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2,6-Naphthalenedithiol

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Name

2,6-Naphthalenedithiol

EINECS N/A
CAS No. 96892-95-4 Density 1.292 g/cm3
PSA 77.60000 LogP 3.41720
Solubility N/A Melting Point N/A
Formula C10H8S2 Boiling Point 353.7 ºC at 760 mmHg
Molecular Weight 192.306 Flash Point 178.6 ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 96892-95-4 (2,6-Naphthalenedithiol) Hazard Symbols IrritantXi
Synonyms

2,6-Dithionaphthalene;Naphthalene-2,6-dithiol;

Article Data 6

2,6-Naphthalenedithiol Synthetic route

13827-62-8

2,6-naphthalenedisulfonyl dichloride

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
naphthalene-disulfonyl chloride-(2.6)

naphthalene-disulfonyl chloride-(2.6)

96892-95-4

2,6-naphthalene-dithiol

Conditions
ConditionsYield
With acetic acid; zinc
581-75-9

naphthalene-2,6-disulfonic acid

96892-95-4

2,6-naphthalene-dithiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 71 percent / PCl5 / 4 h / 130 °C
2: 69 percent / SnCl2, HCl(g) / acetic acid / 2 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: 3.2 g / PCl5 / 4 h / 130 °C
2: 39 percent / SnCl2 / acetic acid / 2 h / 90 °C
View Scheme
1655-45-4

disodium 2,6-naphthalenedisulfonate

96892-95-4

2,6-naphthalene-dithiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus pentachloride
2: hydrogenchloride; tin(II) chloride hydrate / water; acetic acid
View Scheme
96892-95-4

2,6-naphthalene-dithiol

75-36-5

acetyl chloride

1314140-60-7

2,6-di(acetylthio)naphthalene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran71%
96892-95-4

2,6-naphthalene-dithiol

79-11-8

chloroacetic acid

96892-96-5

(2,6-naphthylenedithio)diacetic acid

Conditions
ConditionsYield
With sodium hydroxide at 70℃; for 2h;67%
With alkali
96892-95-4

2,6-naphthalene-dithiol

29390-66-7

6-deoxy-6-iodo-β-cyclodextrin

C94H144O68S2

Conditions
ConditionsYield
With ammonium bicarbonate In N,N-dimethyl-formamide at 85℃; for 22h;3.5%
7252-83-7

1-bromo-2,2-dimethoxyethane

96892-95-4

2,6-naphthalene-dithiol

2,6-bis-(2,2-dimethoxy-ethylsulfanyl)-naphthalene

Conditions
ConditionsYield
With ethanol; sodium ethanolate; sodium iodide
96892-95-4

2,6-naphthalene-dithiol

77-78-1

dimethyl sulfate

10075-77-1

2,6-bis(methylthio)naphthalene

Conditions
ConditionsYield
With sodium hydroxide
96892-95-4

2,6-naphthalene-dithiol

iodo-β-cyclodextrin

iodo-β-cyclodextrin

2,6-bis(β-cyclodextrin-6-ylthio)naphthalene

2,6-bis(β-cyclodextrin-6-ylthio)naphthalene

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide Substitution;

2,6-Naphthalenedithiol Specification

The 2,6-Naphthalenedithiol, with the CAS registry number 96892-95-4, is also known as 2,6-Dithionaphthalene. This chemical's molecular formula is C10H8S2 and molecular weight is 192.3. What's more, its systematic name is naphthalene-2,6-dithiol.

Physical properties of 2,6-Naphthalenedithiol are: (1)ACD/LogP: 3.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 572; (6)ACD/BCF (pH 7.4): 31; (7)ACD/KOC (pH 5.5): 3083; (8)ACD/KOC (pH 7.4): 169 ; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 77.6 Å2; (11)Index of Refraction: 1.747; (12)Molar Refractivity: 60.446 cm3; (13)Molar Volume: 148.77 cm3; (14)Polarizability: 23.963×10-24cm3; (15)Surface Tension: 56.628 dyne/cm; (16)Density: 1.293 g/cm3; (17)Flash Point: 178.573 °C; (18)Enthalpy of Vaporization: 57.508 kJ/mol; (19)Boiling Point: 353.74 °C at 760 mmHg.

Preparation of 2,6-Naphthalenedithiol: this chemical can be prepared by naphthalene-2,6-disulfonyl chloride at the temperature of 90 °C. This reaction will need reagents SnCl2, HCl(g) and solvent acetic acid with the reaction time of 2 hours. The yield is about 69%.

2,6-Naphthalenedithiol can be prepared by naphthalene-2,6-disulfonyl chloride at the temperature of 90 °C

Uses of 2,6-Naphthalenedithiol: it can be used to produce naphthalene-2,6-diyldimercapto-di-acetic acid at the temperature of 70 °C. It will need reagent 6% aq. NaOH with the reaction time of 2 hours. The yield is about 67%.

2,6-Naphthalenedithiol can be used to produce naphthalene-2,6-diyldimercapto-di-acetic acid at the temperature of 70 °C

You can still convert the following datas into molecular structure:
(1)SMILES: Sc1ccc2cc(S)ccc2c1
(2)InChI: InChI=1S/C10H8S2/c11-9-3-1-7-5-10(12)4-2-8(7)6-9/h1-6,11-12H
(3)InChIKey: XMHBJPKFTZSWRJ-UHFFFAOYSA-N

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