(R)-2-(Oxiran-2-ylmethoxy)benzonitrile

Base Information

• Chemical Name: (R)-2-(Oxiran-2-ylmethoxy)benzonitrile
• CAS No.: 93744-17-3
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40504572
• Nikkaji Number: J3.317.596E
• Mol file: 93744-17-3.mol

Synonyms:(R)-2-(OXIRAN-2-YLMETHOXY)BENZONITRILE;93744-17-3;2-[[(2R)-oxiran-2-yl]methoxy]benzonitrile;2-{[(2R)-Oxiran-2-yl]methoxy}benzonitrile;SCHEMBL4302248;DTXSID40504572;MFCD08752551;AKOS006290036;2-[(2R)-2-oxiranylmethoxy]benzonitrile

Chemical Property of (R)-2-(Oxiran-2-ylmethoxy)benzonitrile

Chemical Property:

• PSA: 45.55000
• LogP: 1.33588
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

(R)-2-(OXIRAN-2-YLMETHOXY)BENZONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=CC=C2C#N
• Isomeric SMILES: C1[C@@H](O1)COC2=CC=CC=C2C#N

Technology Process of (R)-2-(Oxiran-2-ylmethoxy)benzonitrile

There total 8 articles about (R)-2-(Oxiran-2-ylmethoxy)benzonitrile 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: 86.0%

salicylonitrile (611-20-1) + (2R)-glycidyl 4-nitrobenzenesulfonate (123750-60-7,118629-64-4) → (R)-(-)-3-(2-cyanophenoxy)-1,2-epoxypropane (93744-17-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jm900563e

Reference yield: 85.0%

salicylonitrile (611-20-1) + (R)-glycidyl nosylate (115314-14-2,115314-17-5) → (R)-(-)-3-(2-cyanophenoxy)-1,2-epoxypropane (93744-17-3)

Guidance literature:

With potassium carbonate; In butanone; Heating;

DOI:10.1002/jlcr.965 DOI:10.1002/jlcr.1037

Reference yield: 80.0%

salicylonitrile (611-20-1) + (R)-(-)-epichlorohydrin (51594-55-9,24969-06-0,13403-37-7) → (S)-(+)-3-(2-cyanophenoxy)-1,2-epoxypropane (93744-18-4) + (R)-(-)-3-(2-cyanophenoxy)-1,2-epoxypropane (93744-17-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Reflux;

DOI:10.1055/s-0033-1340465

upstream raw materials:

(S)-(+)-2-acetyloxy-1-bromo-3-(2-cyanophenoxy)propane

salicylonitrile

(R)-glycidyl nosylate

(S)-(+)-4-(2-cyanophenoxy)methyl-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

(R)-1-(2-cyanophenoxy)-2-hydroxy-3-tert-butylamino-propane

(S)-1-(2-cyanophenoxy)-2-hydroxy-3-tert-butylamino-propane

(R)-(+)-1-<2-<3-(2-cyanophenoxy)-2-hydroxypropyl>aminoethyl>-2,4-dioxo-3-phenyl-1H,3H-imidazolidine

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