2-Cyanobenzaldehyde

Base Information

• Chemical Name: 2-Cyanobenzaldehyde
• CAS No.: 7468-67-9
• Molecular Formula: C8H5NO
• Molecular Weight: 131.134
• Hs Code.: 29124990
• European Community (EC) Number: 628-601-9
• NSC Number: 400131
• DSSTox Substance ID: DTXSID80225653
• Nikkaji Number: J14.739G
• Wikidata: Q63399116
• ChEMBL ID: CHEMBL4469993
• Mol file: 7468-67-9.mol

Synonyms:2-Cyanobenzaldehyde;7468-67-9;2-Formylbenzonitrile;o-Cyanobenzaldehyde;Benzonitrile, 2-formyl-;cyanobenzaldehyde;MFCD00017503;2-cyano-benzaldehyde;2-formyl-benzonitrile;NSC 400131;2-Formylbenzonitrile #;2-Cyanobenzaldehyde, 98%;SCHEMBL98563;ORTHO-CYANOBENZALDEHYDE;CHEMBL4469993;DTXSID80225653;NSC400131;STL163938;AKOS000120661;AC-7338;CS-W004147;NSC-400131;PS-3641;SY005781;AM20060720;FT-0602754;EN300-22133;O10787;A838195;J-509204;Q63399116;Z147641756;InChI=1/C8H5NO/c9-5-7-3-1-2-4-8(7)6-10/h1-4,6

Chemical Property of 2-Cyanobenzaldehyde

Chemical Property:

• Appearance/Colour: white to orange to beige powder
• Vapor Pressure: 0.00289mmHg at 25°C
• Melting Point: 103-105 °C(lit.)
• Refractive Index: 1.552
• Boiling Point: 284.919 °C at 760 mmHg
• Flash Point: 126.115 °C
• PSA: 40.86000
• Density: 1.155 g/cm³
• LogP: 1.37078
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly, Sonicated), Chloroform (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 131.037113783
• Heavy Atom Count: 10
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

2-Cyanobenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)C#N
• Uses: This compound can act as a crosslinker to protein kinase, which is responsible for thousands of phosphorylation events in the phosphoproteome. 2-Cyanobenzaldehyde may be used:in the base-catalyzed one-pot synthesis of 3-substituted isoindolinonesin the synthesis of 3-oxo-2,3-dihydro-1H-isoindoles, via Baylis-Hillman reactionin the synthesis of 3-(N-substituted amino)-1-isoindolenones

Technology Process of 2-Cyanobenzaldehyde

There total 27 articles about 2-Cyanobenzaldehyde 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: 93.0%

2-(bromomethyl)benzonitrile (22115-41-9) → o-formylbenzonitrile (7468-67-9)

Guidance literature:

With dipotassium hydrogenphosphate; dimethyl selenoxide; In 1,2-dichloro-ethane; for 3h; Heating;

DOI:10.1055/s-1984-30956

Reference yield: 90.0%

2-(hydroxymethyl)benzenecorbonitrile (89942-45-0) → o-formylbenzonitrile (7468-67-9)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate; N-Phenylglycine; copper(ll) bromide; In water; for 2h; Reflux; Schlenk technique;

DOI:10.1055/s-0034-1380126

Reference yield: 85.0%

2-Cyanophenylboronic acid (138642-62-3) → o-formylbenzonitrile (7468-67-9)

Guidance literature:

With N,N-dimethyl-p-toluidine N-oxide; In dichloromethane; at 20 ℃; for 0.0166667h;

DOI:10.1021/ol301463c

upstream raw materials:

trans-3-(2-cyanophenyl)propenoic acid

2-(hydroxymethyl)benzenecorbonitrile

2-(dibromomethyl)benzonitrile

2-diacetoxymethyl-benzonitrile

Downstream raw materials:

3-p-toluidino-isoindolin-1-one

N-(2-cyanobenzylidene)-4-methoxyaniline

α,2-Dicyanozimtsaeurenitril

methyl 2-cyanobenzoate

Refernces

• 1、 Kumar, Kamlesh,Joshi, Penny,Rawat, Diwan S. "(±)-Camphor sulfonic acid assisted IBX based oxidation of 1° and 2° alcohols". . . Retrieved 2021/09/02.
• 2、 Yang, Mingyang,Xing, Zhimin,Fang, Bowen,Xie, Xingang,She, Xuegong. "Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes". supporting information. p. 288 - 291. Retrieved 2020/01/13.