3-Hydroxybenzoic acid

{{chembox

| Watchedfields = changed

| verifiedrevid = 477218659

| Name = 3-Hydroxybenzoic acid

| ImageFile = 3-hydroxybenzoic acid.svg

| PIN = 3-Hydroxybenzoic acid

| OtherNames = m-Hydroxybenzoic acid
meta-Hydroxybenzoic acid
3-Carboxyphenol
m-Salicylic acid

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 7142

| InChI =

| InChIKey =

| SMILES1 = O=C(O)c1cc(O)ccc1

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 65369

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C7H6O3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8H,(H,9,10)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = IJFXRHURBJZNAO-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 99-06-9

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 2ZFW40OJ7U

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 30764

| SMILES = C1=CC(=CC(=C1)O)C(=O)O

| PubChem = 7420

}}

|Section2={{Chembox Properties

| Formula = C₇H₆O₃

| MolarMass = 138.12 g/mol

| Density =

| MeltingPt =

}}

3-Hydroxybenzoic acid is a monohydroxybenzoic acid.

Preparation

3-Hydroxybenzoic acid can be obtained by the alkali fusion of 3-sulfobenzoic acid between 210 – 220°C.{{cite journal|last1=Clarke|first1=M. F.|last2=Owen|first2=L. N.|title=434. Alicyclic glycols. Part V. 3-Hydroxymethylcyclohexanol|journal=Journal of the Chemical Society (Resumed)|date=1950|pages=2108–2115|doi=10.1039/JR9500002108}}

Natural occurrence

3-Hydroxybenzoic acid is a component of castoreum, the exudate from the castor sacs of the mature North American beaver (Castor canadensis) and the European beaver (Castor fiber), used in perfumery.

It can also be formed by a Pseudomonas species from 3-Chlorobenzoic acid.{{Cite journal | title = Metabolism of 3-chlorobenzoic acid by a pseudomonad | author = H.W. Johnston, G.G. Briggs and M. Alexander | journal = Soil Biology and Biochemistry | volume = 4 | issue = 2 | year = 1972 | pages = 187–190 | doi = 10.1016/0038-0717(72)90010-7}}

3-Hydroxybenzoic Acid can be found in the pineapple fruit as well.

References

Category:Monohydroxybenzoic acids