1,1-Dicyanoethyl acetate

Base Information

• Chemical Name: 1,1-Dicyanoethyl acetate
• CAS No.: 7790-01-4
• Molecular Formula: C6H6 N2 O2
• Molecular Weight: 138.126
• European Community (EC) Number: 232-195-5
• NSC Number: 6394
• UNII: 3C44AJ00CS
• DSSTox Substance ID: DTXSID10228531
• Nikkaji Number: J130.118G
• Wikidata: Q27257021
• Mol file: 7790-01-4.mol

Synonyms:1,1-Dicyanoethyl acetate;2-Acetoxyisosuccinodinitrile;7790-01-4;Propanedinitrile, (acetyloxy)methyl-;1-Acetoxy-1,1-dicyanoethane;Methylacetoxymalonitrile;1-Acetoxxy-1,1-dicyanoethane;alpha,alpha-Dicyanoethyl acetate;Methylacetoxymalononitrile;TARTRONONITRILE, METHYL-, ACETATE (ester);Acetic acid 1,1-dicyanoethyl ester;NSC 6394;.alpha.,.alpha.-Dicyanoethyl acetate;3C44AJ00CS;(Acetyloxy)methylpropanedinitrile;Malononitrile, hydroxymethyl-, acetate (ester);NSC-6394;EINECS 232-195-5;1,1-Dikyanethylester kyseliny octove;BRN 1763912;AI3-24628;Propanedinitrile, 2-(acetyloxy)-2-methyl-;1,1-Dikyanethylester kyseliny octove [Czech];1,1-Dicyanoethylacetate;UNII-3C44AJ00CS;WLN: NCX1&CN&OV1;Malononitrile, acetate (ester);SCHEMBL6155938;Tartrononitrile, acetate (ester);DTXSID10228531;NSC6394;2-Acetyloxy-2-methylmalononitrile;Tartrononitrile, methyl-, acetate;alpha , alpha -Dicyanoethyl acetate;AKOS015913727;alpha,alpha-Dicyanoethyl acetate, 98%;LS-148592;FT-0690775;4-03-00-01143 (Beilstein Handbook Reference);Q27257021;1-ACETOXY-1,1-DICYANOETHANE 2-ACETOXY-2-METHYLMALONONITRILE

Chemical Property of 1,1-Dicyanoethyl acetate

Chemical Property:

• Vapor Pressure: 0.0288mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 245.4°C at 760 mmHg
• Flash Point: 103.4°C
• PSA: 73.88000
• Density: 1.171g/cm³
• LogP: 0.35536
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

α,α-Dicyanoethyl acetate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1763912
• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC(C)(C#N)C#N
• Uses: 1,1-DICYANOETHYL ACETATE may be used as a selective N -acetylation agent. α,α-Dicyanoethyl acetate may be used as a selective N-acetylation agent.

Technology Process of 1,1-Dicyanoethyl acetate

There total 21 articles about 1,1-Dicyanoethyl acetate 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: 96.0%

bis(dimethylamino)malononitrile (63442-64-8) + acetyl chloride (75-36-5) → Acetyl cyanide (631-57-2) + 1,1-dicyanoethyl acetate (7790-01-4) + Cyan-N,N,N',N'-tetramethylformamidinium-chlorid (70976-82-8)

Guidance literature:

In diethyl ether; for 6h; Ambient temperature;

Reference yield: 96.0%

bis(dimethylamino)malononitrile (63442-64-8) → Acetyl cyanide (631-57-2) + 1,1-dicyanoethyl acetate (7790-01-4) + Cyan-N,N,N',N'-tetramethylformamidinium-chlorid (70976-82-8)

Guidance literature:

With acetyl chloride; In diethyl ether; for 6h; Product distribution; Ambient temperature; further acyl chlorides;

Reference yield: 93.3%

tri-n-butyltin cyanide (2179-92-2) + acetyl chloride (75-36-5) → 1,1-dicyanoethyl acetate (7790-01-4)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0833333h;

DOI:10.1016/0040-4039(80)88008-7

upstream raw materials:

pyridine

Ketene

diethyl ether

hydrogen cyanide

Downstream raw materials:

acetamide

2-hydroxy-2-methylpropanedioic acid

hydrogen cyanide

ammonia

Refernces

• 1、 Kantlehner, Willi,Greiner, Ulrich. "Ortho Amides, XLVI. - Contributions to the Chemistry of Bis(dialkylamino)malononitriles". . p. 965 - 973. Retrieved 2007/10/02.