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Dithio-2,2'-bis(N-methylbenzamide)

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Name

Dithio-2,2'-bis(N-methylbenzamide)

EINECS 219-768-5
CAS No. 2527-58-4 Density 1.31 g/cm3
PSA 108.80000 LogP 3.98700
Solubility N/A Melting Point 217-219℃
Formula C16H16N2O2S2 Boiling Point 545.9 °C at 760 mmHg
Molecular Weight 332.447 Flash Point 283.9 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2527-58-4 (2,2'-dithiobis[N-methylbenzamide]) Hazard Symbols N/A
Synonyms

Densil P;Dithio-2,2'-bis(N-methylbenzamide);

Article Data 18

Dithio-2,2'-bis(N-methylbenzamide) Synthetic route

19602-82-5

2,2'-dithiodibenzoic acid dichloride

74-89-5

methylamine

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 16h;96%
In tetrahydrofuran at 0 - 20℃; for 11h; pH=9 - 10;75%
In tetrahydrofuran at 0 - 20℃; for 16.6667h;65%
19602-82-5

2,2'-dithiodibenzoic acid dichloride

593-51-1

methylamine hydrochloride

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;75%
61436-88-2

2-bromo-N-methylbenzamide

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
With sodium sulfide hydrate; copper(l) chloride In 1-methyl-pyrrolidin-2-one; ethylene glycol at 70 - 100℃; for 6h;69.8%
1677-27-6

3H-1,2-benzodithiol-3-one

74-89-5

methylamine

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
With ethanol
119-80-2

2,2'-dithiobenzoic acid

74-89-5

methylamine

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
(i) SOCl2, dioxane, (ii) /BRN= 741851/; Multistep reaction;
2527-66-4

2-methyl-1,2-benzisothiazole-3(2H)-one

64-17-5

ethanol

7783-06-4

hydrogen sulfide

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
at 50℃;
2527-66-4

2-methyl-1,2-benzisothiazole-3(2H)-one

sulfur dioxide

sulfur dioxide

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
at 20℃;
2-methyl-α.β-benzisothiazolone

2-methyl-α.β-benzisothiazolone

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
With ethanol; hydrogen sulfide at 50℃;
With ethanol; sulfur dioxide
119-80-2

2,2'-dithiobenzoic acid

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2 / 1 h / Heating
2: 147 g / benzene; tetrahydrofuran / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / Reflux
2: dichloromethane / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / N,N-dimethyl-formamide / 4 h / Reflux
2: tetrahydrofuran / 11 h / 0 - 20 °C / pH 9 - 10
View Scheme
Multi-step reaction with 2 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 42 h / 20 - 50 °C
2: tetrahydrofuran / 16 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide; thionyl chloride / toluene / 20 h / 82 °C
2: tetrahydrofuran / 16.67 h / 0 - 20 °C
View Scheme
74-89-5

methylamine

4892-02-8

Methyl thiosalicylate

2527-58-4

2,2'-dithiobis(N-methylbenzamide)

Conditions
ConditionsYield
In methanol; ethanol at 0 - 21℃; for 17h;4.56 g

Dithio-2,2'-bis(N-methylbenzamide) Specification

This chemical is called Benzamide, 2,2'-dithiobis(N-methyl-, and its systematic name is 2,2'-disulfanediylbis(N-methylbenzamide). With the molecular formula of C16H16N2O2S2, its molecular weight is 199.29. The CAS registry number of this chemical is 2527-58-4.

Other characteristics of the Benzamide, 2,2'-dithiobis(N-methyl- can be summarised as followings: (1)ACD/LogP: 2.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.09; (4)ACD/LogD (pH 7.4): 2.09; (5)ACD/BCF (pH 5.5): 22.96; (6)ACD/BCF (pH 7.4): 22.96; (7)ACD/KOC (pH 5.5): 327.96; (8)ACD/KOC (pH 7.4): 327.96; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 91.22 Å2; (13)Index of Refraction: 1.663; (14)Molar Refractivity: 93.53 cm3; (15)Molar Volume: 252.1 cm3; (16)Polarizability: 37.08×10-24cm3; (17)Surface Tension: 61.3 dyne/cm; (18)Density: 1.31 g/cm3; (19)Flash Point: 283.9 °C; (20)Enthalpy of Vaporization: 82.48 kJ/mol; (21)Boiling Point: 545.9 °C at 760 mmHg; (22)Vapour Pressure: 5.69E-12 mmHg at 25°C.

Uses of this chemical: The 2-mercapto-N-methyl-benzamide could be obtained by the reactant of Benzamide, 2,2'-dithiobis(N-methyl-. This reaction needs the reagent of Zn, aq. HCl.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(NC)c2c(SSc1ccccc1C(=O)NC)cccc2
2.InChI: InChI=1/C16H16N2O2S2/c1-17-15(19)11-7-3-5-9-13(11)21-22-14-10-6-4-8-12(14)16(20)18-2/h3-10H,1-2H3,(H,17,19)(H,18,20)
3.InChIKey: JEVCLNJEBFWVPD-UHFFFAOYAL

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