130-14-3

Basic information

• Product Name: Sodium 1-naphthalenesulfonate
• Synonyms: 1-NAPHTHALENESULFONIC ACID SODIUM SALT;1-NAPHTHALENE SULPHONIC ACID SODIUM SALT;NAPHTHALENE-1-SULFONIC ACID SODIUM SALT;NAPHTHALENE-1-SULPHONIC ACID SODIUM SALT;NAPHTHALENE-ALPHA-SULFONIC ACID SODIUM SALT;SODIUM 1-NAPHTHALENESULFONATE;Sodium naphthalene-1-sulphonate;1-NAPHTHALENESULFONIC ACID, SODIUM SALT, TECH., 80%
• CAS NO: 130-14-3
• Molecular Formula: C₁₀H₇O₃S*Na
• Molecular Weight: 230.22
• EINECS: 204-976-0
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 130-14-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 299-301°C
• Appearance: /
• Density: 1.423g/cm3
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• BRN: 3639038
• CAS DataBase Reference: Sodium 1-naphthalenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium 1-naphthalenesulfonate(130-14-3)
• EPA Substance Registry System: Sodium 1-naphthalenesulfonate(130-14-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 130-14-3(Hazardous Substances Data)

Usage

Chemical Properties

Deliquescent crystals.Soluble in water, alcohol, and ether. Combustible.

Uses

Different sources of media describe the Uses of 130-14-3 differently. You can refer to the following data:
1. Sodium 1-naphthalenesulfonate was employed as a detection reagent to investigate ion-pair high-performance liquid chromatographic retention behavior of copper(II)-1-oxa-4,7,10,13-tetraazacyclopentadecane complex. It was also employed as a stationary liquid phase for resolution of dichlorophenol isomers by GC.
2. Starting point in the manufacture of α-naphthol, α-naphthalene sulfonic acid, α- naphthylaminesulfonic acid; solvent (Na salt) for phenol in the manufacture of disinfectant soaps.

Flammability and Explosibility

Notclassified

Purification Methods

Recrystallise it from water or aqueous acetone [Okadata et al. J Am Chem Soc 108 2863 1986]. [Beilstein 11 IV 521.]

InChI:InChI=1/C10H8O3S.Na/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10;/h1-7H,(H,11,12,13);/q;+1/p-1/rC10H7NaO3S/c11-14-15(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

Synthetic route

Naphthalinsulfonsaeure-trimethylsilylester (81292-93-5) → sodium 1-naphthalenesulfonate (130-14-3)

Conditions	Yield
With sodium hydrogencarbonate In tetrachloromethane for 0.333333h; Yield given;

sodium 1-naphthalenesulfonate (130-14-3) → 1-Naphthalenesulfonyl chloride (85-46-1)

Conditions	Yield
With trichlorophosphate In sulfolane; acetonitrile at 68 - 72℃; for 0.666667h;	94%
With phosphorus pentachloride
With phosphorus pentachloride at 125℃; aus bei 180grad getrocknetem Edukt1 und Behandeln nach dem Abkuehlen mit Eis und mit Wasser;
With chlorine-triphenylphosphine In acetonitrile for 15h; Ambient temperature;

(1R,2R,4S)-2-(3-chlorophenyl)-1-(4-chlorophenyl)-4-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4-methylhept-6-en-1-ol + sodium 1-naphthalenesulfonate (130-14-3) + toluene (108-88-3) + Methanesulfonic anhydride (7143-01-3) → C27H33Cl2NO4S + C33H37Cl2NO4S + C26H30Cl2NO(1+)*C10H7O3S(1-)*0.5C7H8

Conditions	Yield
Stage #1: (1R,2R,4S)-2-(3-chlorophenyl)-1-(4-chlorophenyl)-4-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)-4-methylhept-6-en-1-ol; toluene; Methanesulfonic anhydride With 2,6-dimethylpyridine at 75℃; for 12h; Stage #2: With sulfuric acid In dichloromethane; water at 20℃; for 0.5h; Stage #3: sodium 1-naphthalenesulfonate In dichloromethane; water	A n/a B n/a C 90%

1,4-pyrazine (290-37-9) + sodium 1-naphthalenesulfonate (130-14-3) + silver nitrate → [Ag(1-naphthalenesulfonate)(pyrazine)]*H2O

Conditions	Yield
In ethanol; water High Pressure; mixt. sodium 1-naphthalenesulfonate and AgNO3 in water was stirred for 5min and filtered, pyrazine in EtOH was added, transferred to Teflon-lin ed stainless steel autoclave and heated at 140°C for 1 day; cooling to room temp. at 10°C/h; elem. anal.;	85%

styrene (292638-84-7) + sodium 1-naphthalenesulfonate (130-14-3) + 1-ethylquinoxaline-2(1H)-one (63536-46-9) → 1-ethyl-3-(2-(naphthalene-1-sulfonyl)-1-phenylethyl)quinoxaline-2(1H)-one

Conditions	Yield
With dipotassium peroxodisulfate In water at 70℃; for 24h; Green chemistry;	85%

sodium 1-naphthalenesulfonate (130-14-3) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 1-(4-methoxyphenyl)naphthalene (27331-33-5)

Conditions	Yield
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran at 20℃; for 20h; Sealed tube; Inert atmosphere;	83%

sodium 1-naphthalenesulfonate (130-14-3) → 1-Naphthalenethiol (529-36-2)

Conditions	Yield
With triphenylphosphine; 18-crown-6 ether; iodine In benzene for 35h; Heating;	70%
With 18-crown-6 ether; iodine; triphenylphosphine In benzene for 35h; Heating;	70 % Chromat.
Multi-step reaction with 2 steps 1: PCl5 / 125 °C / aus bei 180grad getrocknetem Edukt1 und Behandeln nach dem Abkuehlen mit Eis und mit Wasser 2: zinc dust; water / 60 °C / dann bei 70grad, anschliessend Behandeln mit verd. Salzsaeure und Zinkstaub View Scheme

3-Methylpyridine (108-99-6) + sodium 1-naphthalenesulfonate (130-14-3) + silver nitrate → [Ag(1-naphthalenesulfonate)(β-picoline)2]

Conditions	Yield
In water High Pressure; mixt. sodium 1-naphthalenesulfonate and AgNO3 in water was stirred for 5min and filtered, picoline was added, react. mixt. was transferred to T eflon-lined stainless steel autoclave and heated at 140°C for 1 day; cooling to room temp. at 10°C/h; elem. anal.;	70%

hexamethylenetetramine (100-97-0) + sodium 1-naphthalenesulfonate (130-14-3) + silver nitrate → [Ag(1-naphthalenesulfonate)(hexamethylenetetramine)]*H2O

Conditions	Yield
With NH4OH In water; acetonitrile aq. soln. hexamethylenetetramine was added dropwise to soln. AgNO3 and sodium 1-naphthalenesulfonate in aq. MeCN (1:1) for 10 min; aq. soln. NH3 was added and kept in the dark for several days; elem. anal.;	70%

sodium 1-naphthalenesulfonate (130-14-3) + silver nitrate + triphenylphosphine (603-35-0) → tris(triphenylphosphine)(1-naphthalenesulfonato)silver(I) (895139-18-1)

Conditions	Yield
In methanol; water mixt. of Na salt of ligand and AgNO3 in H2O stirred for 5 min; filtered;PPh3 in MeOH added to filtrate; ppt. dissolved in min. MeCN; crystd. by slow evapn. in the dark for several d; elem. anal.;	67%

carbon dioxide (124-38-9) + sodium 1-naphthalenesulfonate (130-14-3) → 1-naphthalenecarboxylic acid (86-55-5)

Conditions	Yield
Stage #1: carbon dioxide; sodium 1-naphthalenesulfonate With copper(l) iodide; potassium tert-butylate; o-phenanthroline In dimethyl sulfoxide at 140℃; under 760.051 Torr; for 12h; Schlenk technique; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide Schlenk technique;	65%

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulfonyl fluoride (317-55-5)

Conditions	Yield
Stage #1: sodium 1-naphthalenesulfonate With 1,3,5-trichloro-2,4,6-triazine; tetrabutylammomium bromide In acetonitrile at 60 - 70℃; for 15h; Stage #2: With potassium hydrogen difluoride In acetone; acetonitrile at 20℃; for 12h;	64%

sodium 1-naphthalenesulfonate (130-14-3) + 2-mesitylmagnesium bromide (2633-66-1) → 1-(2,4,6-trimethylphenyl)naphthalene (22187-05-9)

Conditions	Yield
With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran at 60℃; for 20h; Sealed tube; Inert atmosphere;	52%

4Co(2+)*6(C6H4CH2C3H2N2C5H4N)2*8BF4(1-)=[Co4((C6H4CH2C3H2N2C5H4N)2)6](BF4)8 + sodium 1-naphthalenesulfonate (130-14-3) → 4Co(2+)*6(C6H4CH2C3H2N2C5H4N)2*6BF4(1-)*2C10H7SO3(1-)*12H2O=Co4((C6H4CH2C3H2N2C5H4N)2)6(BF4)6(C10H7SO3)2*12H2O

Conditions	Yield
In acetonitrile NaC10H7SO3 added to MeCN soln. of Co-complex; Et2O diffused; elem. anal.;	16%

sodium 1-naphthalenesulfonate (130-14-3) → α-naphthol (90-15-3)

Conditions	Yield
With sodium hydroxide at 300 - 320℃; in einem gusseisernen Kessel, man loest in Wasser, faellt das α-Naphthol mit Saeure aus und destilliert es;
With water; methyllithium; sodium carbonate; calcium carbonate
With sodium hydroxide at 300℃;

sodium 1-naphthalenesulfonate (130-14-3) → 5-chloronaphthalene-1-sulfonic acid (89108-43-0)

Conditions	Yield
With hydrogenchloride; sodium chlorate und Erhitzen nach mehrstuendigem Stehen langsam bis fast zum Kochen;

sodium 1-naphthalenesulfonate (130-14-3) + dimethyl sulfate (77-78-1) → naphthalene-1-sulfonic acid methyl ester (5138-52-3)

Conditions	Yield
With benzene at 150 - 160℃;

diphenylarsane (829-83-4) + sodium 1-naphthalenesulfonate (130-14-3) → naphthalen-1-yl-diphenyl-arsane (21498-52-2)

Conditions	Yield
(i) K, EtO(CH2CH2O)2Et, (ii) /BRN= 3639038/; Multistep reaction;

sodium 1-naphthalenesulfonate (130-14-3) + aniline (62-53-3) → N-phenyl-1-naphthylamine (90-30-2)

Conditions	Yield
With sodium; copper 1.) 180 deg C, 3 h, 2.) 250 deg C, 15 h;; Yield given. Multistep reaction;

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulfonyl bromide (1950-75-0)

Conditions	Yield
With triphenylphosphine dibromide 1:1 addition complex In acetonitrile for 5h; Ambient temperature;

sodium 1-naphthalenesulfonate (130-14-3) + potassium ferro cyanide → 1-Cyanonaphthalene (86-53-3)

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulfonic acid benzylamide (71862-35-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: Ph3P*Br2 / acetonitrile / 5 h / Ambient temperature 2: Et3N / acetonitrile / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: Ph3P*Cl2 / acetonitrile / 15 h / Ambient temperature 2: Et3N / acetonitrile / 0 - 20 °C View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulfonamide (606-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 2: water; ammonia View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulfonic acid ethyl ester (67199-40-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → 1-naphthalenesulfonic acid (85-47-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: PCl5 2: alcohol; zinc 3: water View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → 1,2-di(naphthalen-1-yl)disulfane (39178-11-5)

Conditions	Yield
Multi-step reaction with 4 steps 1: PCl5 2: alcohol; zinc 3: water 4: KOH-solution View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → naphthalene-1-sulphinic acid (607-33-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: PCl5 2: alcohol; zinc View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → S-(naphthalen-1-yl) naphthalene-1-sulfonothioate (49833-22-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: PCl5 2: alcohol; zinc 3: water View Scheme

sodium 1-naphthalenesulfonate (130-14-3) → Diphenyl-naphthyl-(1)-arsin-sulfid (17316-47-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) K, EtO(CH2CH2O)2Et, (ii) /BRN= 3639038/ 2: sulfur / benzene / Heating View Scheme

Upstream product

• 81292-93-5 Naphthalinsulfonsaeure-trimethylsilylester 

Downstream Products

• 85-47-2 1-naphthalenesulfonic acid 
• 27331-33-5 1-(4-methoxyphenyl)naphthalene 
• 22187-05-9 1-(2,4,6-trimethylphenyl)naphthalene 
• 317-55-5 naphthalene-1-sulfonyl fluoride 
• 86-55-5 1-naphthalenecarboxylic acid 
• 895139-18-1 tris(triphenylphosphine)(1-naphthalenesulfonato)silver(I) 
• 21498-58-8 [1]naphthyl-diphenyl-arsine oxide 
• 17316-47-1 Diphenyl-naphthyl-⁽¹⁾-arsin-sulfid 
• 606-25-7 naphthalene-1-sulfonamide 
• 86-53-3 1-Cyanonaphthalene 
• 90-30-2 N-phenyl-1-naphthylamine 
• 529-36-2 1-Naphthalenethiol 
• 21498-52-2 naphthalen-1-yl-diphenyl-arsane 
• 89108-43-0 5-chloronaphthalene-1-sulfonic acid 

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Solubility determination and thermodynamic modeling of Sodium 1-naphthalenesulfonate (cas 130-14-3) and sodium 2-naphthalenesulfonate in six organic solvents from T=(278.15 to 323.15) K and mixing properties of solutions09/26/2019

The solubility of sodium 1-naphthalenesulfonate and sodium 2-naphthalenesulfonate in pure organic solvents of acetone, 1,4-dioxane, cyclohexanone, ethanol, ethyl acetate and isopropanol were measured by using the isothermal saturation method at temperature ranging from (278.15 to 323.15) K under...detailed

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