N,N'-Diethylthiourea

Base Information

• Chemical Name: N,N'-Diethylthiourea
• CAS No.: 105-55-5
• Deprecated CAS: 27598-95-4
• Molecular Formula: C5H12N2S
• Molecular Weight: 132.23
• Hs Code.: 2930.90
• European Community (EC) Number: 203-308-5
• NSC Number: 3507
• UNII: J2RDK7O9MZ
• DSSTox Substance ID: DTXSID8020466
• Nikkaji Number: J22.148A
• Wikidata: Q26840940
• ChEMBL ID: CHEMBL1611590
• Mol file: 105-55-5.mol

Synonyms:N,N'-DIETHYLTHIOUREA;105-55-5;1,3-Diethyl-2-thiourea;1,3-Diethylthiourea;Pennzone E;Thiourea, N,N'-diethyl-;Thiate H;N,N'-Diethylthiocarbamide;Urea, 1,3-diethyl-2-thio-;USAF EK-1803;N,N-Diethyl-2-thiourea;NCI-C03816;U 15030;NSC 3507;CCRIS 243;HSDB 4106;N,N/'-Diethylthiourea;EINECS 203-308-5;UNII-J2RDK7O9MZ;J2RDK7O9MZ;BRN 0773905;AI3-14636;DTXSID8020466;CHEBI:82448;NSC-3507;EC 203-308-5;DTXCID40466;CAS-105-55-5;N,N'-Diethyl-2-thiourea;N,N'-Diethylthiourea (sym);Diethyl-2-thiourea;MFCD00004925;DETU;Thiourea,N'-diethyl-;1,3-diethyl-thiourea;1,3-diethylthio urea;N, N'-Diethylthiourea;N,N\'-Diethylthiourea;Diethylthiourea, n,n'-;Urea,3-diethyl-2-thio-;1,3-diethyl-2-thiourinstof;SCHEMBL80644;MLS002415751;N,N'-Diethylthiourea, 98%;WLN: SUYM1 & M1;CHEMBL1611590;SCHEMBL11837352;NSC3507;HMS3073I07;N,N'-DIETHYLTHIOUREA [IARC];Tox21_201476;Tox21_302956;STK370054;AKOS000119994;NCGC00090911-01;NCGC00090911-02;NCGC00256443-01;NCGC00259027-01;SMR001252205;CS-0076442;D0530;FT-0629489;EN300-16055;C19400;E76660;A906104;J-001446;Q26840940;F1995-0261;InChI=1/C5H12N2S/c1-3-6-5(8)7-4-2/h3-4H2,1-2H3,(H2,6,7,8

Chemical Property of N,N'-Diethylthiourea

Chemical Property:

• Appearance/Colour: white to buff-coloured solid
• Vapor Pressure: 0.001Pa at 25℃
• Melting Point: 76-78 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 169.2 °C at 760 mmHg
• PKA: 14.47±0.70(Predicted)
• Flash Point: 56.2 °C
• PSA: 56.15000
• Density: 0.989 g/cm³
• LogP: 1.27210
• Storage Temp.: Store below +30°C.
• Solubility.: 42g/l
• Water Solubility.: 38 g/L (20 ºC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 132.07211956
• Heavy Atom Count: 8
• Complexity: 64.8

Purity/Quality:

99% ^*data from raw suppliers

1,3-Diethyl-2-thiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,T
• Statements: 22-40-45-20/21/22
• Safety Statements: 45-36/37-53-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: CCNC(=S)NCC
• Description: Diethylthiourea, a thiourea derivative, is used mainly as a rubber chemical, particularly in solid neoprene products.
• Uses: N,N′-Diethylthiourea can be used as a reactant to prepare:3,5-Diethyltetrahydro-4-thioxo-1,3,5-triazine-1(2H)-propanoic acid by condensation reaction with formaldehyde and β-alanine.Methyl 3-ethyl-2-(ethylimino)-3,4-dihydro-4-oxo-2H-1,3-thiazine-6-carboxylate by one-pot reaction with dimethyl acetylenedicarboxylate in the presence of triphenylphosphine catalyst. 2-(Ethylimino)-3-ethyl-thiazolidin-4-one by cyclization reaction with 2-chloroacetic acid. 3-Ethyl-2-(ethylimino)-4-oxo-5-thiazolidineacetamide by condensation reaction with maleimides via Michael-type reaction. Diethyl thiourea is the inhibitor of corrosion in metal pick/ing solutions; accelerator for mercaptan-modified chloroprene rubber; antidegradant for natural, nitrile-butadiene, styrene-butadiene, and chloroprene rubbers

Technology Process of N,N'-Diethylthiourea

There total 19 articles about N,N'-Diethylthiourea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

carbon disulfide (75-15-0,12122-00-8) + ethylamine (75-04-7,85404-22-4) → N,N'-diethylthiourea (105-55-5)

Guidance literature:

In water; at 20 ℃; for 0.166667h; Green chemistry;

DOI:10.1080/00397911.2014.960939

Reference yield: 99.0%

Ethyl isothiocyanate (542-85-8) → N,N'-diethylthiourea (105-55-5)

Guidance literature:

With water; triethylamine; In 1,4-dioxane; at 20 ℃; for 0.166667h;

DOI:10.1081/SCC-200061656

Reference yield: 96.0%

ethylamine (75-04-7,85404-22-4) + thiourea (17356-08-0) → N,N'-diethylthiourea (105-55-5)

Guidance literature:

With PEG-400; In water; for 0.00833333h; microwave irradiation;

DOI:10.1080/104265090968082

upstream raw materials:

Ethyl isothiocyanate

carbon disulfide

ethylamine

ethyl-thiocarbamic acid ; compound with ethylamine

Downstream raw materials:

6-amino-1,3-diethyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

ethyl-(1-ethyl-1H-tetrazol-5-yl)-amine

5-tert-Butyl-1,3-diethyl-[1,3,5]triazinane-2-thione

N,N'-diethylurea

Refernces

• 1、 Jangale, Asha D.,Kumavat, Priyanka P.,Wagh, Yogesh B.,Tayade, Yogesh A.,Mahulikar, Pramod P.,Dalal, Dipak S.. "Green process development for the synthesis of aliphatic symmetrical N,N'-disubstituted thiourea derivatives in aqueous medium". supporting information. p. 236 - 244. Retrieved 2015/10/29.
• 2、 Valizadeh, Hassan,Dinparast, Leila. "Microwave-assisted synthesis of symmetrical and unsymmetrical N,N 0-disubstituted thioureas and ureas over MgO in dry media". experimental part. p. 251 - 254. Retrieved 2012/07/01.