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2,6-Dihydroxybenzoic acid

2,6-Dihydroxybenzoic acid structure

CAS No:
303-07-1
Formula:
C7H6O4
Chemical Name:
2,6-Dihydroxybenzoic acid
Synonyms:
Benzoic acid,2,6-dihydroxy-;γ-Resorcylic acid;2,6-Dihydroxybenzoic acid;2-Carboxyresorcinol;6-Hydroxysalicylic acid;2,6-Resorcylic acid;NSC 49172;2-Carboxy-1,3-dihydroxybenzene
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

2,6-Dihydroxybenzoic acid is a secondary metabolite of salicylic acid which has been hydrolyzed by liver enzymes during phase I metabolism.

Solid

2,6-dihydroxybenzoic acid is a dihydroxybenzoic acid having the two hydroxy groups at the C-2 and C-6 positions. It has a role as a metabolite. It is a conjugate acid of a 2,6-dihydroxybenzoate.

2,6-Dihydroxybenzoic acid Basic Attributes

Molecular Weight：

154.12

Exact Mass：

154.12

BRN：

2209755

EC Number：

206-134-8

UNII：

RSA5G6VRPV

NSC Number：

49172

DSSTox ID：

DTXSID1059785

HScode：

29182990

Characteristics

PSA：

77.8

XLogP3：

2.2

Appearance：

Off-white Crystalline Powder

Density：

1.6±0.1 g/cm3

Melting Point：

165 °C (decomp)

Boiling Point：

237.46°C (rough estimate)

Flash Point：

175.8±21.6 °C

Refractive Index：

1.671

Water Solubility：

9.56g/L(temperature not stated)

Storage Conditions：

Store below +30°C.

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

DG8578000

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

Drug Information

MeSH Entry Terms：

2,6-dihydroxybenzoic acid

2,6-Dihydroxybenzoic acid Use and Manufacturing

Methods of Manufacturing

The preparation method is to dissolve resorcinol in ethanol, add anhydrous potassium carbonate to the solution, heat to 140°C, introduce carbon dioxide (carbon dioxide pressure 1400kPa) and react for 4 hours to obtain 2, 6-dihydroxybenzoic acid and 2 , 4-dihydroxybenzoic acid mixture (63.1% 2, 6-dihydroxybenzoic acid, 36.9% 2, 4-dihydroxybenzoic acid), add water, then add sulfuric acid to adjust the pH of the mixture solution to 6, and then evaporate part The mixture of ethanol and water, the residue is refluxed at 98-100°C for 3h to decompose 2, 4-dihydroxybenzoic acid. When the decomposition reaction proceeds, the pH value of the reaction mixture is maintained at 6, and sulfuric acid is appropriately added to adjust the pH value. When the decomposition reaction is complete, add sulfuric acid to the mixture to make the pH value reach 3, and insoluble matter is formed, which is separated by filtration, and then continue to add sulfuric acid to the filtrate to make the pH value reach 1, and cool to 5°C to form 2, 6- Dihydroxybenzoic acid is crystallized, filtered, crystallized, washed with water, and dried at 70°C to obtain a finished product.

Uses

2,6-Dihydroxybenzoic acid is an intermediate of the herbicides bispyribac, chlorfenapyr, chlorfenapyr, and pyrimethanil.

Manufacturing Info：

Benzoic acid, 2,6-dihydroxy-: ACTIVE

Computed Properties

Molecular Weight:154.12
XLogP3:2.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:154.02660867
Monoisotopic Mass:154.02660867
Topological Polar Surface Area:77.8
Heavy Atom Count:11
Complexity:147
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of 2,6-Dihydroxybenzoic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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2,6-Dihydroxybenzoic acid

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