Dimethylcyanamide

Base Information

• Chemical Name: Dimethylcyanamide
• CAS No.: 1467-79-4
• Molecular Formula: C3H6 N2
• Molecular Weight: 70.094
• Hs Code.: 2926909090
• European Community (EC) Number: 215-991-7
• NSC Number: 7765
• UN Number: 2810
• UNII: 6P25IPQ8GN
• DSSTox Substance ID: DTXSID9025116
• Nikkaji Number: J33.545B
• Wikidata: Q21099095
• Mol file: 1467-79-4.mol

Synonyms:dimethylcyanamide

Chemical Property of Dimethylcyanamide

Chemical Property:

• Appearance/Colour: CLEAR COLORLESS TO YELLOWISH LIQUID
• Vapor Pressure: 2.06mmHg at 25°C
• Melting Point: -41oC
• Refractive Index: n20/D 1.41(lit.)
• Boiling Point: 163.5°Cat760mmHg
• PKA: -4.76±0.70(Predicted)
• Flash Point: 58.3°C
• PSA: 27.03000
• Density: 0.89g/cm³
• LogP: 0.02908
• Storage Temp.: 0-10°C
• Solubility.: Chloroform (Sparingly), Hexane (Slightly)
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 70.053098200
• Heavy Atom Count: 5
• Complexity: 56.5
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Dimethylcyanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,F
• Statements: 23/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Cyanamides
• Canonical SMILES: CN(C)C#N
• Uses: Dimethylcyanamide in the presence of tetrachlorosilane and zinc chloride is used as a promoter for one-pot, three component synthesis of a novel series of 1,3-oxazines. Being a dialkylcyanamide, it has been proved to be a more reactive substrate toward metal-mediated nucleophilic addition than alkylcyanides.

Technology Process of Dimethylcyanamide

There total 75 articles about Dimethylcyanamide 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%

((CO)NiNCN(CH3)2)2 → nickel (7440-02-0) + NCNMe2 (1467-79-4)

Guidance literature:

byproducts: CO; thermal dissociation in high vacuum;

Reference yield: 72.0%

bromocyane (506-68-3) + N,N-dimethyl-2-propen-1-amine (2155-94-4) → NCNMe2 (1467-79-4)

Guidance literature:

In dichloromethane; at 28 ℃; for 24h; Inert atmosphere;

Reference yield: 72.0%

2-dimethylamino-acetamide (6318-44-1) → NCNMe2 (1467-79-4)

Guidance literature:

With tetraethylammonium bromide; In acetonitrile; at 60 ℃; for 0.416667h;

DOI:10.1055/s-2007-991093

upstream raw materials:

diethyl ether

bromocyane

bis-(dimethylamino)methane

1-(2-chlorophenyl)-N,N-dimethylmethanamine

Downstream raw materials:

chloro-methyl-silane

asterubine

3-(4-methoxy-benzylidenamino)-1,1-dimethyl-biguanide

N,N,O-trimethyl-isourea

Refernces

Novel access to azaphosphiridine complexes and first applications using Bronsted acid-induced ring expansion reactions

10.1039/b922166b

The research focuses on the synthesis and application of azaphosphiridine complexes, specifically exploring novel access to these complexes and their first applications in Br?nsted acid-induced ring expansion reactions. The study utilizes reactants such as 2H-azaphosphirene complex 1, N-methyl C-aryl imines 2a-e, and transient Li/Cl phosphinidenoid complex 5, which are subjected to thermal group transfer reactions or reactions with dichloro(organo)phosphane complex 4. The experiments involve the synthesis of azaphosphiridine complexes 3a-e and their subsequent reactions with trifluoromethane sulfonic acid and dimethyl cyanamide, leading to the formation of 1,3,4-diazaphosphol-2-ene complexes 8a,d. The analysis of the products and intermediates is conducted using a variety of techniques including multinuclear NMR spectroscopy, IR and UV/Vis spectroscopy, mass spectrometry (MS), and single-crystal X-ray crystallography for complexes 3b-d, 8a, and 8d. Additionally, DFT studies are presented to provide insights into the reaction mechanisms and compliance constants of the model complex of 6a.