94-37-1

Basic information

• Product Name: DICYCLOPENTAMETHYLENETHIURAM DISULFIDE
• Synonyms: 1,1’-(dithiodicarbonothioyl)bis-piperidin;1,1’-(dithiodicarbonothioyl)bispiperidine;1-piperidinethiocarbonyldisulfide;dipentamethylenethiuramdisulfide;disulfide,bis(piperidinothiocarbonyl);BIS(PENTAMETHYLENE)THIURAM DISULPHIDE;BIS(PIPERIDINOTHIOCARBONYL) DISULFIDE;DI-N-PENTAMETHYLENETHIURAM DISULFIDE
• CAS NO: 94-37-1
• Molecular Formula: C₁₂H₂₀N₂S₄
• Molecular Weight: 320.56
• EINECS: 202-328-1
• Mol File: 94-37-1.mol
• Article Data: 22

Chemical Properties

• Melting Point: 115 °C
• Boiling Point: 436.6°C at 760 mmHg
• Flash Point: 217.9°C
• Appearance: /
• Density: 1.3550 (rough estimate)
• Vapor Pressure: 7.97E-08mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: 0.89±0.20(Predicted)
• CAS DataBase Reference: DICYCLOPENTAMETHYLENETHIURAM DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DICYCLOPENTAMETHYLENETHIURAM DISULFIDE(94-37-1)
• EPA Substance Registry System: DICYCLOPENTAMETHYLENETHIURAM DISULFIDE(94-37-1)

Safety Data

• Hazard Codes: Xi
• Statements: 43-36/37/38
• Safety Statements: 37-26-24
• Hazardous Substances Data: 94-37-1(Hazardous Substances Data)

Usage

Description

Dicyclopentamethylenethiuram disulfide, also known as Dipentamethylenethiuram disulfide, is a rubber chemical that is a component of "thiuram mix". It is commonly found in various occupational categories such as the metal industry, homemakers, health services and laboratories, and building industries.

Uses

Used in Rubber Industry:
Dicyclopentamethylenethiuram disulfide is used as an accelerator and vulcanizing agent for latex (gloves) and butyl rubber. It plays a crucial role in the vulcanization process, which is essential for the production of rubber products with desired properties.
Used in Latex Glove Production:
Dicyclopentamethylenethiuram disulfide is used as a rubber accelerator in the production of latex gloves. It helps to speed up the vulcanization process, resulting in the formation of a stable and elastic rubber material that is suitable for manufacturing gloves.
Used in Butyl Rubber Production:
Dicyclopentamethylenethiuram disulfide is also used as a vulcanizing agent in the production of butyl rubber. It contributes to the formation of a durable and flexible rubber material that is ideal for various applications, including automotive and industrial products.

Contact allergens

A rubber chemical contained in “thiuram mix.” The most frequent occupational categories are the metal industry, homemakers, health services and laboratories, and the building industry

InChI:InChI=1/C12H20N2S4/c15-11(13-7-3-1-4-8-13)17-18-12(16)14-9-5-2-6-10-14/h1-10H2

Upstream product

• 75-15-0 carbon disulfide 
• 25116-80-7 N,N'-thiodipiperidine 
• 71-43-2 benzene 
• 10220-20-9 1,1'-dithiobispiperidine 
• 873-57-4 sodium piperidinedithiocarbamate 
• 937-32-6 4-nitrobenzenesulfenyl chloride 
• 60-29-7 diethyl ether 
• 110-89-4 piperidine 
• 110-85-0 piperazine 
• 887144-94-7 Togni's reagent II 
• 887144-97-0 Togni's reagent 
• 136-04-9 potassium 1-piperidinecarbodithioate 
• 66232-66-4 N-(N,N-dimethylthiocarbamoyldithioyl)piperidine 
• 26773-65-9 N-piperidin-2-benzothiazole sulfenamide 

Downstream Products

• 147723-51-1 Piperidine-1-carbodithioic acid 2-oxo-cyclohexyl ester 
• 7783-06-4 hydrogen sulfide 
• 946069-71-2 [bis(triphenylphosphine)iminium]titanium⁽⁰⁾ tetracarbonyl(S₂CN(CH₂)5) 
• 41025-57-4 cyclohexyl piperidine-1-carbo(dithioperoxo)thioate 
• 13939-69-0 piperidine carbamoyl chloride 
• 110-89-4 piperidine 
• 7664-41-7 ammonia 
• 645-48-7 1-phenyl-3-thiosemicarbazide 
• 2762-59-6 N-phenylpiperidine-1-carbothioamide 
• 725-32-6 bis(1-piperidinylthiocarbonyl)sulfide 
• 873-57-4 sodium piperidinedithiocarbamate 
• 1013-92-9 di(piperidin-1-yl)methanethione 

Relevant articles and documents

Continuous-flow step-economical synthesis of thiuram disulfidesviavisible-light photocatalytic aerobic oxidation

A continuous-flow photocatalytic synthesis of the industrially important thiuram disulfides has been developed, utilizing O2as the oxidant and Eosin Y as the photoredox catalyst. This highly atom- and step-economical method features much reduced reaction time as well as excellent product yield and purity, making it a sustainable and potentially scalable process for industrial production.

Iodine mediated direct coupling of benzylic alcohols with dithiocarbamate anions: An easy access of S-benzyl dithiocarbamate esters under neat reaction condition

An efficient, metal and solvent free synthesis of S-benzylic dithiocarbamate esters has been demonstrated via the iodine mediated direct C-S coupling of benzylic alcohols with dithiocarbamate anions generated in-situ by the reactions of amines and carbon disulphide. All the reactions were very fast (15–30 min) and performed under open air atmosphere. Cyclic and acyclic secondary amines, primary amine, aromatic amine actively participated in the one-pot coupling reactions with different benzylic alcohols. Non benzylic alcohols offer the synthesis of O-thiocarbamate compounds under the identical reaction condition.

One-pot three-component route for the synthesis of S-trifluoromethyl dithiocarbamates using Togni's reagent

A one-pot three-component route for the synthesis of S-trifluoromethyl dithiocarbamates by the reaction of secondary amines, carbon disulfide and Togni's reagent is described. The reactions proceed in moderate to good yields. A similar reaction using a primary aliphatic amine afforded the corresponding isothiocyanate in high yield. A variable temperature NMR study revealed a rotational barrier of 14.6, 18.8, and 15.9 kcal/mol for the C-N bond in the dithiocarbamate moiety of piperidine, pyrrolidine, and diethylamine adducts, respectively. In addition, the calculated barriers of rotation are in reasonable agreement with the experiments.