Product Name

  • Name

    2,6-NAPHTHALENEDISULFONYL CHLORIDE

  • EINECS
  • CAS No. 13827-62-8
  • Article Data9
  • CAS DataBase
  • Density 1.651 g/cm3
  • Solubility
  • Melting Point
  • Formula C10H6Cl2O4S2
  • Boiling Point 499.4 °C at 760 mmHg
  • Molecular Weight 325.193
  • Flash Point 255.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 13827-62-8 (2,6-NAPHTHALENEDISULFONYL CHLORIDE)
  • Hazard Symbols IrritantXi
  • Synonyms 2,6-Naphthalenedisulfonylchloride (8CI);
  • PSA 85.04000
  • LogP 4.85640

Synthetic route

disodium 2,6-naphthalenedisulfonate

disodium 2,6-naphthalenedisulfonate

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

naphthalene-2,6-disulfonic acid
581-75-9

naphthalene-2,6-disulfonic acid

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Conditions
ConditionsYield
With phosphorus pentachloride at 130℃; for 4h;71%
With phosphorus pentachloride at 130℃; for 4h;3.2 g
calcium salt of/the/ naphthalene-disulfonic acid-(2.6)

calcium salt of/the/ naphthalene-disulfonic acid-(2.6)

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Conditions
ConditionsYield
With phosphorus pentachloride at 140℃;
potassium salt of/the/ naphthalene-disulfonic acid-(2.6)

potassium salt of/the/ naphthalene-disulfonic acid-(2.6)

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Conditions
ConditionsYield
With phosphorus pentachloride at 140℃;
sodium salt of/the/ naphthalene-disulfonic acid-(2.6)

sodium salt of/the/ naphthalene-disulfonic acid-(2.6)

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Conditions
ConditionsYield
With phosphorus pentachloride at 150 - 160℃;
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

2,6-naphthalene-dithiol
96892-95-4

2,6-naphthalene-dithiol

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In acetic acid at 90℃; for 2h;69%
With tin(ll) chloride In acetic acid at 90℃; for 2h;39%
With hydrogenchloride; tin(II) chloride hydrate In water; acetic acid23.3%
With hydrogenchloride; acetic acid; tin(ll) chloride
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

acetic anhydride
108-24-7

acetic anhydride

2,6-di(acetylthio)naphthalene
1314140-60-7

2,6-di(acetylthio)naphthalene

Conditions
ConditionsYield
With hydrogenchloride; tin(II) chloride dihdyrate at 90℃; for 2h;56%
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

2,6-diiodonaphthalene
36316-88-8

2,6-diiodonaphthalene

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride; Ti(Oi-Pr); lithium chloride; zinc(II) iodide In 1,2-dimethoxyethane at 162℃;32%
2-nitro-5-hydroxybenzaldehyde
42454-06-8

2-nitro-5-hydroxybenzaldehyde

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

naphthalene-2,6-disulfonic acid bis-(3-formyl-4-nitro-phenyl ester)
103569-28-4

naphthalene-2,6-disulfonic acid bis-(3-formyl-4-nitro-phenyl ester)

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

naphthalene-1,3,7-trisulfonyl chloride

naphthalene-1,3,7-trisulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid
1-(2-hydroxyethyl)-1H-1,2,4-triazole
3273-14-1

1-(2-hydroxyethyl)-1H-1,2,4-triazole

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Naphthalene-2,6-disulfonic acid bis-(2-[1,2,4]triazol-1-yl-ethyl) ester

Naphthalene-2,6-disulfonic acid bis-(2-[1,2,4]triazol-1-yl-ethyl) ester

Conditions
ConditionsYield
With pyridine
3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Naphthalene-2,6-disulfonic acid bis-(3-phenyl-propyl) ester

Naphthalene-2,6-disulfonic acid bis-(3-phenyl-propyl) ester

Conditions
ConditionsYield
With pyridine
2-phenylethanol
60-12-8

2-phenylethanol

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

Naphthalene-2,6-disulfonic acid diphenethyl ester

Naphthalene-2,6-disulfonic acid diphenethyl ester

Conditions
ConditionsYield
With pyridine
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

1-[1,2,4]Triazol-1-yl-octan-2-ol

1-[1,2,4]Triazol-1-yl-octan-2-ol

Naphthalene-2,6-disulfonic acid bis-((R)-1-[1,2,4]triazol-1-ylmethyl-heptyl) ester

Naphthalene-2,6-disulfonic acid bis-((R)-1-[1,2,4]triazol-1-ylmethyl-heptyl) ester

Conditions
ConditionsYield
With pyridine
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

1-(1H-1,2,4-triazol-1-yl)propan-2-ol
75242-70-5

1-(1H-1,2,4-triazol-1-yl)propan-2-ol

Naphthalene-2,6-disulfonic acid bis-((R)-1-methyl-2-[1,2,4]triazol-1-yl-ethyl) ester

Naphthalene-2,6-disulfonic acid bis-((R)-1-methyl-2-[1,2,4]triazol-1-yl-ethyl) ester

Conditions
ConditionsYield
With pyridine
phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

2,6-dichloronaphthalene
2065-70-5

2,6-dichloronaphthalene

Conditions
ConditionsYield
bei der Destillation;
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

ammonium carbonate

ammonium carbonate

naphthalene-2,6-disulfonamide
103039-29-8

naphthalene-2,6-disulfonamide

Conditions
ConditionsYield
With ammonia
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

aniline
62-53-3

aniline

6-phenylsulfamoyl-naphthalene-2-sulfonyl chloride

6-phenylsulfamoyl-naphthalene-2-sulfonyl chloride

Conditions
ConditionsYield
In isopropyl alcohol; acetonitrile at 24.85℃; Kinetics;
4,6-bis-hydroxycarbamoyl-isophthalic acid

4,6-bis-hydroxycarbamoyl-isophthalic acid

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

polyamic acid; monomer(s): 4,6\-bis-hydroxycarbamoyl-isophthalic acid; 2,6-naphthalenedisulfonyl dichloride

polyamic acid; monomer(s): 4,6\-bis-hydroxycarbamoyl-isophthalic acid; 2,6-naphthalenedisulfonyl dichloride

Conditions
ConditionsYield
With (C18H37)2NCH3 In tetrahydrofuran; pyridine at 30℃; for 24h;
C30H49N5O5
957670-36-9

C30H49N5O5

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

C70H102N10O14S2

C70H102N10O14S2

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

(2,6-naphthylenedithio)diacetic acid
96892-96-5

(2,6-naphthylenedithio)diacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69 percent / SnCl2, HCl(g) / acetic acid / 2 h / 90 °C
2: 67 percent / 6percent aq. NaOH / 2 h / 70 °C
View Scheme
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

(2,6-naphthylenedisulfonyl)diacetic acid
96892-98-7

(2,6-naphthylenedisulfonyl)diacetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69 percent / SnCl2, HCl(g) / acetic acid / 2 h / 90 °C
2: 67 percent / 6percent aq. NaOH / 2 h / 70 °C
3: 84 percent / H2O2 / H2O / 3 h / 90 °C
View Scheme
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

(1,5-dinitro-2,6-naphthylenedithio)diacetic acid

(1,5-dinitro-2,6-naphthylenedithio)diacetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69 percent / SnCl2, HCl(g) / acetic acid / 2 h / 90 °C
2: 67 percent / 6percent aq. NaOH / 2 h / 70 °C
3: 0.2 g / 40percent aq. HNO3 / acetic acid / 2 h / 6 - 15 °C
View Scheme
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

aniline
62-53-3

aniline

N,N'-diphenyl-naphthalene-2,6-disulfonamide
890662-09-6

N,N'-diphenyl-naphthalene-2,6-disulfonamide

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 1h; Heating / reflux;
C30H47N5O5
1088500-34-8

C30H47N5O5

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

C70H98N10O14S2
1088500-37-1

C70H98N10O14S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; dmap In dichloromethane at 20℃;
2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

2,6-di(acetylthio)naphthalene
1314140-60-7

2,6-di(acetylthio)naphthalene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; tin(II) chloride hydrate / water; acetic acid
2: triethylamine / tetrahydrofuran
View Scheme
5-amino-2-((dimethylcarbamoyl)sulfanyl) benzoic acid methyl ester
1403384-99-5

5-amino-2-((dimethylcarbamoyl)sulfanyl) benzoic acid methyl ester

2,6-naphthalenedisulfonyl dichloride
13827-62-8

2,6-naphthalenedisulfonyl dichloride

C32H32N4O10S4
1403385-04-5

C32H32N4O10S4

Conditions
ConditionsYield
With pyridine for 3h; Reflux;

2,6-Naphthalenedisulfonyldichloride Specification

The 2,6-Naphthalenedisulfonyldichloride is an organic compound with the formula C10H6Cl2O4S2. The systematic name of this chemical is naphthalene-2,6-disulfonyl dichloride. With the CAS registry number 13827-62-8, it is also named as 2,6-Dichlorosulfonylnaphtalene.

Physical properties about 2,6-Naphthalenedisulfonyldichloride are: (1)ACD/LogP: 2.99; (2)ACD/LogD (pH 5.5): 2.99; (3)ACD/LogD (pH 7.4): 2.99; (4)ACD/BCF (pH 5.5): 109.66; (5)ACD/BCF (pH 7.4): 109.66; (6)ACD/KOC (pH 5.5): 1004.31; (7)ACD/KOC (pH 7.4): 1004.31; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 85.04 Å2; (11)Index of Refraction: 1.647; (12)Molar Refractivity: 71.6 cm3; (13)Molar Volume: 196.8 cm3; (14)Polarizability: 28.38×10-24cm3; (15)Surface Tension: 58.2 dyne/cm; (16)Density: 1.651 g/cm3; (17)Flash Point: 255.9 °C; (18)Enthalpy of Vaporization: 73.87 kJ/mol; (19)Boiling Point: 499.4 °C at 760 mmHg; (20)Vapour Pressure: 1.28E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by naphthalene-2,6-disulfonic acid. This reaction will need reagent PCl5. The reaction time is 4 hours with reaction temperature of 130 °C. The yield is about 71%.

Uses of 2,6-Naphthalenedisulfonyldichloride: it can be used to produce naphthalene-2,6-dithiol. It will need reagent SnCl2, HCl, acetic acid .

You can still convert the following datas into molecular structure:
(1)SMILES: ClS(=O)(=O)c1ccc2c(c1)ccc(c2)S(Cl)(=O)=O
(2)InChI: InChI=1/C10H6Cl2O4S2/c11-17(13,14)9-3-1-7-5-10(18(12,15)16)4-2-8(7)6-9/h1-6H
(3)InChIKey: VPLHHUICIOEESV-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C10H6Cl2O4S2/c11-17(13,14)9-3-1-7-5-10(18(12,15)16)4-2-8(7)6-9/h1-6H
(5)Std. InChIKey: VPLHHUICIOEESV-UHFFFAOYSA-N

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