Pentanedinitrile, 3-(phenylmethoxy)-

Base Information

• Chemical Name: Pentanedinitrile, 3-(phenylmethoxy)-
• CAS No.: 138145-57-0
• Molecular Formula: C12H12N2O
• Molecular Weight: 200.23600
• DSSTox Substance ID: DTXSID60455794
• Nikkaji Number: J756.277B
• Mol file: 138145-57-0.mol

Synonyms:3-(Benzyloxy)glutaronitrile;Pentanedinitrile, 3-(phenylmethoxy)-;138145-57-0;DTXSID60455794

Chemical Property of Pentanedinitrile, 3-(phenylmethoxy)-

Chemical Property:

• PSA: 56.81000
• LogP: 2.39916
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 200.094963011
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(CC#N)CC#N

Technology Process of Pentanedinitrile, 3-(phenylmethoxy)-

There total 2 articles about Pentanedinitrile, 3-(phenylmethoxy)- 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: 70.0%

oct-1-en-3-yn-2-ylbenzene (886433-28-9) + trimethylsilyl cyanide (7677-24-9) + C19H18O3 → C26H28N2O + 3-O-(benzyl)-glutaronitrile (138145-57-0)

Guidance literature:

With [2,2]bipyridinyl; d⁽⁴⁾-methanol; copper(I) bromide; In N,N-dimethyl-formamide; at 25 ℃; for 16h;

DOI:10.1021/acscatal.1c02140

Reference yield: 41.0%

3-hydroxyglutaronitrile (13880-89-2) + benzyl bromide (100-39-0) → 3-O-(benzyl)-glutaronitrile (138145-57-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/0040-4039(96)01259-2

Reference yield: 73.0%

3-O-(benzyl)-glutaronitrile (138145-57-0) → (S)-(+)-3-O-(benzyl)-4-cyanobutanoic acid (138145-60-5) + (R)-(-)-methyl-(3-O--4-cyano)-butanoate (138145-60-5,147963-52-8)

Guidance literature:

at 30 ℃; for 48h; Title compound not separated from byproducts; Rhodococcus sp. (SP 361), pH 7;

DOI:10.1016/S0957-4166(00)80215-3

upstream raw materials:

3-hydroxyglutaronitrile

benzyl bromide

oct-1-en-3-yn-2-ylbenzene

trimethylsilyl cyanide

Downstream raw materials:

(S)-(+)-3-O-(benzyl)-4-cyanobutanoic acid

(R)-(-)-methyl-(3-O--4-cyano)-butanoate

(S)-(+)-methyl-(3-O--4-cyano)-butanoate

(S)-4-Benzyloxy-piperidin-2-one