DIETHOXYBENZOIC ACID 97 2,3,6-TRIMETHOXYBENZOIC ACID

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