1,3-Dioxolane, 2-dicyanomethylene-

Base Information

• Chemical Name: 1,3-Dioxolane, 2-dicyanomethylene-
• CAS No.: 5694-65-5
• Molecular Formula: C6H4 N2 O2
• Molecular Weight: 136.11
• NSC Number: 64830
• DSSTox Substance ID: DTXSID90205481
• Nikkaji Number: J42.128F
• Wikidata: Q83079071
• Mol file: 5694-65-5.mol

Synonyms:5694-65-5;Dicyanoketene ethylene acetal;1,3-DIOXOLANE, 2-DICYANOMETHYLENE-;2-(1,3-dioxolan-2-ylidene)propanedinitrile;2-(1,3-dioxolan-2-ylidene)malononitrile;NSC 64830;1,3-Dioxolane-delta(sup2),alpha-malononitrile;1,3-Dioxolane-delta(sup 2),alpha-malononitrile;1,3-Dioxolane-delta2,alpha-malononitrile;Propanedinitrile, 1,3-dioxol-2-ylidene-;NSC64830;DCKEA;1,.alpha.-malononitrile;1, 2-dicyanomethylene-;NCIOpen2_000260;WLN: T5OYOTJ BUYCN&CN;SCHEMBL20500086;PWPZBDNODBHUSS-UHFFFAOYSA-;DTXSID90205481;NSC-64830;AKOS000142235;LS-62532;FT-0656624;1,3-Dioxolane-.delta.2,.alpha.-malononitrile;2-([1,3]dioxolan-2-ylidene)-propanedinitrile;A831248

Chemical Property of 1,3-Dioxolane, 2-dicyanomethylene-

Chemical Property:

• Vapor Pressure: 0.946mmHg at 25°C
• Melting Point: 113-114 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 179.3°Cat760mmHg
• Flash Point: 69.1°C
• PSA: 66.04000
• Density: 1.368g/cm³
• LogP: 0.29196
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 136.027277375
• Heavy Atom Count: 10
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

DICYANOKETENE ETHYLENE ACETAL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=C(C#N)C#N)O1

Technology Process of 1,3-Dioxolane, 2-dicyanomethylene-

There total 3 articles about 1,3-Dioxolane, 2-dicyanomethylene- 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: 53.4%

2-Chloroethyl chloroformate (627-11-2) + malononitrile (109-77-3) → 2-(1,3-dioxolan-2-ylidene)malononitrile (5694-65-5)

Guidance literature:

malononitrile; With sodium hydroxide; In acetonitrile; at 25 ℃; for 2h; Inert atmosphere;

2-Chloroethyl chloroformate; In acetonitrile; at 0 - 90 ℃; for 16h;

Reference yield:

ethylene glycol (107-21-1) + ethenetetracarbonitrile (670-54-2) → 2-(1,3-dioxolan-2-ylidene)malononitrile (5694-65-5)

Guidance literature:

With urea;

DOI:10.1021/ja01544a054

Reference yield:

→ 2-(1,3-dioxolan-2-ylidene)malononitrile (5694-65-5)

Guidance literature:

Tetracyanaethylen, Aethylenglykol, Harnstoff (100grad);

upstream raw materials:

ethylene glycol

ethenetetracarbonitrile

2-Chloroethyl chloroformate

malononitrile

Downstream raw materials:

4-amino-5-cyano-2-dimethylamino-6-ethoxypyrimidine

[amino-(2-hydroxy-ethoxy)-methylene]-malononitrile

5-amino-3-(2-hydroxy-ethoxy)-isoxazole-4-carbonitrile

2-(cyan-(3'-(4''-methoxy)phenyl-1',2',4'-oxadiazole-5'-yl))methylen-1,3-dioxolane

Refernces

• 1、 Janetka, James W.,Hopper, Allen T.,Yang, Ziping,Barks, Jennifer,Dhason, Mary Savari,Wang, Qiuling,Sibley, L. David. "Optimizing Pyrazolopyrimidine Inhibitors of Calcium Dependent Protein Kinase 1 for Treatment of Acute and Chronic Toxoplasmosis". supporting information. p. 6144 - 6163. Retrieved 2020/07/10.
• 2、 -. "CDPK1 INHIBITORS, COMPOSITIONS AND METHODS RELATED THERETO". Page/Page column 28; 47. . Retrieved 2018/10/19.