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89-86-1

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89-86-1 Usage

Uses

Different sources of media describe the Uses of 89-86-1 differently. You can refer to the following data:
1. 2,4-Dihydroxybenzoic acid is a useful synthetic intermediate. An organic building block for plastics and rubber products.
2. 2,4-Dihydroxybenzoic acid is used in Intermediates, Plasticizers, Plastic and Rubber Products, a organic building block.
3. Intermediate for dyestuffs and drugs; spot test reagent for iron.

Usage limits

FEMA (mg/kg): cold drink: 450; Meat, dairy, processed vegetables, 100; fudge, gel, pudding, snack food, beverages, breakfast cereals, fats, cheeses, poultry products, fish, spices, sweet sauce, dairy products, meat soup, fruit ice Egg products, jams, jelly, rehydrated vegetables, 500; soup: 250; jelly sugar: 3333; instant coffee and tea: 12.5; sugar substitute: 12500; seasoning spices: 25000.

Chemical properties

It appears as white needle crystal. It will contain crystal water upon crystallization from the water. It appears as an anhydride at 100 ℃. Melting point 218-219 ° C (it has a melting point of 213 ° C upon thermal shock). Soluble in hot water, ethanol, ether. Cooking in water, acid or salt solution will remove carbon dioxide. It exhibits red color upon reaction with ferric chloride.

Application

The product has the chemical properties of both resorcinol and salicylic acid. It can be used in chemical reagents for colorimetric determination of iron, titanium and other elements; for organic synthesis, it is mainly used for dyes and pharmaceutical intermediates. 2, 4-dihydroxybenzoic acid is a major raw material during the production of acidic medicated pink 3BM, which consumes 157 kg per ton of dye (by 100%). Used as a dye intermediate, medicine and reagents Used as dyes, pharmaceuticals, pesticide intermediates

Preparation

Different sources of media describe the Preparation of 89-86-1 differently. You can refer to the following data:
1. It is derived from the hydroxylation of resorcinol.
2. Prepared from resorcinol and potassium bicarbonate in glycerol or water by heating and passing carbon dioxide through the mixture.

Chemical Properties

Different sources of media describe the Chemical Properties of 89-86-1 differently. You can refer to the following data:
1. cream to slightly beige or pink crystalline powder
2. Dihydroxybenzoic acid is a colorless solid and is used as a flavor modifier.

Occurrence

Reported present in avocados, beer, red wine, roast coffee, sherry, smoked sausage and white wine

Purification Methods

Crystallise the acid from water. [Beilstein 10 IV 1420.]

Check Digit Verification of cas no

The CAS Registry Mumber 89-86-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 9 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 89-86:
(4*8)+(3*9)+(2*8)+(1*6)=81
81 % 10 = 1
So 89-86-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11)/p-1

89-86-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A13545)  2,4-Dihydroxybenzoic acid, 97%   

  • 89-86-1

  • 100g

  • 263.0CNY

  • Detail
  • Alfa Aesar

  • (A13545)  2,4-Dihydroxybenzoic acid, 97%   

  • 89-86-1

  • 500g

  • 719.0CNY

  • Detail
  • Alfa Aesar

  • (A13545)  2,4-Dihydroxybenzoic acid, 97%   

  • 89-86-1

  • 2500g

  • 2890.0CNY

  • Detail

89-86-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Dihydroxybenzoic acid

1.2 Other means of identification

Product number -
Other names p-Hydroxysalicylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:89-86-1 SDS

89-86-1Synthetic route

recorcinol
108-46-3

recorcinol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; CO2; potassium carbonate In water96.7%
With potassium dicarbonate; water
With sodium hydrogencarbonate anschliessendes Einleiten von Kohlendioxid;
3-methoxy butanol
2517-43-3

3-methoxy butanol

recorcinol
108-46-3

recorcinol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; CO2 In water95.4%
With CO2; potassium carbonate In water87.4%
2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With sodium chlorite; sodium methylate In dimethyl sulfoxide95%
With tert.-butylhydroperoxide; copper(ll) bromide In water; acetonitrile at 20℃; for 9h; Inert atmosphere; chemoselective reaction;91%
With dihydrogen peroxide; silver nitrate In acetonitrile at 50℃; for 1h; chemoselective reaction;90%
With potassium carbonate beim Schmelzen;
salicylic acid
69-72-7

salicylic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; for 1h; UV-irradiation; Green chemistry; regioselective reaction;92%
1,3-dihydroxy-4-dihydroxymethyl benzene
33617-59-3

1,3-dihydroxy-4-dihydroxymethyl benzene

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(ll) bromide In water; dimethyl sulfoxide for 22h; Inert atmosphere; Reflux; chemoselective reaction;89%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With N-bromophthalimide; mercury(II) diacetate In chloroform at 20℃; for 2h;86%
Multi-step reaction with 2 steps
1: iodine
2: aq.-ethanolic NaOH-solution
View Scheme
With dihydrogen peroxide In water at 22 - 25℃; for 11688h;
1-methoxy-2-propanol
107-98-2

1-methoxy-2-propanol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With hydrogenchloride; CO2; potassium carbonate In water85%
carbon dioxide
124-38-9

carbon dioxide

recorcinol
108-46-3

recorcinol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 30℃; under 15001.5 Torr; for 28h; Solvent; Reagent/catalyst; Kolbe-Schmidt Synthesis; Autoclave;84%
With water; sodium hydrogencarbonate at 100℃; for 3h; Kolbe-Schmidt Synthesis;64%
With potassium hydrogencarbonate In water for 4h; Reflux;
(2,4-dihydroxyphenyl)acetic acid
614-82-4

(2,4-dihydroxyphenyl)acetic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With iodine; dimethyl sulfoxide at 120℃; for 28h; Sealed tube; Green chemistry;83%
acetic anhydride
108-24-7

acetic anhydride

2,4,4'-Triacetoxy-3'-methoxy-chalkon
89475-40-1

2,4,4'-Triacetoxy-3'-methoxy-chalkon

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) acetone, water, 20 min : decomposition reaction;A 54%
B 73%
2,4 dimethoxybenzoic acid
91-52-1

2,4 dimethoxybenzoic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With aluminium trichloride In chlorobenzene for 0.75h; Heating;71%
acetic anhydride
108-24-7

acetic anhydride

3'-methoxy-4',7-dihydroxyflavylium chloride
4082-07-9

3'-methoxy-4',7-dihydroxyflavylium chloride

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

3-methoxy-4-hydroxybenzoic acid
121-34-6

3-methoxy-4-hydroxybenzoic acid

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) acetone, water, 20 min : decomposition reaction;A 48%
B 64%
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) water, acetone, 20 min; Yield given. Multistep reaction. Yields of byproduct given;
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) water, acetic ester, 20 min; Yield given. Multistep reaction. Yields of byproduct given;
methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating;41%
potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

recorcinol
108-46-3

recorcinol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
In water at 160℃; under 30003 Torr; for 0.0902778h; Temperature; Time; Pressure; Kolbe-Schmidt Synthesis;22%
salicylic acid
69-72-7

salicylic acid

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; for 1h; UV-irradiation; Green chemistry;A 7%
B 8%
7-hydroxy-2H-chromen-2-one
93-35-6

7-hydroxy-2H-chromen-2-one

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

recorcinol
108-46-3

recorcinol

Conditions
ConditionsYield
Kalischmelze;
7-hydroxycoumarin-4-carboxylic acid
21392-45-0

7-hydroxycoumarin-4-carboxylic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
bei der Natronschmelze;
4,6-dihydroxyisophthalic acid
19829-74-4

4,6-dihydroxyisophthalic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With water at 100℃; im Rohr;
2,2,2-trichloro-1-(2,4-dihydroxy-phenyl)-ethanone
76569-42-1

2,2,2-trichloro-1-(2,4-dihydroxy-phenyl)-ethanone

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With sodium hydroxide
9-(2,4,α-trihydroxy-benzyl)-xanthene-3,6-diol
854869-04-8

9-(2,4,α-trihydroxy-benzyl)-xanthene-3,6-diol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
at 200℃; bei der Natronschmelze;
1,2,5,7,8,9,1',2',5',7',8',9'-dodecahydro-4H,4'H-[9,9']bixanthenyl-3,6,3',6'-tetraone

1,2,5,7,8,9,1',2',5',7',8',9'-dodecahydro-4H,4'H-[9,9']bixanthenyl-3,6,3',6'-tetraone

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

recorcinol
108-46-3

recorcinol

Conditions
ConditionsYield
at 280℃; bei der Natronschmelze;
1-(2,4-dihydroxy-phenacyl)-pyridinium; iodide
35244-15-6

1-(2,4-dihydroxy-phenacyl)-pyridinium; iodide

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With sodium hydroxide
4-Aminosalicylic acid
65-49-6

4-Aminosalicylic acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
Diazotization;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

recorcinol
108-46-3

recorcinol

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
anschliessendes Behandeln mit festem CO2;
sodium methylate
124-41-4

sodium methylate

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

methylammonium carbonate

recorcinol
108-46-3

recorcinol

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
at 100℃; under 4560 Torr;
methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

recorcinol
108-46-3

recorcinol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With water; potassium hydrogencarbonate
With water; sodium hydrogencarbonate
methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

recorcinol
108-46-3

recorcinol

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
With sodium methylate at 100℃; under 4560 Torr;
recorcinol
108-46-3

recorcinol

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
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;
7-hydroxy-2H-chromen-2-one
93-35-6

7-hydroxy-2H-chromen-2-one

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Conditions
ConditionsYield
With ruthenium tetroxide; trifluoroacetic anhydride 1.) carbon tetrachloride, reflux; Yield given. Multistep reaction;
With hypochlorite In aq. buffer pH=7.4;
methanol
67-56-1

methanol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid for 72h; Heating;100%
With sulfuric acid In water for 120h; Reflux; Inert atmosphere;100%
With sulfuric acid for 20h; Reflux;99%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl 2, 4-dimethoxybenzoate
2150-41-6

methyl 2, 4-dimethoxybenzoate

Conditions
ConditionsYield
With potassium carbonate100%
With potassium hydroxide at 50℃;
With potassium hydroxide
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 70 - 115℃; for 10.5h;
With potassium carbonate In acetone
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2,4-bis-methoxymethoxy-benzoic acid methoxymethyl ester

2,4-bis-methoxymethoxy-benzoic acid methoxymethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.5h;100%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyldimethylsilyl 2,4-bis[(tert-butyldimethylsilyl)oxy]benzoate

tert-butyldimethylsilyl 2,4-bis[(tert-butyldimethylsilyl)oxy]benzoate

Conditions
ConditionsYield
Stage #1: 4-hydroxysalicylic acid With triethylamine In dichloromethane for 1h;
Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 20℃; for 16h;
100%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2, 4-dimethoxybenzoate
2150-41-6

methyl 2, 4-dimethoxybenzoate

Conditions
ConditionsYield
With diiron nonacarbonyl at 180℃; for 1h; Sealed tube;99%
ethyl bromide
74-96-4

ethyl bromide

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

4-ethoxy-2-hydroxybenzoic acid
10435-55-9

4-ethoxy-2-hydroxybenzoic acid

Conditions
ConditionsYield
With alkali hydroxide In ethanol; water at 60℃; for 16h;98%
With potassium hydroxide; ethanol
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

5-(2,4-dichlorophenyl)-4-amino-3-mercapto-4H-1,2,4-triazole
93677-89-5

5-(2,4-dichlorophenyl)-4-amino-3-mercapto-4H-1,2,4-triazole

4-[3-(2,4-Dichloro-phenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]-benzene-1,3-diol
128032-44-0

4-[3-(2,4-Dichloro-phenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl]-benzene-1,3-diol

Conditions
ConditionsYield
With trichlorophosphate for 1h; Heating;98%
With trichlorophosphate for 1h; Heating;98%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2,4-bis(benzyloxy)benzoate
121903-70-6

benzyl 2,4-bis(benzyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 90℃; for 13h; Inert atmosphere;98%
With potassium carbonate In acetonitrile at 70℃; for 5h;98%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 16h;77%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

benzyl bromide
100-39-0

benzyl bromide

2,4-bis(benzyloxy)benzoic acid
85593-77-7

2,4-bis(benzyloxy)benzoic acid

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃;96%
With sodium hydroxide; sodium hydride Yield given. Multistep reaction;
2-(4-aminophenyl)benzothiazole
6278-73-5

2-(4-aminophenyl)benzothiazole

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

N-(4-(benzo[d]thiazol-2-yl)phenyl)-2,4-dihydroxybenzamide

N-(4-(benzo[d]thiazol-2-yl)phenyl)-2,4-dihydroxybenzamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In acetonitrile Reflux;96%
With dicyclohexyl-carbodiimide Reflux;
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

ethylene glycol
107-21-1

ethylene glycol

2-hydroxyethyl 2,4-dihydroxybenzoate

2-hydroxyethyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With aluminum oxide; methanesulfonic acid at 80℃; for 0.25h;95%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

5-bromo-4-hydroxysalicylic acid
7355-22-8

5-bromo-4-hydroxysalicylic acid

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; regioselective reaction;94%
With bromine; acetic acid at 20℃; regioselective reaction;94%
With bromine; acetic acid90%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

methyl iodide
74-88-4

methyl iodide

methyl 2,4-dihydroxybenzoate
2150-47-2

methyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 24h; Ambient temperature;85%
Stage #1: 4-hydroxysalicylic acid With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 40℃; for 10h;
84.4%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

acetic anhydride
108-24-7

acetic anhydride

2,4-bis(acetyloxy)benzoic acid
51-01-4

2,4-bis(acetyloxy)benzoic acid

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 24h;93%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 4h;93%
With sulfuric acid at 65℃; for 0.5h;80%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

gentisein
39731-47-0

gentisein

Conditions
ConditionsYield
With Eaton′s Reagent at 80℃; for 1h;92%
With zinc(II) chloride; trichlorophosphate at 75℃; Microwave irradiation;84%
With tin(ll) chloride at 140℃; for 0.0138889h; Microwave irradiation; regioselective reaction;81%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

2,4-dihydroxy-5-iodobenzoic acid
856106-63-3

2,4-dihydroxy-5-iodobenzoic acid

Conditions
ConditionsYield
With Iodine monochloride; acetic acid at 20℃; for 4h;92%
With Iodine monochloride In acetic acid at 20℃; for 5h;91%
With Iodine monochloride; acetic acid for 4h;69%
With diethyl ether; Iodine monochloride
With Iodine monochloride In acetic acid at 20℃;
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl 2,4-dihydroxybenzoate
79557-90-7

benzyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;92%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 5h;83%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 90℃; for 7h;70%
In N,N-dimethyl-formamide
methanol
67-56-1

methanol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

Methyl 2,5-dihydroxybenzoate
2150-46-1

Methyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid for 15h; Reflux;92%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

di-(p-methoxyphenyl)tellurium oxide
57857-70-2

di-(p-methoxyphenyl)tellurium oxide

Di(p-anizyl)tellurium diresorcylate
84438-49-3

Di(p-anizyl)tellurium diresorcylate

Conditions
ConditionsYield
In propan-1-ol91%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

A

5-bromo-4-hydroxysalicylic acid
7355-22-8

5-bromo-4-hydroxysalicylic acid

B

3,5-dibromo-4-hydroxysalicylic acid
3147-46-4

3,5-dibromo-4-hydroxysalicylic acid

Conditions
ConditionsYield
With bromine In acetic acid at 25℃; for 4h;A 91%
B 5%
With bromine In acetic acid at 25℃; for 5h;A 75%
B n/a
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

2,4-dihydroxybenzoyl chloride
57438-38-7

2,4-dihydroxybenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 8.5h;90.4%
With thionyl chloride
With thionyl chloride In chloroform Heating;
With thionyl chloride for 4h; Chlorination; Heating;
With thionyl chloride
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

diphenylsilyl dichloride
80-10-4

diphenylsilyl dichloride

C26H20O8Si
129459-91-2

C26H20O8Si

Conditions
ConditionsYield
In benzene at -20℃; for 6h;90.1%
ethanol
64-17-5

ethanol

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

ethyl 2,4-dihydroxybenzoate
4143-00-4

ethyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With thionyl chloride at 0℃; Reflux; Inert atmosphere;90%
With thionyl chloride Inert atmosphere; Reflux;62%
With sulfuric acid for 18h; Reflux;57%
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

butan-1-ol
71-36-3

butan-1-ol

butyl 2,4-dihydroxybenzoate
37622-42-7

butyl 2,4-dihydroxybenzoate

Conditions
ConditionsYield
With alumina sulfuric acid at 110℃; for 3h;90%
With hydrogenchloride Heating;
With trichlorophosphate In o-xylene Heating;
With sulfuric acid Fischer-Speier Esterification;
C20H15N2PS2
89430-08-0

C20H15N2PS2

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

7-hydroxy-2-thioxo-2,3-dihydro-4H-1,3-benz[e]-1,3-oxazin-4-one

7-hydroxy-2-thioxo-2,3-dihydro-4H-1,3-benz[e]-1,3-oxazin-4-one

Conditions
ConditionsYield
In dichloromethane90%
2 N-hydrochloric acid

2 N-hydrochloric acid

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

acetyl chloride
75-36-5

acetyl chloride

diacetyl-β-resorcylic acid

diacetyl-β-resorcylic acid

Conditions
ConditionsYield
With triethylamine In acetone90%

89-86-1Relevant articles and documents

Aqueous Kolbe-Schmitt synthesis using resorcinol in a microreactor laboratory rig under high-p,T conditions

Hessel, Volker,Hofmann,Loeb,Loehndorf,Loewe,Ziogas

, p. 479 - 489 (2005)

The aqueous Kolbe-Schmitt synthesis using resorcinol to yield 2,4-dihydroxy benzoic acid was performed in a microreactor rig. This small-scale plant was equipped initially with one capillary reactor and one microstructured cooler only. Later, two upgraded versions were constructed, having in addition a microstructured cooler and a microstructured mixer, respectively. The chemical protocol was significantly varied as compared to standard laboratory operation as described in the literature. Higher temperatures (up to 220°C) and pressures (up to 74 bar) were employed in a facile manner, termed high-p,T processing. In this way, the reaction time could be shortened by orders of magnitude, from about 2 hours to less than one minute, in some cases to some seconds. This resulted in a remarkable increase of the space-time yield by a factor of 440 at best. Productivity was in the L/h range and yielded at best 111 g/h product, corresponding to 4 t/a. Scale-out solutions are indicated. Drawbacks of the microreactor operation were also identified such as high sensitivity to fouling and delicate regulation of the system pressure, leading to partly unstable plant operation. Possibly even a considerable part of the product was rearranged to 2,6-dihydroxybenzoic acid and then thermally decomposed under the harsh reaction conditions. Solutions to overcome or at least diminish these restrictions are envisaged, and in the hope that this may be achieved, a process innovation and business perspective for the high-p,T microreactor processing is depicted.

Nonthermal Plasma-Induced Degradation of Morin and Enhancement of Biological Activities

Jeong, Gyeong Han,Kim, Tae Hoon

, (2020)

In the present study, non-thermal dielectric barrier discharge (DBD) plasma of induced structural changes of morin resulted in the isolation of one previously undescribed benzofuranone derivative, along with two known compounds. The chemical structures of

Bleach catalysis in aqueous medium by iron(III)-isoindoline complexes and hydrogen peroxide

Kaizer, József,Keszei, Soma,Lakk-Bogáth, Dóra,Meena, Bashdar I.

, p. 351 - 360 (2021/11/09)

Hydrogen peroxide and peroxymonocarbonate anion-based bleach reactions are important for many applications such as paper bleach, waste water treatment and laundry. Nonheme iron(III) complexes, [FeIII(L1?4)Cl2] with the 1,3-bis(20-Ar-imino)isoindolines ligands (HLn, n =1–4, Ar = pyridyl, thiazolyl, benzimidazolyl and N-methylbenzimidazolyl, respectively) have been shown to catalyze the oxidative degradation of morin as a soluble model of a bleachable stain by H2O2 in buffered aqueous solution. In these experiments the bleaching activity of the catalysts was significantly influenced by the Lewis acidity and redox properties of the metal centers, and showed a linear correlation with the FeIII/FeII redox potentials (in the range of 197–415 mV) controlled by the modification of the electron donor properties of the ligand introducing various aryl groups on the bis-iminoisoindoline moiety. A similar trend but with low yields was observed for the disproportionation of H2O2 (catalase-like reaction) which is a major side reaction of catalytic bleach with transition metal complexes. The effect of bicarbonate ions might be explained by the reduction of Fe(III) ions and/or the formation of peroxymonocarbonate monoanion, which is a much stronger oxidant and could increase the formation of the catalytically active high-valent oxoiron species.

Kolbe-Schmitt type reaction under ambient conditions mediated by an organic base

Sadamitsu, Yuta,Okumura, Akira,Saito, Kodai,Yamada, Tohru

supporting information, p. 9837 - 9840 (2019/08/20)

The combined use of an organic base for resorcinols realized a Kolbe-Schmitt type reaction under ambient conditions. When resorcinols (3-hydroxyphenol derivatives) were treated with DBU under a carbon dioxide atmosphere, nucleophilic addition to carbon dioxide proceeded to afford the corresponding salicylic acid derivatives in high yields.

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