2-(Morpholin-4-yl)propanenitrile

Base Information

• Chemical Name: 2-(Morpholin-4-yl)propanenitrile
• CAS No.: 3626-56-0
• Molecular Formula: C7H12N2O
• Molecular Weight: 140.185
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90957650
• Nikkaji Number: J53.707A
• ChEMBL ID: CHEMBL4539463
• Mol file: 3626-56-0.mol

Synonyms:2-(morpholin-4-yl)propanenitrile;3626-56-0;alpha-Methyl-4-morpholineacetonitrile;2-morpholin-4-ylpropanenitrile;Wyandotte W-24;ENT 25,767;4-Morpholineacetonitrile, alpha-methyl-;BRN 0114873;W-24;AI3-25767;Morpholinopropionitril;SCHEMBL65393;4-27-00-00331 (Beilstein Handbook Reference);2-(4-morpholinyl)propanenitrile;CHEMBL4539463;DTXSID90957650;AKOS008953145;FT-0713650;EN300-115928

Chemical Property of 2-(Morpholin-4-yl)propanenitrile

Chemical Property:

• Vapor Pressure: 0.0818mmHg at 25°C
• Boiling Point: 226.4°Cat760mmHg
• Flash Point: 90.7°C
• PSA: 36.26000
• Density: 1.045g/cm³
• LogP: 0.16858
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.094963011
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

98% ^*data from raw suppliers

2-(morpholin-4-yl)propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C#N)N1CCOCC1

Technology Process of 2-(Morpholin-4-yl)propanenitrile

There total 4 articles about 2-(Morpholin-4-yl)propanenitrile 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: 38.0%

N-ethylmorpholine; (100-74-3) + potassium cyanide → 2-morpholinopropanenitrile (3626-56-0) + 4-ethylmorpholine-3-carbonitrile

Guidance literature:

With 2-Picolinic acid; iron(III) chloride; tert-Butyl peroxybenzoate; 18-crown-6 ether; In acetonitrile; at 50 ℃; for 48h;

DOI:10.1021/acs.joc.0c02642

Reference yield: 30.0%

N-ethylmorpholine; (100-74-3) + sodium cyanide (773837-37-9) → 2-morpholinopropanenitrile (3626-56-0) + 4-ethylmorpholine-3-carbonitrile

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; acetic acid; In acetonitrile; at 20 ℃; for 24h; Irradiation; Sealed tube;

DOI:10.1021/acs.joc.8b01700

Reference yield:

potassium cyanide (151-50-8) + acetaldehyde (75-07-0,9002-91-9) → 2-morpholinopropanenitrile (3626-56-0)

Guidance literature:

DOI:10.1021/ja01580a032 DOI:10.1021/ja01162a600

upstream raw materials:

morpholine

sodium cyanide

potassium cyanide

acetaldehyde

Downstream raw materials:

4-(1-phenylethyl)morpholine

2-(morpholin-4-yl)-1-phenylpropan-1-one

3-morpholin-4-yl-1-phenyl-butan-2-one

N-ethylmorpholine;

Refernces

• 1、 Yilmaz, Ozgur,Oderinde, Martins S.,Emmert, Marion H.. "Photoredox-Catalyzed Cα-H Cyanation of Unactivated Secondary and Tertiary Aliphatic Amines: Late-Stage Functionalization and Mechanistic Studies". . p. 11089 - 11100. Retrieved 2018/09/12.