136-23-2

Basic information

• Product Name: ZBC
• Synonyms: (dibutyldithiocarbamato)zinc(ii);accelbz;acetozdbd;bis(dibutylcarbamodithioato-S,S’)-,(T-4)-Zinc;bis(dibutyldithiocarbamato)-zin;bis(n,n-dibutyldithiocarbamato)zinc;butazate;butazate50-d
• CAS NO: 136-23-2
• Molecular Formula: 2C₉H₁₈NS₂*Zn
• Molecular Weight: 474.14
• EINECS: 205-232-8
• Product Categories: Classes of Metal Compounds;Transition Metal Compounds;Zn (Zinc) Compounds;accelerator for rubber vulcanization;Organometallics
• Mol File: 136-23-2.mol

Chemical Properties

• Melting Point: 104-110°C
• Boiling Point: 257.7 ºC at 760 mmHg
• Flash Point: 109.6 ºC
• Appearance: /solid
• Density: 1,21 g/cm3
• Vapor Pressure: 0.0144mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Insoluble in water
• Water Solubility: 100μg/L at 25℃
• CAS DataBase Reference: ZBC(CAS DataBase Reference)
• NIST Chemistry Reference: ZBC(136-23-2)
• EPA Substance Registry System: ZBC(136-23-2)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53-43
• Safety Statements: 26-36/37/39-61-60-37-24
• RIDADR: 3077
• RTECS: ZH0175000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 136-23-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder; pleasant odor. Soluble in carbon disulfide, benzene, and chloroform; insoluble in water.

Uses

Different sources of media describe the Uses of 136-23-2 differently. You can refer to the following data:
1. Accelerator for latex dispersions and cements, etc; ultra-accelerator for lubricating oil additive.
2. Zinc bis(dibutyldithiocarbamate) is a rubber chemical used as a vulcanization accelerator. It can also be found in paints, glue removers and anticorrosives. It was contained in the "carba-mix".
3. Zinc dibutyldithiocarbamate is used as activator; antidegradant; accelerator for natural rubber, butadiene, styrene-butadiene, nitrile-butadiene, butyl rubber, and ethyJene-propylene-diene terpolymers.

Flammability and Explosibility

Nonflammable

Contact allergens

A rubber chemical, used as a vulcanization accelerator. It can also be contained in paints, glue removers, and anticorrosive. It was contained in “carba-mix.”

Safety Profile

Poison by intraperitoneal route.Questionable carcinogen with experimental tumorigenicdata. When heated to decomposition it emits very toxicfumes of NOx, ZnO, and SOx.

InChI:InChI=1/2C9H19NS2.Zn/c2*1-3-5-7-10(9(11)12)8-6-4-2;/h2*3-8H2,1-2H3,(H,11,12);/q;;+2/p-2

Synthetic route

carbon disulfide (75-15-0) + dibutylamine (111-92-2) + zinc(II) oxide → zinc dibutyl dithiocarbamate (136-23-2)

Conditions	Yield
Stage #1: dibutylamine; zinc(II) oxide With Tween-20 In cyclohexane at 7℃; Stage #2: carbon disulfide In 5,5-dimethyl-1,3-cyclohexadiene; cyclohexane at 7 - 30℃; for 7.5h; Temperature; Reagent/catalyst; Solvent;	99.87%

carbon disulfide (75-15-0) + zinc(II) oxide + dibutylamine (111-92-2) → zinc dibutyl dithiocarbamate (136-23-2)

Conditions	Yield
With RP-98 In water for 5h; Reagent/catalyst; Reflux; Large scale;	99.2%

Di-n-butylammonium di-n-butyldithiocarbamate (2391-80-2) + zinc(II) chloride (7646-85-7) → zinc dibutyl dithiocarbamate (136-23-2)

Conditions	Yield
In acetone under N2 atm. ZnCl2 and (Bun2NH2)(S2CNBun2) (1:2) in acetone were stirred in ice-salt bath; solid was filtered, washed with ether and dried for 8 h in vac.;

carbon disulfide (75-15-0) + zinc(II) sulfate heptahydrate + dibutylamine (111-92-2) → zinc dibutyl dithiocarbamate (136-23-2)

Conditions	Yield
With NaOH In methanol; water NaOH and amine were added in methanol (ice water bath), CS2 was added dropwise, mixed with aq. Zn-salt, stirred vigorously for a least 3 h; filtered, washed with water several times, dried at room temp.;
With NaOH In methanol CS2 was added dropwise to a mixt. of NaOH and dibutylamine in methanol cooled in an ice bath, mixed wih aq. soln. of ZnSO4, stirred vigorously for at least 3 h; filtered, washed with water several times, dried under vac. at room temp.;

copper diacetate (142-71-2) + zinc dibutyl dithiocarbamate (136-23-2) → bis(N,N-di-n-butyldithiocarbamato)copper (13927-71-4, 52691-95-9)

Conditions	Yield
With ammonium hydroxide In dichloromethane; water at 20℃; for 1h;	99%

zinc dibutyl dithiocarbamate (136-23-2) + phenyllithium (591-51-5) → dibutyl-dithiocarbamic acid phenyl ester

Conditions	Yield
With N-chloro-succinimide In tetrahydrofuran for 20h; 0 deg C -> room temperature;	63 % Chromat.

zinc dibutyl dithiocarbamate (136-23-2) + cadmium(II) sulphide → Cd(x)S(x)Zn(x)

Conditions	Yield
In neat (no solvent) nanoporous Vycor glass with incorporated CdS (PVG-CdS) dipped into soln.of Zn complex in CHCl3, PVG placed in glass tube, tube heated at 100.de gree.C for 1 h and sealed, sealed tube heated at 400°C under vac.for 1 h; Cd(x)Zn(1-x)S nanoparticles in PVG obtained;

tetrabutylammonium N,N-dimethyldithiocarbamate (55908-02-6) + zinc dibutyl dithiocarbamate (136-23-2) → N((CH2)3CH3)4(1+)*Zn(2+)*2S2CN(CH3)2(1-)*S2CN((CH2)3CH3)2(1-)=[N((CH2)3CH3)4][Zn(S2CN(CH3)2)2(S2CN(C4H9)2)]

Conditions	Yield
In acetone equimolar amts.; elem. anal.;

[2,2]bipyridinyl (366-18-7) + zinc dibutyl dithiocarbamate (136-23-2) → Zn(S2NBun2)2*bipy (60954-90-7)

Conditions	Yield
In acetone acetone soln. 2,2'-bipyridine was added to soln. Zn(II) dialkyldithiocarbamate (2:1) in acetone with stirring and heating; mixt. was cooled for 12 h, solid was filtered, washed with ether and dried in vac.; elem. anal.;

1,10-Phenanthroline (66-71-7) + ethanol (64-17-5) + zinc dibutyl dithiocarbamate (136-23-2) → bis(N,N-di-n-butyldithiocarbamato-κ2S,S')(1,10-phenanthroline-κ2N,N')zinc(II) ethanol hemisolvate

Conditions	Yield
In ethanol soln. of Zn((C4H9)2NCS2)2 (EtOH) treated with soln. of C12H8N2 (EtOH); H2O added; ppt. collected after addition of H2O; recrystd. from EtOH-H2O mixt. (1:1);

zinc dibutyl dithiocarbamate (136-23-2) → zinc sulfide

Conditions	Yield
In further solvent(s) Zn-compound was added to the mixt. of dodecylamine and P(C6H5)3, heated to 280°C at a rate of 8°C/min under N2, kept at this temp.for 20-180 min; ethanol was added, centrifuged, washed with n-heptane and CHCl3 several times, dried under vac.;

Upstream product

• 2391-80-2 Di-n-butylammonium di-n-butyldithiocarbamate 
• 7646-85-7 zinc(II) chloride 
• 75-15-0 carbon disulfide 
• 111-92-2 dibutylamine 
• 136-30-1 sodium dibutyl dithiocarbamate 
• 7733-02-0 zinc(II) sulfate 
• 137-30-4 bis(dimethylcarbamodithioato-κS,κS')zinc(II) 

Downstream Products

• 13927-71-4 bis(N,N-di-n-butyldithiocarbamato)copper 

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Metal-sulphur Bond Enthalpy Determination of Di-n-Butyldithiocarbamate Chelates of Zinc, Cadmium and Mercury

The standard molar enthalpies of formation of crystalline n2)2> (M = Zn, Cd or Hg), determined through reaction-solution calorimetry at 298.15 K, were found to be -471.23 +/- 3.90, -440.74 +/- 3.79 and -319.29 +/- 3.38 kJ mol-1, respectively.The corresponding molar enthalpies of sublimation, 107 +/- 3, 123 +/- 3 and 195 +/- 3 kJ mol-1, were estimated by means of differential scanning calorimetry.From the standard molar enthalpies of formation of the gaseous chelates, -364 +/- 5, 318 +/- 5 and -124 +/- 5 kJ mol-1, the homolytic and heterolytic mean metal-sulphur bond enthalpies were calculated.The homolytic enthalpies decrease from zinc to mercury, while the heterolytic values are almost constant.

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Dibutyl dithiocarbamate acid zinc preparation method (by machine translation)

The present invention relates to rubber vulcanization accelerator field, in particular, provides a dibutyl dithiocarbamate acid preparation method of zinc, to contain zinc oxide, two-butylamine, dispersant and 1st of the organic solvent in the reaction solution dropwise carbon disulfide reaction, after the reaction to obtain the dibutyl dithiocarbamate acid zinc, wherein the 1st organic solvent insoluble in water, and the resulting dibutyl dithiocarbamate acid zinc not soluble in or soluble in 1st organic solvent. The method adopts a non-water solvent method preparation dibutyl dithiocarbamate acid zinc, avoids the generation of salt-containing waste water, because the 1st organic solvent is insoluble in water, it can be with a minute fluid operation the two are separated, 1st organic solvent after removing water can be reused, reducing solvent cost while increasing the yield of the product. The above method is simple in operation, avoids the generation of salt-containing waste water, it is a clean environmental protection of the new method, the method is easily applied to large-scale production practice among them. (by machine translation)

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