2-Naphthalenesulfonyl Chloride supplier

Name
2-Naphthalenesulfonyl chloride
EINECS 202-219-9
CAS No. 93-11-8
Article Data51
CAS DataBase
Density 1.414 g/cm³
Solubility insoluble in water
Melting Point 74-76 °C(lit.)
Formula C₁₀H₇ClO₂S
Boiling Point 371.3 °C at 760 mmHg
Molecular Weight 226.683
Flash Point 178.4 °C
Transport Information UN 3261 8/PG 2
Appearance light yellow to beige powder
Safety 26-36/37/39-45-27
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms 2-Naphthalenylsulfonylchloride;2-Naphthylsulfonyl chloride;NSC 133893;Naphthalene-2-sulfonic acidchloride;b-Naphthalenesulfochloride;2-Naphthalenesulfonylchloride;
PSA 42.52000
LogP 3.84810

Synthetic route

: 5586-15-2
bis(2-naphthyl)disulfide

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;	98%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%

: 91-60-1
2-Naphthalenethiol

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%
With trichloroisocyanuric acid; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;	97%

: 532-02-5
2-naphthalenesulfonic acid sodium salt

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With trichlorophosphate In chloroform at 90℃; for 9h; Temperature; Solvent; Concentration;	95.8%
With trichlorophosphate; N,N-dimethyl acetamide In sulfolane; acetonitrile at 68 - 72℃; for 0.25h;	91%
With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether In acetone for 20h; Heating;	89%
With chlorine-triphenylphosphine In acetonitrile for 15h; Ambient temperature;

: 120-18-3
naphthalene-2-sulfonate

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent);	94%
With 1,3,5-trichloro-2,4,6-triazine; triethylamine In acetone for 20h; Heating;	88%
With thionyl chloride In diethyl ether Ambient temperature;
With triethylamine In acetone at 80℃; for 0.333333h; microwave irradiation;

: 7570-97-0
benzyl 2-naphthylsulfide

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid In dichloromethane; water at 0 - 5℃; Inert atmosphere;	86%

: 91-20-3
naphthalene

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid at 60℃;	70%
With chlorosulfonic acid at 5 - 65℃;

: 127-65-1
chloroamine-T

: 91-60-1
2-Naphthalenethiol

A: N-chloro-N-(4-methylbenzenesulfonyl)-naphthalene-2-sulfinamide

B: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With N-chloro-succinimide In water; acetonitrile at 35℃; for 0.25h;	A 64% B 27%

...Expand

: 26189-33-3
2,2-dinaphthylsulfone

A: 91-58-7
2-chloronaphthalene

B: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride at 180 - 200℃;

: 580-13-2
2-bromonaphthalene

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
Yield given. Multistep reaction;

β-naphthalenesulfonate of alkali: β-naphthalenesulfonate of alkali

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride

naphthalene-2-diazonium-chloride: naphthalene-2-diazonium-chloride

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With sulfur dioxide; copper(l) chloride

sodium-: sodium-

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide

: 98-07-7
Benzotrichlorid

sodium naphthalene sulfonate-(2): sodium naphthalene sulfonate-(2)

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
at 200℃;
at 200℃;

: 7719-09-7
thionyl chloride

: 120-18-3
naphthalene-2-sulfonate

A: 103858-24-8
naphthalene-2-sulfonic acid-anhydride

B: 93-11-8
2-Naphthalenesulfonyl chloride

...Expand

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 26189-33-3
2,2-dinaphthylsulfone

A: 91-58-7
2-chloronaphthalene

B: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
at 180℃;

...Expand

: 32316-92-0
naphthalene-2-boronic acid

: 93-11-8
2-Naphthalenesulfonyl chloride

Conditions

Conditions	Yield
With phenylchlorosulfate; C43H43NO3PPdS; sodium carbonate In acetone at 50℃; for 12h; Inert atmosphere; Sealed tube;

: 870-46-2
t-butoxycarbonylhydrazine

: 93-11-8
2-Naphthalenesulfonyl chloride

: C15H18N2O4S

Conditions

Conditions	Yield
Substitution;	100%

: 582-33-2
3-aminobenzoic acid ethyl ester

: 93-11-8
2-Naphthalenesulfonyl chloride

: 209173-75-1
ethyl N-(2-naphthalenesulfonyl)-3-aminobenzoate

Conditions

Conditions	Yield
With dmap In pyridine at 75℃; for 18h;	100%
With triethylamine In tetrahydrofuran

: 885672-69-5
1-(4-chlorophenyl)-N3,N3-dimethylpropane-1,3-diamine

: 93-11-8
2-Naphthalenesulfonyl chloride

: N-[1-(4-chlorophenyl)-3-dimethylaminopropyl]-2-naphthyl-sulfonamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 18h;	100%

: C19H16N2O2

: 93-11-8
2-Naphthalenesulfonyl chloride

: N'-2-naphthalenesulfonyl-4,5-(9,10-dihydroanthraceno)imidazolidinone

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 25℃; for 1h; Inert atmosphere;	100%

: 124-40-3
dimethyl amine

: 93-11-8
2-Naphthalenesulfonyl chloride

: 63296-70-8
naphthalene-2-sulfonic acid dimethylamide

Conditions

Conditions	Yield
In tetrahydrofuran; water at 20℃; for 1.5h; Inert atmosphere;	99%
In tetrahydrofuran; water at 20℃;	96%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 10151-46-9
2-naphthylsulfonyl hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In dichloromethane at 0 - 20℃; for 3h;	99%
With hydrazine hydrate In tetrahydrofuran at 0 - 20℃;	94%
With hydrazine hydrate In tetrahydrofuran; water at 0 - 20℃;	93%

: 944159-28-8
(Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(methylamino)ethyl)acetamide

: 93-11-8
2-Naphthalenesulfonyl chloride

: (Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(N-methylnaphthalene-2-sulfonamido)ethyl)acetamide

Conditions

Conditions	Yield
With pyridine; 1-methyl-1H-imidazole at 0℃;	99%

: 3850-30-4, 22526-47-2, 59367-75-8, 66228-31-7
(S)-1,2,2-trimethylpropylamine

: 93-11-8
2-Naphthalenesulfonyl chloride

: (S)-N-(3,3-dimethylbutan-2-yl)naphthalene-2-sulfonamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.08333h;	99%

: 462-06-6
fluorobenzene

: 93-11-8
2-Naphthalenesulfonyl chloride

: 117953-29-4
βa-naphthyl p-fluorophenyl sulphone

Conditions

Conditions	Yield
With iron(III) chloride at 20℃; Temperature;	98.9%

: 62-53-3
aniline

: 93-11-8
2-Naphthalenesulfonyl chloride

: 1576-48-3
naphthalene-2-sulfonic acid phenylamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h;	98%
With triethylamine In dichloromethane at 20℃; Substitution;	95%
With triethylamine In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;	83%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 5586-15-2
bis(2-naphthyl)disulfide

Conditions

Conditions	Yield
With tungsten(VI) chloride; sodium iodide In acetonitrile for 16h; Ambient temperature;	98%
With Silphos; iodine In acetonitrile for 8h; Heating;	98%
With aluminium(III) iodide In acetonitrile 1.) room temp., 4 h; 2.) reflux, 1 h;	95%

: 86-74-8
9H-carbazole

: 93-11-8
2-Naphthalenesulfonyl chloride

: 9-(naphthalen-2-ylsulfonyl)-9H-carbazole

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In benzene Substitution;	98%

: 111-40-0
1,5-diamino-3-azapentane

: 93-11-8
2-Naphthalenesulfonyl chloride

: C14H19N3O2S

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃;	98%

: 109-89-7
diethylamine

: 93-11-8
2-Naphthalenesulfonyl chloride

: 6307-08-0
N,N-diethylnaphthalene-2-sulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	97%
With potassium hydroxide

: 492-41-1
(1R,2S)-norephedrine

: 93-11-8
2-Naphthalenesulfonyl chloride

: Naphthalene-2-sulfonic acid ((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-amide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 3h; Substitution;	97%

: 4518-10-9
Methyl 3-aminobenzoate

: 93-11-8
2-Naphthalenesulfonyl chloride

: methyl 3-((2-naphthalenyl)sulfonyl)aminobenzoate

Conditions

Conditions	Yield
With 4-methyl-morpholine; hydrogenchloride In tetrahydrofuran; dichloromethane	97%
With 4-methyl-morpholine; hydrogenchloride In tetrahydrofuran; dichloromethane	97%
With 4-methyl-morpholine; hydrogenchloride In tetrahydrofuran; dichloromethane	97%
With pyridine In dichloromethane at 20℃;

: (+)-(2R,6S)-3-[(1S,2R)-methoxy-7,7-dimethylbicyclo[2.2.1]heptane-1-carbonyl]-3,5-diazadibenzo[h,k]tricyclo[5.2.2.22,6]undeca-8,10-dien-4-one

: 93-11-8
2-Naphthalenesulfonyl chloride

: C38H36N2O5S

Conditions

Conditions	Yield
Stage #1: (+)-(2R,6S)-3-[(1S,2R)-methoxy-7,7-dimethylbicyclo[2.2.1]heptane-1-carbonyl]-3,5-diazadibenzo[h,k]tricyclo[5.2.2.22,6]undeca-8,10-dien-4-one With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Stage #2: 2-Naphthalenesulfonyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃;	97%

: (Z)-2-(5-fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(methylamino)ethyl)acetamide

: 93-11-8
2-Naphthalenesulfonyl chloride

: (Z)-2-(5-fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(N-methylnaphthalene-2-sulfonamido)ethyl)acetamide

Conditions

Conditions	Yield
With pyridine; 1-methyl-1H-imidazole at 0℃;	97%

: 53981-25-2
2-amino-6-fluoro phenol

: 93-11-8
2-Naphthalenesulfonyl chloride

: N-(3-fluoro-2-hydroxyphenyl)-naphthalene-2-sulfonamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h;	97%

: 197069-37-7
(1R,2R,3S,5S)-(5Z)-7-(2-amino-6,6-dimethylbicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

: 93-11-8
2-Naphthalenesulfonyl chloride

: 120632-51-1
methyl (5Z)-7-((1R,2R,3S,5S)-2-(2-naphthyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1h; Ambient temperature;	96.3%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 63735-42-2
sodium naphthalen-2-ylsulfinate

Conditions

Conditions	Yield
With hydrazine hydrate; sodium carbonate In water at 80℃; for 2h;	96.3%
With sodium hydrogencarbonate; sodium sulfite In water at 80℃; for 4h;	91%
With sodium dithionite; sodium carbonate In water at 40℃; for 2h;	54%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 74-89-5
methylamine

: 7147-68-4
N-methyl-2-naphthalenesulfonamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	96%
With diethyl ether
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;

: 93-11-8
2-Naphthalenesulfonyl chloride

: 91-60-1
2-Naphthalenethiol

Conditions

Conditions	Yield
With hydrogen; carbon monoxide; Sn; silica gel In chlorobenzene at 96.9℃; under 12751 Torr; for 4h;	96%
With water; zinc at 60 - 70℃; Behandeln des Reaktionsprodukts mit verd. Salzsaeure und dann mit Zinkstaub;
With lithium aluminium tetrahydride; diethyl ether

: 93-11-8
2-Naphthalenesulfonyl chloride

: 714567-80-3
2-[(2R)-3-Oxo-1,2,3,4-tetrahydroquinoxalin-2-yl]-N-[2-(4-cyanophenyl)ethyl]acetamide

: N-[2-(4-cyano-phenyl)-ethyl]-2-[1-(naphthalene-2-sulfonyl)-3-oxo-1,2,3,4-tetrahydro-quinoxalin-2-yl]-acetamide

Conditions

Conditions	Yield
With pyridine	96%

: 68076-38-0
N1-benzyloxycarbonyl-N3-tert-butyloxycarbonyl-spermidine

: 93-11-8
2-Naphthalenesulfonyl chloride

: 461441-09-8
N1-benzyloxycarbonyl-N3-tert-butyloxycarbonyl-N2-2-naphthalenesulfonyl-spermidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 20h;	96%

: 93-11-8
2-Naphthalenesulfonyl chloride

: (R)-3-amino-3-phenylpropionic acid ethyl ester hydrochloride

: (R)-3-(naphthyl-2-sulfonamido)-3-phenylpropionic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 42.75h;	96%

: 5856-63-3
(2R)-2-aminobutan-1-ol

: 93-11-8
2-Naphthalenesulfonyl chloride

: 1204571-32-3
(R)-2-(2-naphthalensulfonylamino)-2-ethyl-1-ethanol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 15.5h;	96%

: 41979-39-9
4-piperidone hydrochloride

: 93-11-8
2-Naphthalenesulfonyl chloride

: 1225198-43-5
1-(naphthalen-2-ylsulfonyl)-4-piperidinone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 0 - 20℃;	96%

2-Naphthalenesulfonyl Chloride Specification

The 2-Naphthalenesulfonyl Chloride is an organic compound with the formula C₁₀H₇ClO₂S. The IUPAC name of this chemical is naphthalene-2-sulfonyl chloride. With the CAS registry number 93-11-8 and EINECS 202-219-9, it is also named as Naphthalene-2-sulfonic acid chloride. The product's categories are Organic Building Blocks; Sulfonyl Halides; Sulfur Compounds. It is light yellow to beige powder which is insoluble in water and sensitive to moisture. In addition, this chemical should be sealed in the container and stored in the dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.22; (4)ACD/LogD (pH 7.4): 3.22; (5)ACD/BCF (pH 5.5): 164.3; (6)ACD/BCF (pH 7.4): 164.3; (7)ACD/KOC (pH 5.5): 1341.39; (8)ACD/KOC (pH 7.4): 1341.39; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 42.52 Å²; (13)Index of Refraction: 1.643; (14)Molar Refractivity: 57.95 cm³; (15)Molar Volume: 160.2 cm³; (16)Polarizability: 22.97×10^-24 cm³; (17)Surface Tension: 50.5 dyne/cm; (18)Density: 1.414 g/cm³; (19)Flash Point: 178.4 °C; (20)Enthalpy of Vaporization: 59.4 kJ/mol; (21)Boiling Point: 371.3 °C at 760 mmHg; (22)Vapour Pressure: 2.23E-05 mmHg at 25°C.

Preparation of 2-Naphthalenesulfonyl Chloride: It can be obtained by naphthalene-2-sulfonic acid ; sodium-salt. This reaction needs reagent POCl₃, catalytic agent N,N-Dimethylacetamide and solvents acetonitrile, tetrahydrothiophene 1,1-dioxide at temperature of 68-72 °C. The reaction time is 15 min. The yield is 91%.

2-Naphthalenesulfonyl Chloride can be obtained by naphthalene-2-sulfonic acid ; sodium-salt

Uses of 2-Naphthalenesulfonyl Chloride: It is used in the determination of amines and used in organic synthesis. For example: it can react with aniline to get naphthalene-2-sulfonanilide. This reaction needs reagent Et₃N and solvent CH₂Cl₂ at temperature of 20 °C. The yield is 95%.

2-Naphthalenesulfonyl Chloride can react with aniline to get naphthalene-2-sulfonanilide

When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:ClS(=O)(=O)c2ccc1c(cccc1)c2
2. InChI:InChI=1/C10H7ClO2S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
3. InChIKey:OPECTNGATDYLSS-UHFFFAOYAP

Product Name

2-Naphthalenesulfonyl chloride

Synthetic route

2-Naphthalenesulfonyl Chloride Specification

Related Products

Hot Products