4,4-Diethoxybutanenitrile

Base Information

• Chemical Name: 4,4-Diethoxybutanenitrile
• CAS No.: 18381-45-8
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• Hs Code.: 2926909090
• European Community (EC) Number: 242-263-6
• DSSTox Substance ID: DTXSID20171483
• Nikkaji Number: J121.905G
• Wikidata: Q83041555
• Mol file: 18381-45-8.mol

Synonyms:4,4-Diethoxybutanenitrile;18381-45-8;3-Cyanopropionaldehyde diethyl acetal;3-cyano propionaldehyde diethyl acetal;Butanenitrile, 4,4-diethoxy-;EINECS 242-263-6;4,4-diethoxybutyronitrile;3-cyanopropanal diethylacetal;4,4-Diethoxybutanenitrile #;SCHEMBL562211;3-cyanopropanal diethyl acetal;DTXSID20171483;3-Cyano propanaldehyde diethylacetal;MFCD00001965;AKOS015916420;BP-31124;BS-23107;Propionaldehyde, 3-cyano-, diethyl acetal;3-Cyanopropionaldehyde diethyl acetal, 98%;FT-0637683;EN300-211950;A812819;J-011780;183851-45-8

Chemical Property of 4,4-Diethoxybutanenitrile

Chemical Property:

• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 235.9 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 42.25000
• Density: 0.94 g/cm³
• LogP: 1.68928
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Cyanopropionaldehyde diethyl acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(CCC#N)OCC
• Uses: 3-Cyanopropionaldehyde Diethyl Acetal is used in the preparation of indole cPLA2α inhibitors. 3-Cyanopropionaldehyde diethyl acetal was used as starting reagent in the synthesis of methyl 2-(3,3-diethoxypropyl)-5-methoxyoxazole-4-carboxylate and tert-butyl 2-(3,3-diethoxypropyl)-5-tert-butoxyoxazole-4-carboxylate. It was also used in the synthesis of spermidine derivatives.

Technology Process of 4,4-Diethoxybutanenitrile

There total 5 articles about 4,4-Diethoxybutanenitrile 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: 94.0%

sodium cyanide (773837-37-9) + 3-chloro-1,1-diethoxy-propane (35573-93-4) → 4,4-diethoxybutanenitrile (18381-45-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In dimethyl sulfoxide; at 50 ℃; for 15h;

Reference yield:

3-chloro-1,1-diethoxy-propane (35573-93-4) + potassium cyanide (151-50-8) → 4,4-diethoxybutanenitrile (18381-45-8)

Guidance literature:

With ethanol; glycerol; at 115 - 120 ℃; unter Druck;

Reference yield:

3-chloro-1,1-diethoxy-propane (35573-93-4) + sodium cyanide (143-33-9,25596-52-5) → 4,4-diethoxybutanenitrile (18381-45-8)

Guidance literature:

With methanol; potassium iodide; at 120 ℃;

upstream raw materials:

3-chloro-1,1-diethoxy-propane

sodium cyanide

potassium cyanide

3-bromopropinaldehyde diethyl acetal

Downstream raw materials:

4-amino-4-phenyl-butyraldehyde diethylacetal

indole-3-acetonitrile

4-oxobutanenitrile

4-aminobutyrylaldehyde diethylacetal

Refernces

• 1、 Wang, Lihong,Prabhudas, Bodhuri,Clive, Derrick L. J.. "Formation of carbocycles by intramolecular conjugate displacement: Scopeand mechanistic insights". supporting information; experimental part. p. 6003 - 6012. Retrieved 2009/09/25.