Naphthalene-1-sulfonic acid

Organic chemical compound

Naphthalene-1-sulfonic acid

Names
Preferred IUPAC name

Naphthalene-1-sulfonic acid

Other names

1-naphthalenesulfonic acid

Identifiers

CAS Number

* 85-47-2

3D model (JSmol)

* Interactive image

Beilstein Reference

| 2099069
ChEBI |

* CHEBI:30895

ChEMBL |

* ChEMBL1160029

ChemSpider |

* 6553

ECHA InfoCard | 100.001.464
EC Number |

* 246-676-2

Gmelin Reference

| 366290
KEGG |

* C16201

PubChem CID

* 6812

UNII |

* 0SJH61WM2J

CompTox Dashboard (EPA)

* DTXSID7048033

InChI

* InChI=1S/C10H8O3S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,11,12,13)

Key: PSZYNBSKGUBXEH-UHFFFAOYSA-N

SMILES

* C1=CC=C2C(=C1)C=CC=C2S(=O)(=O)O

Properties

Chemical formula

| C10H8O3S
Molar mass | 208.23 g·mol−1
Appearance  | white solid
Melting point | 139–140 °C (282–284 °F; 412–413 K)

Solubility in water

| good
Hazards
GHS labelling:

Pictograms

Signal word

| Danger

Hazard statements

| H302, H314, H351, H411

Precautionary statements

| P201, P202, P260, P264, P270, P273, P280, P281, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P321, P330, P363, P391, P405, P501

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

Infobox references

Chemical compound

Naphthalene-1-sulfonic acid is an organic compound with the formula C10H7SO3H. A colorless, water-soluble solid, it is often available as the dihydrate C10H7SO3H.2H2O. It is one of two monosulfonic acids of naphthalene, the other being the more stable naphthalene-2-sulfonic acid. The compound is mainly used in the production of dyes.[1]

Naphthalene-1-sulfonic acid undergoes many reactions, some of which are or were of commercial interest. Upon heating with dilute aqueous acid, it reverts to naphthalene. Fusion with sodium hydroxide followed by acidification gives 1-naphthol. Further sulfonation gives 1,5-naphthalene-disulfonic acid. Reduction with triphenylphosphine gives 1-naphthalenethiol.

## References

[edit]

1. ^ Gerald Booth (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_009. ISBN 3-527-30673-0.

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H302]: H302: Harmful if swallowed
*[H314]: H314: Causes severe skin burns and eye damage
*[H351]: H351: Suspected of causing cancer
*[H411]: H411: Toxic to aquatic life with long lasting effects
*[P201]: P201: Obtain special instructions before use.
*[P202]: P202: Do not handle until all safety precautions have been read and understood.
*[P260]: P260: Do not breathe dust/fume/gas/mist/vapours/spray.
*[P264]: P264: Wash ... thoroughly after handling.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P273]: P273: Avoid release to the environment.
*[P280]: P280: Wear protective gloves/protective clothing/eye protection/face protection.
*[P281]: P281: Use personal protective equipment as required.
*[P301+P312]: P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P301+P330+P331]: P301+P330+P331: IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
*[P303+P361+P353]: P303+P361+P353: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water [or shower].
*[P304+P340]: P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
*[P305+P351+P338]: P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.
*[P308+P313]: P308+P313: IF exposed or concerned: Get medical advice/attention.
*[P310]: P310: Immediately call a POISON CENTER or doctor/physician.
*[P321]: P321: Specific treatment (see ... on this label).
*[P330]: P330: Rinse mouth.
*[P363]: P363: Wash contaminated clothing before reuse.
*[P391]: P391: Collect spillage.
*[P405]: P405: Store locked up.
*[P501]: P501: Dispose of contents/container to ...