2,6-Dimethoxybenzoic acid

CAS NO.：1466-76-8
Empirical Formula: C9H10O4
Molecular Weight: 182.17
MDL number: MFCD00002437
EINECS: 215-985-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-09-09 19:09:56

What is 2,6-Dimethoxybenzoic acid?

Chemical properties

white to off-white crystalline powder. Hardly soluble in water, soluble in alkali and organic solvents, such as benzene and toluene.

The Uses of 2,6-Dimethoxybenzoic acid

2,6-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.

Preparation

2,6-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

Definition

ChEBI: 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 Explosibility

Not classified

Purification Methods

Crystallise 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.]

Properties of 2,6-Dimethoxybenzoic acid

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
pka	pK1:3.44 (25°C)
form	Crystalline Powder
color	White to off-white
Water Solubility	0.35 g/100 mL (25 ºC)
BRN	2212190
CAS DataBase Reference	1466-76-8(CAS DataBase Reference)
NIST Chemistry Reference	Benzoic acid, 2,6-dimethoxy-(1466-76-8)
EPA Substance Registry System	Benzoic acid, 2,6-dimethoxy- (1466-76-8)

Safety information for 2,6-Dimethoxybenzoic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.