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CAS No.: | 3064-73-1 |
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Name: | Diisobutylthiuram disulfide |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C18H36N2S4 |
Molecular Weight: | 408.761 |
Synonyms: | Disulfide,bis(diisobutylthiocarbamoyl) (6CI,7CI,8CI);Thioperoxydicarbonic diamide([(H2N)C(S)]2S2), tetrakis(2-methylpropyl)- (9CI);Bis(diisobutylthiocarbamoyl)disulfide;Isobutyl Tuads;N,N,N',N'-Tetraisobutylthiuramdisulfide;Tetraisobutylthiuram disulfide; |
EINECS: | 221-312-5 |
Density: | 1.076 g/cm3 |
Melting Point: | 73.5-74.5 °C |
Boiling Point: | 462.9 °C at 760 mmHg |
Flash Point: | 233.7 °C |
Solubility: | 48.8μg/L at 20℃ |
Appearance: | Light yellow crystal grain |
PSA: | 144.04000 |
LogP: | 4.21060 |
Conditions | Yield |
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With oxygen In isopropyl alcohol at 50℃; under 1275.13 Torr; for 1h; Autoclave; | 98.3% |
Stage #1: carbon disulfide; diisobutylamine In ethanol at 10 - 50℃; for 1h; Stage #2: With iodine In ethanol | 93% |
With triethylamine In ethanol at 20℃; for 14h; Green chemistry; | 73% |
With oxygen; eosin Y disodium salt In methanol under 3750.38 Torr; for 0.333333h; Solvent; Flow reactor; Irradiation; Green chemistry; | 46% |
With methanol; potassium hydroxide; iodine |
tetra(isobutyl)thiuram disulfide
Conditions | Yield |
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With hydrogenchloride; methanol; sodium nitrite at 5 - 12℃; |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: water / 0.5 h / 20 °C 2: dihydrogen peroxide / 6 h / 50 °C View Scheme |
Conditions | Yield |
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With dihydrogen peroxide at 50℃; for 6h; Temperature; |
Conditions | Yield |
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With sulfuric acid; dihydrogen peroxide |
tetra(isobutyl)thiuram disulfide
diisobutylcarbamic acid chloride
Conditions | Yield |
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Stage #1: tetra(isobutyl)thiuram disulfide With chlorine In dichloromethane at 24 - 26℃; for 7.58333h; Cooling with ice; Stage #2: With water; sodium hydrogencarbonate In dichloromethane Cooling with ice; | 87% |
tetra(isobutyl)thiuram disulfide
WSe2{N(CH2CH(CH3)2)2C(S)S}3
Conditions | Yield |
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In acetonitrile room temp.; recrystn. (CH2Cl2-hexane); | 79% |
tetra(isobutyl)thiuram disulfide
Conditions | Yield |
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In [(2)H6]acetone byproducts: S2CN(i-Bu)2(1-); Ar-atmosphere; treatment of Re-complex with 2.6 equivs. of disulfide (room temp., overnight, pptn.); filtration, washing (ether); elem. anal.; product contaminated with S; | 50% |
In acetonitrile byproducts: sulfur; elem. anal.; |
Conditions | Yield |
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With NaBH4 In N,N-dimethyl-formamide soln. of the Mo-complex and the disulfide combined with a soln. of NaBH4, refluxed for 1 h; chromd. on silica gel with CH2Cl2/hexane (3:1); | 35% |
Conditions | Yield |
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Stage #1: tetra(isobutyl)thiuram disulfide; Mo3S13(2-)*2H3N*2H(1+) In N,N-dimethyl-formamide for 0.5h; Stage #2: sodium iodide In ethanol; N,N-dimethyl-formamide at 50℃; for 12h; | 30% |
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The IUPAC name of Diisobutylthiuram disulfide is bis(2-methylpropyl)carbamothioylsulfanyl N,N-bis(2-methylpropyl)arbamodithioate . With the CAS registry number 3064-73-1, it is also named as Tetra(isobutyl)thioperoxydicarbamic acid ; Thioperoxydicarbonic diamide (((H2N)C(S))2S2), N,N,N',N'-tetrakis(2-methylpropyl)- ; 1,1',1'',1'''-[Disulfanediylbis(carbonothioylnitrilo)]tetrakis(2-methylpropane) .
The Diisobutylthiuram disulfide is light yellow crystal grain which is soluble in benzene , acetone , dichloroethane , carbon disulfide , toluene , chloroform , slightly soluble in alcohol and ether , and insoluble in gasoline and water. It is used as speed accelerator and does not have the property of rubber dyeing. It is applicable to NR, IR, BR, SBR, NBR and EPDM.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.40 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 7.39 ; (4)ACD/LogD (pH 7.4): 7.39 ; (5)ACD/BCF (pH 5.5): 245565.97 ; (6)ACD/BCF (pH 7.4): 245571.91 ; (7)ACD/KOC (pH 5.5): 251104.31 ; (8)ACD/KOC (pH 7.4): 251110.39 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 11 ; (12)Index of Refraction: 1.563 ; (13)Molar Refractivity: 123.29 cm3 ; (14)Molar Volume: 379.5 cm3 ; (15)Polarizability: 48.87 10-24cm3 ; (16)Surface Tension: 45 dyne/cm ; (17)Enthalpy of Vaporization: 72.4 kJ/mol ; (18)Vapour Pressure: 9.5E-09 mmHg at 25°C ; (19)Rotatable Bond Count: 11 ; (20)Exact Mass: 408.176132 ; (21)MonoIsotopic Mass: 408.176132 ; (22)Topological Polar Surface Area: 121 ; (23)Heavy Atom Count: 24.
People can use the following data to convert to the molecule structure. SMILES: S=C(SSC(=S)N(CC(C)C)CC(C)C)N(CC(C)C)CC(C)C; InChI:
InChI=1/C18H36N2S4/c1-13(2)9-19(10-14(3)4)17(21)23-24-18(22)20(11-15(5)6)12-16(7)8/h13-16H,9-12H2,1-8H3. Diisobutylthiuram disulfide has many suppliers, such as Hebi Shancheng Kangbo Lianhe Rubber Chemical Plant, Linkwell Rubber Chemicals Co., Ltd., Ningbo BlueHill Chemicals Co., Ltd. and Puyang Willing Chemical Co., Ltd..