(R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE

Base Information

• Chemical Name: (R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE
• CAS No.: 126641-88-1
• Molecular Formula: C12H13 N O2
• Molecular Weight: 203.241
• Hs Code.: 2926909090
• Mol file: 126641-88-1.mol

Synonyms:Benzenebutanenitrile,a-(acetyloxy)-, (R)-;(R)-2-Acetoxy-4-phenylbutanenitrile

Chemical Property of (R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE

Chemical Property:

• Vapor Pressure: 3.54E-05mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 353.6°Cat760mmHg
• Flash Point: 168.9°C
• PSA: 50.09000
• Density: 1.095g/cm³
• LogP: 2.07448

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE

There total 13 articles about (R)-(+)-2-ACETOXY-4-PHENYLBUTYRONITRILE 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: 91.0%

Acetic acid (R)-1-carbamoyl-3-phenyl-propyl ester → (R)-(+)-acetoxy-4-phenyl-butanenitrile (126641-88-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1016/S0040-4020(02)00304-6

Reference yield: 79.0%

3-phenyl-propionaldehyde (104-53-0) + potassium cyanide (151-50-8) + acetic anhydride (108-24-7) → (R)-(+)-acetoxy-4-phenyl-butanenitrile (126641-88-1)

Guidance literature:

With tert-butyl alcohol; titanium salen complex; In dichloromethane; at -42 ℃; for 7h; Product distribution / selectivity;

Reference yield: 39.0%

vinyl acetate (108-05-4,9003-20-7) + 2-hydroxy-4-phenylbutanenitrile (121054-03-3) → (R)-2-hydroxy-4-phenylbutanenitrile (120999-41-9) + (R)-(+)-acetoxy-4-phenyl-butanenitrile (126641-88-1) + (S)-2-acetyloxy-4-phenylbutanenitrile (123356-14-9)

Guidance literature:

lipoprotein lipase from Pseudomonas species (PSL, from Amano company); In dichloromethane; at 28 ℃; for 156h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)99613-8

upstream raw materials:

vinyl acetate

2-hydroxy-4-phenylbutanenitrile

acetic anhydride

3-phenyl-propionaldehyde

Refernces

• 1、 Delville, Marille M. E.,Koch, Kaspar,Van Hest, Jan C. M.,Rutjes, Floris P. J. T.. "Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives". supporting information. p. 1634 - 1638. Retrieved 2015/03/05.
• 2、 Khan, Noor-Ul H.,Sadhukhan, Arghya,Maity, Nabin C.,Kureshy, Rukhsana I.,Abdi, Sayed H.R.,Saravanan,Bajaj, Hari C.. "Enantioselective O-acetylcyanation/cyanoformylation of aldehydes using catalysts with built-in crown ether-like motif in chiral macrocyclic V(V) salen complexes". experimental part. p. 7073 - 7080. Retrieved 2011/10/07.