617-83-4

Basic information

• Product Name: DIETHYLCYANAMIDE
• Synonyms: N,N-Diethylcyanamide;N-Cyanodiethylzmine;USAF ek-6326;usafek-6326;diethylkyanamide;DIETHYLCYANAMIDE, 99+%;(Diethylamino) cyanide;Diethylcarbamonitrile
• CAS NO: 617-83-4
• Molecular Formula: C₅H₁₀N₂
• Molecular Weight: 98.15
• EINECS: 210-532-7
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds;C1 to C5;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 617-83-4.mol
• Article Data: 21

Chemical Properties

• Melting Point: -80.6°C
• Boiling Point: 186-188 °C(lit.)
• Flash Point: 157 °F
• Appearance: White/Fine Crystalline Powder
• Density: 0.846 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.613mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• PKA: -4.27±0.70(Predicted)
• CAS DataBase Reference: DIETHYLCYANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYLCYANAMIDE(617-83-4)
• EPA Substance Registry System: DIETHYLCYANAMIDE(617-83-4)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3276 6.1/PG III
• WGK Germany: 3
• RTECS: GS6300000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 617-83-4(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Diethylcyanamide was used in the preparation of N,N′?substituted-5,5′?diamino-3,3′-bi-1,2,4-oxadiazoles.

General Description

Diethylcyanamide reacts with hexane solution of lithium diethylamide to yield lithium 1,1,3,3-tetraethylguanidinate.

InChI:InChI=1/C5H10N2/c1-3-7(4-2)5-6/h3-4H2,1-2H3

Upstream product

• 60-29-7 diethyl ether 
• 506-68-3 bromocyane 
• 2644-21-5 ethyl N,N-diethylglycinate 
• 859183-59-8 diethyl-cyclopent-2-enyl-amine 
• 20611-81-8 disodium cyanamide 
• 75-03-6 ethyl iodide 
• 634-95-7 N,N-diethylurea 
• 7204-46-8 1,1-diethylthiourea 
• 3010-02-4 diethylaminoacetonitrile 
• 506-78-5 cyanogen iodide 
• 109-89-7 diethylamine 
• 27640-12-6 N,N-diethyl-benzenepropanamine 
• 67-56-1 methanol 
• 74-96-4 ethyl bromide 

Downstream Products

• 13439-87-7 N,N,N',N'-tetraethyl-guanidine 
• 17813-57-9 N,N-diethyl-N'-phenylguanidine 
• 2073-31-6 N²,N²-diethyl-1,3,5-triazine-2,4,6-triamine 
• 51993-43-2 (1,1-dioxo-5-phenyl-1,2(6)-dihydro-1λ⁶-[1,2,4,6]thiatriazin-3-yl)-diethyl-amine 
• 1214-73-9 2-diethylamino-5-phenyl-oxazol-4-one 
• 71645-35-7 6-phenyl-2-diethylamino-4H-1,3-oxazin-4-one 
• 17459-44-8 dimethyl (diethylamino)ethylene-1,2-dicarboxylate 
• 109-89-7 diethylamine 
• 124-38-9 carbon dioxide 
• 7664-41-7 ammonia 
• 7461-77-0 4-amino-2-(N,N-diethylamino)quinazoline 
• 20611-80-7 potassium cyanamide 
• 464178-10-7 [PtC₆H₅(NCN(CH₂CH₃)2)(P(C₆H₅)3)2]⁽¹⁺⁾*B(C₆H₅)4^(1-)=[PtC₆H₅(NCN(CH₂CH₃)2)(P(C₆H₅)3)2]B(C₆H₅)4 
• 255718-83-3 trans-Mo(dinitrogen)(diethylcyanamide)(diphenylphosphinoethane)2 

Relevant articles and documents

Tris(3,5-dimethylpyrazolyl)methane copper(I) complexes featuring one disubstituted cyanamide ligand

The complexes [Cu{HC(3,5-Me2pz)3}(NCNR2)][BF4] (1–8; R2 = Me2 1, Et2 2, C5H10 3, C4H8O 4, C4H8 5, C3H

Synthesis of Cyanamides from Cyanogen Bromide under Mild Conditions through N-Cyanation of Allylic Tertiary Amines

Cyanamides were selectively formed through a one-step nucleophilic substitution reaction of allylic tertiary amines with cyanogen bromide. Because of the mild reaction conditions and good yields of the reaction, as well as the commercial availability of the starting materials, this new method represents a valuable tool for the synthesis of cyan-amides through an N-deallylation reaction and an N-cyanation reaction in one pot.

Iron(III) catalysed synthesis of unsymmetrical di and trisubstituted ureas - A variation of classical Ritter reaction

An application of the classical Ritter reaction for the synthesis of unsymmetrical di and trisubstituted ureas catalyzed by FeCl3 is described. The protocol is of significant interest in view of the easy availability of precursors, mild reaction conditions employed and interestingly its applicability for the alkylation of alcohols capable of forming stable carbocationic intermediates even to the sterically hindered moieties. The Royal Society of Chemistry 2012.