| Identification | More | [Name]
3-Hydroxybenzoic acid | [CAS]
99-06-9 | [Synonyms]
3-HYDROXYBENZOIC ACID
M-HYDROXYBENZOIC ACID
RARECHEM AL BO 0049
3-Carboxyphenol
3-hydroxy-benzoicaci
Acido m-idrossibenzoico
acidom-idrossibenzoico
Benzoic acid, m-hydroxy-
Kyselina 3-hydroxybenzoova
kyselina3-hydroxybenzoova
meta-Hydroxybenzoic acid
m-Hba
m-hydroxy-benzoicaci
m-Salicylic acid
m-salicylicacid
m-Hydroxybenzoic Acid 3-Hydroxybenzoic Acid
m-HydroxybenzoicacidM-HydroxybenzoicAcid
3-Hydroxybenzoicacid,97%
3-Hydroxide benzoic acid
m-Hydroxybenzoic | [EINECS(EC#)]
202-726-5 | [Molecular Formula]
C7H6O3 | [MDL Number]
MFCD00002506 | [Molecular Weight]
138.12 | [MOL File]
99-06-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
200-203 °C (lit.) | [Boiling point ]
213.5°C (rough estimate) | [density ]
1.4850 | [FEMA ]
4431 | 3-HYDROXYBENZOIC ACID | [refractive index ]
1.4600 (estimate) | [Fp ]
220 °C
| [storage temp. ]
Store below +30°C. | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
4.06(at 19℃) | [color ]
White to off-white | [PH]
3 (H2O)Aqueous solution | [Water Solubility ]
slightly soluble | [BRN ]
508160 | [InChIKey]
IJFXRHURBJZNAO-UHFFFAOYSA-N | [LogP]
1.50 | [Uses]
Intermediate for plasticizers, resins, light stabiliziers, petroleum additives, pharmaceuticals. | [CAS DataBase Reference]
99-06-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, 3-hydroxy-(99-06-9) | [EPA Substance Registry System]
99-06-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
DH1924980
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29182990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [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. | [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. | [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.] |
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