3-Hydroxy-2-naphthoic acid

Names
Preferred IUPAC name

3-Hydroxynaphthalene-2-carboxylic acid

Other names

3-Hydroxy-2-naphthoic acid
BON acid
β-Hydroxynaphthoic acid

Identifiers

CAS Number

* 92-70-6

3D model (JSmol)

* Interactive image

Beilstein Reference

| 744100
ChEBI |

* CHEBI:80383

ChEMBL |

* ChEMBLCHEMBL229301

ChemSpider |

* 6837

EC Number |

* 202-180-8

KEGG |

* C16212

PubChem CID

* 7104

RTECS number |

* QL1755000

UNII |

* C7S9D784HX

InChI

* InChI=1S/C11H8O3/c12-10-6-8-4-2-1-3-7(8)5-9(10)11(13)14/h1-6,12H,(H,13,14)

Key: ALKYHXVLJMQRLQ-UHFFFAOYSA-N

SMILES

* C1=CC=C2C=C(C(=CC2=C1)C(=O)O)O

Properties

Chemical formula

| C11H8O3
Molar mass | 188.182 g·mol−1
Appearance  | Yellow solid
Melting point |  222 °C (432 °F; 495 K)
Hazards
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H302, H312, H317, H319, H361, H371, H412

GHS precautionary statements

| P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+312, P302+352, P305+351+338, P308+313, P309+311, P312, P321, P322, P330, P333+313, P337+313, P363, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet

3-Hydroxy-2-naphthoic acid is an organic compound with the formula C10H6(OH)(CO2H). It is one of the several carboxylic acids derived from 2-naphthol. It is a common precursor to azo dyes and pigments. It is prepared by carboxylation of 2-naphthol via the Kolbe–Schmitt reaction.[1]

3-Hydroxy-2-naphthoic acid is a precursor to many anilides, such as Naphthol AS, which are reactive toward diazonium salts to give deeply colored azo compounds. Azo coupling of 3-hydroxy-2-naphthoic acid gives many dyes as well.

Lithol Rubine BK is one of many dyes made from 3-hydroxy-2-naphthoic acid. Notice that the coupling occurs adjacent to the hydroxy group.

Template:Organic-compound-stub

## References

1. ↑ Gerald Booth (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_009. ISBN 9783527303854. .

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*[CID]: Compound ID
*[H302]: Harmful if swallowed
*[H312]: Harmful in contact with skin
*[H317]: May cause an allergic skin reaction
*[H319]: Causes serious eye irritation
*[H361]: Suspected of damaging fertility or the unborn child
*[H371]: May cause damage to organs
*[H412]: Harmful to aquatic life with long lasting effects
*[P201]: Obtain special instructions before use
*[P202]: Do not handle until all safety precautions have been read and understood
*[P260]: Do not breathe dust/fume/gas/mist/vapours/spray
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P270]: Do not eat, drink or smoke when using this product
*[P272]: Contaminated work clothing should not be allowed out of the workplace
*[P273]: Avoid release to the environment
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P281]: Use personal protective equipment as required
*[P301+312]: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P308+313]: IF exposed or concerned: Get medical advice/attention
*[P309+311]: IF exposed or you feel unwell: Call a POISON CENTER or doctor/physician
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P322]: Specific measures (see … on this label)
*[P330]: Rinse mouth
*[P333+313]: If skin irritation or a rash occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P363]: Wash contaminated clothing before reuse
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …