3-Isopropoxypropanenitrile

Base Information

• Chemical Name: 3-Isopropoxypropanenitrile
• CAS No.: 110-47-4
• Deprecated CAS: 5329-93-1
• Molecular Formula: C6H11NO
• Molecular Weight: 113.159
• Hs Code.: 2926909090
• European Community (EC) Number: 203-771-3
• UNII: NQ9G6S48X9
• DSSTox Substance ID: DTXSID4059388
• Nikkaji Number: J193.584D
• Wikidata: Q81988773
• ChEMBL ID: CHEMBL4516778
• Mol file: 110-47-4.mol

Synonyms:3-Isopropoxypropanenitrile;110-47-4;3-Isopropoxypropionitrile;3-propan-2-yloxypropanenitrile;beta-Isopropoxypropionitrile;3-Isopropoxypropiononitrile;Propanenitrile, 3-(1-methylethoxy)-;3-(propan-2-yloxy)propanenitrile;Beta-iso-propoxypropionitrile;Propionitrile, 3-isopropoxy-;NQ9G6S48X9;EINECS 203-771-3;AI3-17772;3-Isopropoxypropanitrile;UNII-NQ9G6S48X9;3-Isopropoxypropanenitrile #;.beta.-Isopropoxypropionitrile;SCHEMBL641736;CHEMBL4516778;DTXSID4059388;BCP22590;AKOS000168326;3-(1-METHYLETHOXY)PROPANENITRILE;BB 0254963;CS-0223307;FT-0631615;A21080;EN300-114705;W-109405;Z317037874

Chemical Property of 3-Isopropoxypropanenitrile

Chemical Property:

• Vapor Pressure: 0.61mmHg at 25°C
• Refractive Index: 1.4089 (589.3 nm 20℃)
• Boiling Point: 188.1 °C at 760 mmHg
• Flash Point: 75.1 °C
• PSA: 33.02000
• Density: 0.886 g/cm³
• LogP: 1.32508
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 89.9

Purity/Quality:

98% ^*data from raw suppliers

3-Isopropoxypropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OCCC#N

Technology Process of 3-Isopropoxypropanenitrile

There total 5 articles about 3-Isopropoxypropanenitrile 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: 95.0%

acrylonitrile (107-13-1,25014-41-9) + isopropyl alcohol (67-63-0,8013-70-5) → 3-(propan-2-yloxy)propanonitrile (110-47-4,5329-93-1)

Guidance literature:

With C₁₉H₃₃N₂OPRu; at 20 ℃; for 17h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201412110

Reference yield: 2.2%

acrylonitrile (107-13-1,25014-41-9) + isopropyl alcohol (67-63-0,8013-70-5) → 3-(propan-2-yloxy)propanonitrile (110-47-4,5329-93-1) + 3-Isopropyloxy-2,2-dichloro-propionsaeure-isopropylester (27579-26-6) + 2,2-Dichloro-3-isopropoxy-propionamide

Guidance literature:

With tetrachloromethane; sodium hydroxide; tetrabutylammomium bromide; at 35 ℃; for 3h;

Reference yield:

3-Isopropoxy-propylamin (2906-12-9) → 3-(propan-2-yloxy)propanonitrile (110-47-4,5329-93-1)

Guidance literature:

With copper(l) iodide; oxygen; In dichloromethane; at 20 ℃; for 6h; under 760.051 Torr; Sealed tube;

DOI:10.1002/anie.201609255

upstream raw materials:

acrylonitrile

isopropyl alcohol

but-3-enenitrile

3-Isopropoxy-propylamin

Downstream raw materials:

2-(3-Fluoro-phenoxy)-N-(3-isopropoxy-propyl)-acetamide

2-(4-Bromo-phenoxy)-N-(3-isopropoxy-propyl)-acetamide

N-<3'-(isopropoxypropyl)>-2-(p-chlorophenoxy)-acetamide

2-(2-Chloro-phenoxy)-N-(3-isopropoxy-propyl)-acetamide

Refernces

• 1、 Valente, Jaime S.,Pfeiffer, Heriberto,Lima, Enrique,Prince, Julia,Flores, Jorge. "Cyanoethylation of alcohols by activated Mg-Al layered double hydroxides: Influence of rehydration conditions and Mg/Al molar ratio on Broensted basicity". . p. 196 - 204. Retrieved 2011.
• 2、 Tamura, Masazumi,Kishi, Ryota,Nakayama, Akira,Nakagawa, Yoshinao,Hasegawa, Jun-Ya,Tomishige, Keiichi. "Formation of a New, Strongly Basic Nitrogen Anion by Metal Oxide Modification". . p. 11857 - 11867. Retrieved 2017.
• 3、 Kumbhar, Pramod S.,Sanchez-Valente, Jaime,Figueras, Francois. "Modified Mg-Al hydrotalcite: A highly active heterogeneous base catalyst for cyanoethylation of alcohols". . p. 1091 - 1092. Retrieved 1998.
• 4、 Boese, A. Daniel,Fischer, Susanne M.,Renner, Simon,Slugovc, Christian. "Electron-rich triarylphosphines as nucleophilic catalysts for oxa-Michael reactions". supporting information. p. 1689 - 1697. Retrieved 2021/08/03.