2,6-Dihydroxybenzoic acid supplier

Name
2,6-Dihydroxybenzoic acid
EINECS 206-134-8
CAS No. 303-07-1
Article Data36
CAS DataBase
Density 1.56 g/cm³
Solubility Soluble in alcohol, ether and hot water
Melting Point 154-155 °C
Formula C₇H₆O₄
Boiling Point 343.66 °C at 760 mmHg
Molecular Weight 154.122
Flash Point 175.839 °C
Transport Information
Appearance Off-white crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 6-Hydroxysalicylic acid;2-Carboxyresorcinol;gamma-Resorcylic acid;Benzoic acid, 2,6-dihydroxy-;4-10-00-01456 (Beilstein Handbook Reference);2,6-Resorcylic acid;gamma-Resorcylic acid (8CI);2,6-Dihydroxy benzoic acid;2,6-dihydroxybenzoic acid ;2,6-resorcylic acid; gamma-resorcylic acid;
PSA 77.76000
LogP 0.79600

Synthetic route

: 56-81-5
glycerol

: 108-46-3
recorcinol

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With carbon dioxide at 100℃; for 24h;	89%

: 64700-73-8
2-(2,6-dihydroxyphenyl)acetic acid

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With iodine; dimethyl sulfoxide at 120℃; for 27h; Sealed tube; Green chemistry;	82%

: 1-(2,6-dihydroxyphenyl)butane-1,3-dione

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With oxygen; sodium hydrogencarbonate In acetonitrile for 4h; Molecular sieve; Irradiation;	75%

: 124-38-9
carbon dioxide

: 108-46-3
recorcinol

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide under 10501.1 - 26252.6 Torr; for 4h; Reagent/catalyst;	54.6%
Stage #1: carbon dioxide; recorcinol With potassium carbonate In ethanol; water at 170℃; under 17251.7 - 18751.9 Torr; for 5h; Stage #2: With sulfuric acid In ethanol; water at 98 - 100℃; for 11h; pH=5.5 - 6; Solvent; Reagent/catalyst;
With potassium carbonate; phenol In water at 120℃; for 16h; Reagent/catalyst;

: 69-72-7
salicylic acid

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In water at 20℃; for 1h; UV-irradiation; Green chemistry;	A 7% B 8%

: 699-83-2
2,6-dihydroxylacetophenone

: 303-07-1
2,6-Dihydroxybenzoic acid

: 89-86-1
4-hydroxysalicylic acid

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
Isomerisierung ueber das Natrium- oder das Kalium-Salz;

: 1466-76-8
2-6-dimethoxybenzoic acid

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With aluminium trichloride
With aluminium trichloride; benzene

: 2,6-dihydroxy-4-(toluene-4-sulfonyloxy)-benzoic acid

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With nickel; potassium hydrogencarbonate

: 109-72-8, 29786-93-4
n-butyllithium

: 60-29-7
diethyl ether

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
anschliessendes Behandeln mit festem CO2;

...Expand

: 124-41-4
sodium methylate

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
at 100℃; under 4560 Torr;

...Expand

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With sodium methylate at 100℃; under 4560 Torr;

...Expand

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With n-butyllithium; diethyl ether anschliessend Behandeln mit Kohlendioxid;
With carbon dioxide; potassium hydrogencarbonate at 120℃;
With salicylic acid decarboxylase from Trichosporon moniliiforme; potassium hydrogencarbonate at 30℃; for 24h; pH=8.5; aq. phosphate buffer; Enzymatic reaction;

: 117-59-9
1-hydroxynaphthalene-5-sulphonic acid

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
at 27℃; for 24h; Product distribution; Pseudomonas sp. TA-2 cells, phosphate buffer; metabolism, degradation pathway;

: 69-72-7
salicylic acid

A: 89-86-1
4-hydroxysalicylic acid

B: 303-38-8
2,3-Dihydroxybenzoic acid

C: 490-79-9
2,5-dihydroxybenzoic acid.

D: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; iron(II) sulfate In water at 37℃; for 0.0833333h; hydroxylation; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 124-38-9
carbon dioxide

: 108-46-3
recorcinol

KHCO3: KHCO3

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
at 120℃;

...Expand

: 124-38-9
carbon dioxide

: 7732-18-5
water

: 108-46-3
recorcinol

KHCO3: KHCO3

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
at 93 - 130℃;

...Expand

: 108-46-3
recorcinol

(NH4)2 CO3: (NH4)2 CO3

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

C 2.4-dioxy-benzenedicarboxylic acid: 2.4-dioxy-benzenedicarboxylic acid

...Expand

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

: 56-81-5
glycerol

: 108-46-3
recorcinol

KHCO3: KHCO3

A: 89-86-1
4-hydroxysalicylic acid

B: 19829-74-4
4,6-dihydroxyisophthalic acid

C: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
at 210℃;

...Expand

: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

1.3-bis--benzene: 1.3-bis--benzene

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With n-butyllithium; diethyl ether anschliessend Behandeln mit wss. Salzsaeure;

: 7446-70-0
aluminium trichloride

: 1466-76-8
2-6-dimethoxybenzoic acid

: 71-43-2
benzene

: 303-07-1
2,6-Dihydroxybenzoic acid

...Expand

: 108-46-3
recorcinol

A: 303-07-1
2,6-Dihydroxybenzoic acid

B β-resorcylic acid , α-resodicarboxylic acid: β-resorcylic acid , α-resodicarboxylic acid

Conditions

Conditions	Yield
With ammonium carbonate; water at 120 - 130℃;
With sodium hydrogencarbonate; glycerol at 135℃;

: 108-46-3
recorcinol

sodium bicarbonate: sodium bicarbonate

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With glycerol at 135℃;

...Expand

: 16932-49-3
2,6-dimethoxybenzonitrile

potash: potash

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
beim Schmelzen;

: 83-30-7
acide 2,4,6-trihydroxybenzoique

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: Raney nickel; aqueous KHCO3 View Scheme

: 298-14-6
potassium hydrogencarbonate

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With Trichosporon moniliiforme WU-0401 salicylic acid decarboxylase at 30℃; for 1h; pH=7; enzymatic Kolbe-Schmitt reaction; aq. phosphate buffer; Enzymatic reaction; regioselective reaction;

...Expand

: 108-46-3
recorcinol

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With 2,6-dihydroxybenzoic acid decarboxylase from Rhizobium species; potassium hydrogencarbonate at 30℃; for 24h; pH=8.5; aq. phosphate buffer; Enzymatic reaction; regioselective reaction;

: 298-14-6
potassium hydrogencarbonate

: 108-46-3
recorcinol

: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With 2,6-dihydroxybenzoatedecarboxylase fromRhizobium sp In aq. phosphate buffer at 30℃; for 24h; Kolbe-Schmidt Synthesis; Enzymatic reaction; regioselective reaction;

: 124-38-9
carbon dioxide

: 108-46-3
recorcinol

A: 89-86-1
4-hydroxysalicylic acid

B: 303-07-1
2,6-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium carbonate at 120℃; for 5.7h; Temperature;

...Expand

: 303-07-1
2,6-Dihydroxybenzoic acid

: 100-39-0
benzyl bromide

: 129749-69-5
benzyl 2,6-dibenzyloxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 11h; Heating;	100%
With 18-crown-6 ether; potassium carbonate In acetone
With 18-crown-6 ether; potassium carbonate In acetone Esterification; Heating;

: 303-07-1
2,6-Dihydroxybenzoic acid

: 1195947-64-8
2,6-dihydroxybenzoic-3,5-d2 acid

Conditions

Conditions	Yield
With water-d2; hydrogen chloride for 1h; Inert atmosphere; Reflux;	99%

: 186581-53-3, 908094-01-9
diazomethane

: 303-07-1
2,6-Dihydroxybenzoic acid

: 2150-45-0
methyl 2,6-dihydroxybenzoate

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	98%
	60%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 67-64-1
acetone

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Conditions

Conditions	Yield
With dmap; thionyl chloride In 1,2-dimethoxyethane Cyclization;	96%
With dmap; thionyl chloride In 1,2-dimethoxyethane	96%
With dmap; thionyl chloride In 1,2-dimethoxyethane at 0 - 20℃; for 24h; Inert atmosphere;	96%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 100-39-0
benzyl bromide

: 25983-52-2
2,6-dibenzyloxybenzyl alcohol

Conditions

Conditions	Yield
Stage #1: 2,6-Dihydroxybenzoic acid; benzyl bromide With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 20h; Further stages.;	94%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 74-88-4
methyl iodide

: 2150-45-0
methyl 2,6-dihydroxybenzoate

Conditions

Conditions	Yield
With ammonium hydroxide; silver nitrate In water at 0 - 20℃; for 18.5h;	89%
With sodium hydrogencarbonate In N,N-dimethyl-formamide	77%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 96h; Methylation;	77%
With potassium carbonate In N,N-dimethyl-formamide for 24h; Ambient temperature;
With ammonia; silver nitrate In water at 0 - 5℃; for 12.5h;

: 303-07-1
2,6-Dihydroxybenzoic acid

: 79-04-9
chloroacetyl chloride

: 1344890-32-9
6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-carboxylic acid

Conditions

Conditions	Yield
With aluminum (III) chloride In ethyl acetate; nitrobenzene at 40℃; for 12h;	89%

: 2170-05-0
pentaphenylantimony

: 303-07-1
2,6-Dihydroxybenzoic acid

: Ph4Sb[O(O)CC6H3(OH)2-2,6]

Conditions

Conditions	Yield
In toluene for 1h; Sealed tube; Heating;	89%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: C15H22O4Si

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In acetonitrile at 0 - 22℃; for 16h; Inert atmosphere;	87%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 26754-76-7
2,6-dihydroxy-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 20℃;	85%
With sulfuryl dichloride
With sulfuryl dichloride

: 303-07-1
2,6-Dihydroxybenzoic acid

: 113583-35-0
4,6-dimethoxypyrimidin-2-yl methyl sulfone

: 125401-75-4
bispyribac

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In toluene Reagent/catalyst; Solvent; Reflux;	85%
Stage #1: 2,6-Dihydroxybenzoic acid; 4,6-dimethoxypyrimidin-2-yl methyl sulfone With sodium hydride In N,N-dimethyl acetamide; toluene; paraffin oil at 100℃; for 5h; Stage #2: With methanol at 20℃; for 1h; Solvent; Temperature;	83%

: potassium molybdate(VI)

: 303-07-1
2,6-Dihydroxybenzoic acid

: 2001-45-8
tetraphenyl phosphonium chloride

: 2P(C6H5)4(1+)*MoO2(2+)*2H(1+)*2C6H3(O)2COO(3-)*3H2O=[P(C6H5)4]2[MoO2(C7H4O4)2]*3H2O

Conditions

Conditions	Yield
In water addn. of 2 equiv. of ligand to K2MoO4, filtration, addn. of 2 equiv. ofPPh4Cl (pptn.); filtration, washing (H2O), drying in air; elem. anal.;	82%

...Expand

: 1124-11-4
Tetramethylpyrazine

: 303-07-1
2,6-Dihydroxybenzoic acid

: 1.5C8H12N2*3C7H6O4

Conditions

Conditions	Yield
In ethanol; water	81%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 109755-36-4
6-chloro-4-nitrosoresorcinol

: 2-chloro-6-carboxyresorufin

Conditions

Conditions	Yield
With sulfuric acid In water	81%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 105-36-2
ethyl bromoacetate

: 6769-65-9
ethyl 2-(2-acetyl-3-hydroxyphenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 2h; Reflux;	81%

: 67-56-1
methanol

: 303-07-1
2,6-Dihydroxybenzoic acid

: 2150-45-0
methyl 2,6-dihydroxybenzoate

Conditions

Conditions	Yield
With thionyl chloride at 0℃; Reflux; Inert atmosphere;	80%
With sulfuric acid for 168h; Heating;	67%
With sulfuric acid for 36h; Heating;	65%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 70-11-1
α-bromoacetophenone

: 74304-63-5
2,6-Dihydroxy-benzoic acid 2-oxo-2-phenyl-ethyl ester

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide	80%

: zinc nitrate tetrahydrate

: erbium(III) nitrate pentahydrate

: 303-07-1
2,6-Dihydroxybenzoic acid

: 75-05-8
acetonitrile

: 181575-45-1
N,N′-dimethyl-N,N′-bis(2-hidroxy-3-formyl-5-bromo-benzyl)ethylenediamine

: [Zn(μ-N,N’-dimethyl-N,N’-bis(2-hydroxy-3-formyl-5-bromobenzyl)ethylenediamine)(μ-2,6-dihydroxybenzoate)Er(NO3)2]·2CH3CN

Conditions

Conditions	Yield
With triethylamine at 80℃; for 0.5h;	80%

...Expand

: 303-07-1
2,6-Dihydroxybenzoic acid

: 90151-18-1
2,6-dihydroxy benzohydrazide

Conditions

Conditions	Yield
Stage #1: 2,6-Dihydroxybenzoic acid With potassium carbonate; dimethyl sulfate In acetone at 55℃; for 24h; Stage #2: With hydrazine hydrate In methanol at 20℃; for 2h;	80%
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 24 h / 55 °C 2: hydrazine hydrate / methanol / 2 h / 20 °C View Scheme

: 303-07-1
2,6-Dihydroxybenzoic acid

: 95-55-6
2-amino-phenol

: 5042-08-0
isoeuxanthone

Conditions

Conditions	Yield
With polyphosphoric acid at 200℃; for 4h;	79%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 603-36-1
triphenylantimony

: bis(2,6-dihydroxybenzoato)triphenylantimony

Conditions

Conditions	Yield
With dihydrogen peroxide In diethyl ether; water	77%

: 303-07-1
2,6-Dihydroxybenzoic acid

: 106-49-0
p-toluidine

: 2,6-dihydroxy-N-(4-methylphenyl)benzamide

Conditions

Conditions	Yield
With phosphorus trichloride In chlorobenzene at 135℃; for 0.333333h; Microwave irradiation;	76%
With phosphorus trichloride

: 303-07-1
2,6-Dihydroxybenzoic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 3782-85-2
2,6-bis[(trimethylsilyl)oxy]benzoic acid trimethylsilyl ester

Conditions

Conditions	Yield
With iodine In neat (no solvent) at 20℃; for 16h; Green chemistry;	76%
With pyridine

: 303-07-1
2,6-Dihydroxybenzoic acid

: 77-78-1
dimethyl sulfate

: 2150-45-0
methyl 2,6-dihydroxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 5h; Inert atmosphere;	76%
With potassium carbonate In acetone at 55℃; for 24h;

: lead(II) nitrate

: 303-07-1
2,6-Dihydroxybenzoic acid

: Pb(2+)*2C7H5O4(1-)

Conditions

Conditions	Yield
In water Sonication;	75.4%

2,6-Dihydroxybenzoic acid Specification

The IUPAC name of this hcemical is 2,6-dihydroxybenzoic acid. With the CAS registry number 303-07-1, it is also named as gamma-Resorcylic acid. The product's categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids. It is off-white crystalline powder which is soluble in alcohol, ether and hot water. Additioanlly, this chemical should be sealed in the container and avoided direct sunshine.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.38; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.671; (11)Molar Refractivity: 36.946 cm³; (12)Molar Volume: 98.823 cm³; (13)Polarizability: 14.647×10^-24cm³; (14)Surface Tension: 84.283 dyne/cm; (15)Enthalpy of Vaporization: 62.008 kJ/mol; (16)Vapour Pressure: 0 mmHg at 25°C; (17)Rotatable Bond Count: 1; (18)Tautomer Count: 7; (19)Exact Mass: 154.026609; (20)MonoIsotopic Mass: 154.026609; (21)Topological Polar Surface Area: 77.8; (22)Heavy Atom Count: 11; (23)Complexity: 147.

The preparation method of 2,6-Dihydroxybenzoic acid: Firstly, dissolving resorcinol in ethanol and adding anhydrous potassium carbonate in this solution. Secondly, heating to 140 °C and access to carbon dioxide to react 4h. After reaction, we can get the mixture on of 2,6-dihydroxybenzoic acid and 2,4-dihydroxybenzoic acid mixture. Through the separation and filtration, we can get the product of 2,6-Dihydroxybenzoic acid.

Uses of 2,6-Dihydroxybenzoic acid: It is mainly used as intermediate of pesticide, pharmaceutical and herbicide. It also can react with methanol to get 2,6-dihydroxy-benzoic acid methyl ester. This reaction needs reagent hydrogen chloride.

When you are using this chemical, please be cautious about it as the following:
It is trritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:c1cc(c(c(c1)O)C(=O)O)O
2. InChI:InChI=1/C7H6O4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9H,(H,10,11)
3. InChIKey:AKEUNCKRJATALU-UHFFFAOYAG

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 600mg/kg (600mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 196, Pg. 478, 1976.
mouse	LD50	intravenous	> 600mg/kg (600mg/kg)		Yakugaku Zasshi. Journal of Pharmacy. Vol. 89, Pg. 1392, 1969.

Product Name

2,6-Dihydroxybenzoic acid

Synthetic route

2,6-Dihydroxybenzoic acid Specification

Related Products

Hot Products