o-Phenylenediacetonitrile

Base Information

• Chemical Name: o-Phenylenediacetonitrile
• CAS No.: 613-73-0
• Molecular Formula: C10H8 N2
• Molecular Weight: 156.187
• Hs Code.: 2926909090
• European Community (EC) Number: 210-351-3
• NSC Number: 5170
• UNII: FGS58Z5HPA
• DSSTox Substance ID: DTXSID00210203
• Nikkaji Number: J126.359E
• Wikidata: Q72444778
• Mol file: 613-73-0.mol

Synonyms:1,2-Phenylenediacetonitrile;613-73-0;o-Phenylenediacetonitrile;1,2-Bis(cyanomethyl)benzene;2-[2-(cyanomethyl)phenyl]acetonitrile;613-23-0;o-Xylylene dicyanide;o-Benzenediacetonitrile;1,2-Benzenediacetonitrile;2,2'-(1,2-Phenylene)diacetonitrile;o-Bis(cyanomethyl)benzene;MFCD00001905;FGS58Z5HPA;NSC-5170;EINECS 210-351-3;1 ,2-phenylenediacetonitrile;o-Xylylendicyanid;NSC5170;o-xylylenedicyanide;o-Xylylene Cyanide;UNII-FGS58Z5HPA;o-Phenylene diacetonitrile;alpha,alpha'-Dicyano-o-xylene;SCHEMBL1945874;2,2'-o-Phenylenediacetonitrile;DTXSID00210203;AMY13394;NSC 5170;BBL104229;STL558245;2,2'-benzene-1,2-diyldiacetonitrile;AKOS003388281;CS-W018007;PB47619;AC-22737;AS-11784;SY025677;FT-0606304;X0050;EN300-75165;Phthalic acetonitrile;A24726;W-105164;Z1171979160

Chemical Property of o-Phenylenediacetonitrile

Chemical Property:

• Appearance/Colour: white to yellow-beige crystals, crystalline
• Vapor Pressure: 0.000231mmHg at 25°C
• Melting Point: 58-61 ºC
• Refractive Index: 1.6057 (estimate)
• Boiling Point: 325.4°C at 760 mmHg
• Flash Point: 157.7°C
• PSA: 47.58000
• Density: 1.101g/cm³
• LogP: 1.81876
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 201

Purity/Quality:

99.9% ^*data from raw suppliers

1,2-Phenylenediacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC#N)CC#N
• Uses: 1,2-Phenylenediacetonitrile is used as API and intermediate.

Technology Process of o-Phenylenediacetonitrile

There total 8 articles about o-Phenylenediacetonitrile 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: 0.05%

phenylacetonitrile (140-29-4) + acetonitrile (75-05-8,26809-02-9) → 1,2-phenylenediacetonitrile (613-73-0)

Guidance literature:

for 3h; Irradiation;

DOI:10.1039/c3cc41068d

Reference yield:

sodium cyanide (773837-37-9) + α,α'-dibromo-o-xylene (91-13-4) → 1,2-phenylenediacetonitrile (613-73-0)

Guidance literature:

In ethanol; water; for 2h; Reflux;

Reference yield:

o-xylene (95-47-6) → 1,2-phenylenediacetonitrile (613-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / water / UV-irradiation

2: ethanol; water / 2 h / Reflux

With bromine; In ethanol; water;

upstream raw materials:

2-methylbenzyl bromide

tetraethylammoniumcyanide

α,α'-dibromo-o-xylene

potassium cyanide

Downstream raw materials:

phthalan-1,3-dione-bis-(4-dimethylamino-phenylimine)

7,12-dicyano-benzofluoranthene

2,3,4,5-tetrahydro-1H-3-benzazepine

2,2'-o-phenylene-bis-ethylamine

Refernces

• 1、 -. "PHENYLENE OXO-DIESTER PLASTICIZERS AND METHODS OF MAKING". . . Retrieved 2011/04/25.