Benzyl-2,3,4,5,6-d5 cyanide

Base Information

• Chemical Name: Benzyl-2,3,4,5,6-d5 cyanide
• CAS No.: 70026-36-7
• Molecular Formula: C8H2D5N
• Molecular Weight: 122.111
• European Community (EC) Number: 662-933-5
• DSSTox Substance ID: DTXSID20437394
• Wikidata: Q82252885
• Mol file: 70026-36-7.mol

Synonyms:70026-36-7;Benzyl-2,3,4,5,6-d5 cyanide;PHENYL-D5-ACETONITRILE;2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile;Benzeneacetonitrile-d5;Benzeneacetonitrile D5;SCHEMBL1332307;DTXSID20437394;Benzyl-2,3,4,5,6- d5-cyanide;MFCD01317462;CS-T-48634;Benzyl-2,3,4,5,6-d5 cyanide, >=98 atom % D, >=98% (CP)

Chemical Property of Benzyl-2,3,4,5,6-d5 cyanide

Chemical Property:

• Melting Point: −24 °C(lit.)
• Refractive Index: n20/D 1.521(lit.)
• Boiling Point: 233-234 °C(lit.)
• Flash Point: 215 °F
• PSA: 23.79000
• Density: 1.059 g/mL at 25 °C(lit.)
• LogP: 1.75268
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 122.089232957
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

99% ^*data from raw suppliers

Benzeneacetonitrile-d5 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,T+
• Statements: 23/24/25-36/38-26-24-22
• Safety Statements: 26-36/37/39-45-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC#N
• Isomeric SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])CC#N)[2H])[2H]
• Uses: Labelled Benzeneacetonitrile. A volatile compound released from apple trees infested with Light brown apple moth larvae.

Technology Process of Benzyl-2,3,4,5,6-d5 cyanide

There total 6 articles about Benzyl-2,3,4,5,6-d5 cyanide 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: 97.0%

L-(δ1,δ2,ε1,ε2,ζ-2H5)-phenylalanine (56253-90-8,362049-55-6,54793-54-3) → 2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile (70026-36-7)

Guidance literature:

With pyridine; trichloroisocyanuric acid; In methanol; at 20 ℃; for 0.5h;

DOI:10.1002/jlcr.3591

Reference yield: 61.0%

perdeuteriobenzyl bromide (35656-93-0) + sodium cyanide (143-33-9,25596-52-5) → 2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile (70026-36-7)

Guidance literature:

In ethylene glycol; at 110 ℃;

Reference yield:

2,3,4,5,6-pentadeuteriumbenzeneboronic acid (215527-70-1) + cyanomethyl bromide (590-17-0) → 2-(2,3,4,5,6-pentadeuteriophenyl)acetonitrile (70026-36-7)

Guidance literature:

With potassium phosphate; nickel(II) acetylacetonate; triphenylphosphine; In toluene; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.5b00307

upstream raw materials:

perdeuteriobenzyl bromide

sodium cyanide

5>Benzylchlorid

potassium cyanide

Downstream raw materials:

C₁₀H₆⁽²⁾H₅N

[2,3,4,5,6‐D₅]phenylethyl isothiocyanate

phenyl-d5 acetic chloride

Refernces

• 1、 Pedras, M. Soledade C.,To, Q. Huy. "Synthesis of stable isotope-labeled nasturlexins and potential precursors to probe biosynthetic pathways of cruciferous phytoalexins". . p. 94 - 106. Retrieved 2018/02/09.
• 2、 Turro, Nicholas J.,Lei, Xue-Gong,Jockusch, Steffen,Li, Wei,Liu, Zhiqiang,Abrams, Lloyd,Ottaviani, M. Francesca. "EPR investigation of persistent radicals produced from the photolysis of dibenzyl ketones adsorbed on ZSM-5 zeolites". . p. 2606 - 2618. Retrieved 2007/10/03.