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ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Aromatic acids >3-Hydroxybenzoic acid

3-Hydroxybenzoic acid

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CAS:99-06-9
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3-Hydroxybenzoic acid manufacturers

  • 3-Hydroxybenzoic acid
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  • 2024-10-30
  • CAS:99-06-9
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  • Purity: 98%min
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  • 3-Hydroxybenzoic acid
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  • 2024-10-30
  • CAS:99-06-9
  • Min. Order: 1KG
  • Purity: 99%
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3-Hydroxybenzoic acid Basic information
Product Name:3-Hydroxybenzoic acid
Synonyms:kyselina3-hydroxybenzoova;m-hydroxy-benzoicaci;m-salicylicacid;m-Hydroxybenzoic Acid 3-Hydroxybenzoic Acid;m-HydroxybenzoicacidM-HydroxybenzoicAcid;3-Hydroxybenzoicacid,97%;3-Hydroxide benzoic acid;m-Hydroxybenzoic
CAS:99-06-9
MF:C7H6O3
MW:138.12
EINECS:202-726-5
Product Categories:Benzoic acid;C7;Carbonyl Compounds;Carboxylic Acids;Pyridines;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);Vaccinium myrtillus (Bilberry);Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical;bc0001;99-06-9;K00001
Mol File:99-06-9.mol
3-Hydroxybenzoic acid Structure
3-Hydroxybenzoic acid Chemical Properties
Melting point 200-203 °C (lit.)
Boiling point 213.5°C (rough estimate)
density 1.4850
refractive index 1.4600 (estimate)
FEMA 4431 | 3-HYDROXYBENZOIC ACID
Fp 220 °C
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
pka4.06(at 19℃)
form Powder
color White to off-white
PH3 (H2O)Aqueous solution
Water Solubility slightly soluble
BRN 508160
InChIKeyIJFXRHURBJZNAO-UHFFFAOYSA-N
LogP1.50
CAS DataBase Reference99-06-9(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 3-hydroxy-(99-06-9)
EPA Substance Registry Systemm-Hydroxybenzoic acid (99-06-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS DH1924980
Hazard Note Irritant
TSCA Yes
HS Code 29182990
MSDS Information
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3-Hydroxybenzoic acid English
SigmaAldrich English
ACROS English
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3-Hydroxybenzoic acid Usage And Synthesis
Chemical PropertiesWhite to light yellow crystal powder. 3-Hydroxybenzoic acid does not undergo decarboxylation at elevated temperature and is stable up to 300℃. This is in contrast to 2- and 4-hydroxybenzoic acids. Electrophilic substitution (e.g., nitration, halogenation, sulfonation) occurs ortho or para to the hydroxyl group. Thus, nitration with 62 % aqueous nitric acid gives 2-nitro-3-hydroxybenzoic acid as the main product, along with 4-nitro- and 6-nitro-3-hydroxybenzoic acids.
Uses3-Hydroxybenzoic acid is used as an intermediate in the manufacture of germicides, plasticizers, preservatives, light stabiliziers, petroleum additives, pharmaceuticals, and plasticizer. It can also be used for the synthesis of azo dyes and herbicide fomesafen.
DefinitionChEBI: 3-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid substituted by a hydroxy group at position 3. It has been isolated from Taxus baccata. It is used as an intermediate in the synthesis of plasticisers, resins, pharmaceuticals, etc. It has a role as a bacterial metabolite and a plant metabolite. It derives from a benzoic acid. It is a conjugate acid of a 3-hydroxybenzoate.
Application3-Hydroxybenzoic acid is used in perfumery. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.
Preparation3-Hydroxybenzoic acid is synthesized from benzoic acid by sulfonation, alkali melting and hydrolysis.
122kg of benzoic acid was put into the reactor, and 100kg of oleum was added under stirring. The temperature was raised to about 100 °C, and the reaction was carried out for 2h to obtain Sodium 3-sulfobenzoate. Then the sulfonated liquid was transferred to an alkali melting pot, 45 kg of solid sodium hydroxide was added, the temperature was raised to melting, and reacted for 4 to 5 hours to obtain sodium m-carboxyphenate, and diluted sulfuric acid was added for acid hydrolysis. Cool and crystallize, filter out sodium sulfate, and decolorize the filter cake with activated carbon to obtain 3-Hydroxybenzoic acid.
Reactionsm-Hydroxybenzoic Acid, of the three hydroxybenzoic acids, the metaisomer is of least commercial importance. Unlike salicylic acid, m-hydroxybenzoic acid does not undergo the Friedel-Crafts reaction. It can be converted in 80% yield to m-aminophenol by the Schmidt reaction, which involves treating the acid with hydrazoic acid in trichloroethylene in the presence of sulfuric acid at 40 °C.
Synthesis Reference(s)Tetrahedron Letters, 9, p. 3845, 1968 DOI: 10.1016/S0040-4039(01)99116-6
Purification MethodsCrystallise the hydroxyacid from absolute EtOH. [Beilstein 10 IV 315.]
Tag:3-Hydroxybenzoic acid(99-06-9) Related Product Information
4-HYDROXYBENZOIC ACID Methyl 3,5-dihydroxybenzoate Glycine 2,4-Dihydroxybenzoic acid 2,5-Dihydroxybenzoic acid 3,5-Dihydroxybenzoic acid Ethyl 2-(Chlorosulfonyl)acetate 2,6-Dihydroxybenzoic acid Folic acid Sasapyrine 4-amino-6-hydroxybenzene-1,3-dicarboxylic acid Acetylsalicylic acid ACETYLSALICYLSALICYLIC ACID ACETYLSALICYLIC ANHYDRIDE Aluminum diacetate hydroxide Ethyl 3-hydroxybenzoate 2,3,4-Trihydroxybenzoic acid 4-HYDROXYBENZOIC ACID BUTYL ESTER,4-HYDROXYBENZOIC ACID N-BUTYL ESTER