4-Cyanobenzamide

Base Information

• Chemical Name: 4-Cyanobenzamide
• CAS No.: 3034-34-2
• Molecular Formula: C8H6 N2 O
• Molecular Weight: 146.148
• Hs Code.: 29269095
• European Community (EC) Number: 221-223-1
• UNII: 3P9UG7V78S
• DSSTox Substance ID: DTXSID90184424
• Nikkaji Number: J29.493D
• Wikidata: Q27257855
• Mol file: 3034-34-2.mol

Synonyms:4-Cyanobenzamide;3034-34-2;p-Cyanobenzamide;Benzamide, 4-cyano-;Benzamide, p-cyano-;BRN 2043265;EINECS 221-223-1;UNII-3P9UG7V78S;3P9UG7V78S;MFCD00017133;4-Cyano-benzamide;4-09-00-03327 (Beilstein Handbook Reference);p-cyano benzamide;p-cyanobenzoic acid amide;Benzamide, p-cyano- (8CI);SCHEMBL322070;FUKWTMJZHKZKFA-UHFFFAOYSA-;DTXSID90184424;AKOS000198372;RS-1015;LS-26241;A5583;C1594;CS-0206293;FT-0618296;EN300-26980;Q27257855;Z33546655

Chemical Property of 4-Cyanobenzamide

Chemical Property:

• Appearance/Colour: Beige powder
• Melting Point: 227ºC
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 350.2 ºC at 760 mmHg
• PKA: 15.18±0.50(Predicted)
• Flash Point: 165.6 ºC
• PSA: 66.88000
• Density: 1.24 g/cm3
• LogP: 1.35748
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyanobenzamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C(=O)N

Technology Process of 4-Cyanobenzamide

There total 51 articles about 4-Cyanobenzamide 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: 98.0%

4-cyanobenzaldehyde oxime (52707-54-7,52707-59-2,64847-77-4) → 4-cyanobenzamide (3034-34-2)

Guidance literature:

With Cu(II) on nano silica functionalized triazine dendrimer; In water; at 20 ℃; for 0.5h; Green chemistry;

DOI:10.1002/jccs.202000469

Reference yield: 98.0%

tert-butylisonitrile (119072-55-8,7188-38-7) + 4-iodobenzamide (3956-07-8) → 4-cyanobenzamide (3034-34-2)

Guidance literature:

With copper (II) trifluoroacetate hydrate; palladium diacetate; In dimethyl sulfoxide; at 130 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.059

Reference yield: 96.2%

4-Cyanobenzyl alcohol (874-89-5) → 4-cyanobenzamide (3034-34-2)

Guidance literature:

With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; silver trifluoroacetate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In N,N-dimethyl-formamide; at 8 ℃; for 9h; Reagent/catalyst; Solvent;

upstream raw materials:

terephthalonitrile

4-aminobenzamide

N,N''-terephthaloyl-di-urea

4-cyanobenzoyl chlorIde

Downstream raw materials:

1-(4-Cyano-benzoyl)-3-[(S)-3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-urea

4-(N-Hydroxycarbamimidoyl)-N-methyl-benzamide

2-(4-carbamoylphenyl)-4-hydroxy-5-methylthiazole

4-(2H-Tetrazol-5-yl)-benzamide

Refernces

• 1、 Bahreininejad, Mohammad Hasan,Moeinpour, Farid. "Green and efficient Beckmann rearrangement by Cu(II) contained nano-silica triazine based dendrimer in water". . p. 893 - 901. Retrieved 2021/01/12.
• 2、 Govindan, Karthick,Lin, Wei-Yu. "Ring Opening/Site Selective Cleavage in N-Acyl Glutarimide to Synthesize Primary Amides". supporting information. p. 1600 - 1605. Retrieved 2021/03/03.