2-Naphthalenesulfonic acid

Base Information

• Chemical Name: 2-Naphthalenesulfonic acid
• CAS No.: 120-18-3
• Deprecated CAS: 54257-18-0
• Molecular Formula: C10H8O3S
• Molecular Weight: 208.238
• Hs Code.: 2904100000
• European Community (EC) Number: 204-375-3
• UNII: O9S4K2S25E
• DSSTox Substance ID: DTXSID5044788
• Nikkaji Number: J5.321J
• Wikipedia: Naphthalene-2-sulfonic_acid
• Wikidata: Q10395590
• Metabolomics Workbench ID: 52370
• ChEMBL ID: CHEMBL1234624
• Mol file: 120-18-3.mol

Synonyms:naphthalene-2-sulfonic acid

Chemical Property of 2-Naphthalenesulfonic acid

Chemical Property:

• Appearance/Colour: off white powder
• Vapor Pressure: 7.05E-12mmHg at 25°C
• Melting Point: 124 °C
• Refractive Index: 1.4998 (estimate)
• Boiling Point: 525.7°C at 760 mmHg
• PKA: 0.27±0.10(Predicted)
• Flash Point: 271.7°C
• PSA: 62.75000
• Density: 1.423 g/cm³
• LogP: 3.16730
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: water: freely soluble(lit.)
• Water Solubility.: Soluble in water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.01941529
• Heavy Atom Count: 14
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

Naphthalene-2-sulfonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,F
• Hazard Codes: C,F
• Statements: 35-34-11
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)S(=O)(=O)O
• Uses: Naphthalene-2-sulfonic acid is used in making direct dyes, reactive des and employed as dye and agrochemical intermediates. Starting point in the manufacture of β-naphthol, β-naphtholsulfonic acid, β-naphthylaminesulfonic acid, etc.

Technology Process of 2-Naphthalenesulfonic acid

There total 61 articles about 2-Naphthalenesulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

naphthalene-2-sulfinic acid (613-49-0) → naphthalene-2-sulfonate (120-18-3)

Guidance literature:

naphthalene-2-sulfinic acid; With oxygen; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

Acidic conditions;

DOI:10.1021/jo401848z

Reference yield: 94.0%

2-Naphthalenethiol (91-60-1) → naphthalene-2-sulfonate (120-18-3)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2008.03.068

Reference yield: 94.0%

2-Naphthalenesulfonyl chloride (93-11-8) → naphthalene-2-sulfonate (120-18-3)

Guidance literature:

2-Naphthalenesulfonyl chloride; With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 22 ℃;

With trifluoroacetic acid; In dichloromethane; Further stages.;

DOI:10.1021/ol991163z

upstream raw materials:

tetrachloromethane

naphthalene-2-sulfonic acid menthyl ester

naphthalene

ethanol

Downstream raw materials:

2-methoxy-ethanol

3-Ethyl-4,4-dimethyl-2-penten

2,4,5-trimethylheptane

(5-oxo-5H-[2]furylidene)-malonic acid diethyl ester

Refernces

• 1、 Bacaloglu, Radu,Bunton, Clifford, A.,Cerichelli, Giorgio,Ortega, Francisco. "Micellar Effects upon Rates of SN2 Reactions of Chloride Ion. 2. Effects of Cationic Headgroups". . p. 5068 - 5073. Retrieved 1990.
• 2、 Armstrong. "-". . p. 357. Retrieved 1871.
• 3、 Sperling. "-". . p. 1939. Retrieved 1949.
• 4、 Brinchi, Lucia,Di Profio, Pietro,Germani, Raimondo,Savelli, Gianfranco,Spreti, Nicoletta,Bunton, Clifford A.. "Effects of micellar head group structure on the spontaneous hydrolysis of methyl naphthalene-2-sulfonate. The role of perchlorate ion". . p. 361 - 364. Retrieved 1998.
• 5、 Armstrong. "". . p. 661. Retrieved 1871.
• 6、 -. "Preparation method of clean product 1, 6 and 1,7 mixed". Paragraph 0037-0040. . Retrieved 2020/06/16.
• 7、 Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Noroozizadeh, Ehsan. "Regioselective Sulfonation of Aromatic Compounds over 1,3-Disulfonic Acid Imidazolium Chloride under Aqueous Media". . p. 1682 - 1684. Retrieved 2016/07/06.