3-Hydroxybenzoic acid
- Product Name
- 3-Hydroxybenzoic acid
- CAS No.
- 99-06-9
- Chemical Name
- 3-Hydroxybenzoic acid
- Synonyms
- M-HYDROXYBENZOIC ACID;3-hydroxybenzoate;Benzoic acid, 3-hydroxy-;m-Salicylic acid;meta-Hydroxybenzoic acid;m-Hba;m-salicylicacid;m-Salicylic Aci;3-Carboxyphenol;m-Hydroxybenzoic
- CBNumber
- CB4854760
- Molecular Formula
- C7H6O3
- Formula Weight
- 138.12
- MOL File
- 99-06-9.mol
3-Hydroxybenzoic acid Property
- 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
- Flash point:
- 220 °C
- storage temp.
- Store below +30°C.
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.06(at 19℃)
- form
- Powder
- color
- White to off-white
- PH
- 3 (H2O)Aqueous solution
- Water Solubility
- slightly soluble
- BRN
- 508160
- InChIKey
- IJFXRHURBJZNAO-UHFFFAOYSA-N
- LogP
- 1.50
- CAS DataBase Reference
- 99-06-9(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzoic acid, 3-hydroxy-(99-06-9)
- EPA Substance Registry System
- m-Hydroxybenzoic acid (99-06-9)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- H20008
- Product name
- 3-Hydroxybenzoic acid
- Purity
- ReagentPlus , 99%
- Packaging
- 5g
- Price
- $36.4
- Updated
- 2024/03/01
- Product number
- 36333
- Product name
- 3-Hydroxybenzoic acid
- Purity
- analytical standard
- Packaging
- 100mg
- Price
- $61.3
- Updated
- 2022/05/15
- Product number
- H0205
- Product name
- 3-Hydroxybenzoic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $23
- Updated
- 2024/03/01
- Product number
- H0205
- Product name
- 3-Hydroxybenzoic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 100g
- Price
- $49
- Updated
- 2024/03/01
- Product number
- A13628
- Product name
- 3-Hydroxybenzoic acid, 99%
- Packaging
- 100g
- Price
- $54.9
- Updated
- 2024/03/01
3-Hydroxybenzoic acid Chemical Properties,Usage,Production
Chemical Properties
White 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.
Uses
3-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.
Definition
ChEBI: 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.
Application
3-Hydroxybenzoic acid is used in perfumery. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.
Preparation
3-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.
Reactions
m-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 Methods
Crystallise the hydroxyacid from absolute EtOH. [Beilstein 10 IV 315.]
3-Hydroxybenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Hydroxybenzoic acid manufacturers
- Product
- 3-Hydroxybenzoic acid 99-06-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-25
- Product
- 3-Hydroxybenzoic acid 99-06-9
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-04-30
- Product
- 3-Hydroxybenzoic acid 99-06-9
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 300mt/year
- Release date
- 2021-07-28