N-(4-Cyanophenyl)acetamide

Base Information

• Chemical Name: N-(4-Cyanophenyl)acetamide
• CAS No.: 35704-19-9
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 29269095
• European Community (EC) Number: 252-685-2
• NSC Number: 88010
• UNII: CX4HYQ9P3J
• DSSTox Substance ID: DTXSID20189225
• Nikkaji Number: J79.135K
• Wikidata: Q83061214
• Mol file: 35704-19-9.mol

Synonyms:4-cyanoacetanilide

Chemical Property of N-(4-Cyanophenyl)acetamide

Chemical Property:

• Appearance/Colour: off-white crystalline powder and chunks
• Vapor Pressure: 2.34E-06mmHg at 25°C
• Melting Point: 206-208 °C(lit.)
• Refractive Index: 1.557
• Boiling Point: 392.1 °C at 760 mmHg
• PKA: 14.09±0.70(Predicted)
• Flash Point: 191 °C
• PSA: 52.89000
• Density: 1.16 g/cm³
• LogP: 1.58968
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

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

N-(4-Cyanophenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)C#N

Technology Process of N-(4-Cyanophenyl)acetamide

There total 76 articles about N-(4-Cyanophenyl)acetamide 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: 99.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-Aminobenzonitrile (873-74-5) → N-(4-cyanophenyl)acetamide (35704-19-9)

Guidance literature:

With potassium tert-butylate; at 130 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/ejoc.201900666

Reference yield: 98.0%

acetic anhydride (108-24-7) + 4-Aminobenzonitrile (873-74-5) → N-(4-cyanophenyl)acetamide (35704-19-9)

Guidance literature:

With hydrogenchloride; sodium acetate; In water; at 20 ℃; for 0.333333h; Cooling with ice;

DOI:10.1021/jm500427n

Reference yield: 97.0%

4-bromoacetanilide (103-88-8) + dicyanozinc (557-21-1) → N-(4-cyanophenyl)acetamide (35704-19-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; polymethylhydrosiloxane; palladium diacetate; In water; at 120 ℃; for 1h;

DOI:10.1016/j.tetlet.2007.02.018

upstream raw materials:

(E)-N-[4-[hydroxyiminomethyl]phenyl]acetamide

acetic anhydride

4-Aminobenzonitrile

N-acetyl-p-phenylenediamine

Downstream raw materials:

4-Aminobenzonitrile

N-[4-(4,5-Dihydro-oxazol-2-yl)-phenyl]-acetamide

N-(4-cyanophenyl)-N-(2-(pyridin-2-yl)phenyl)acetamide

N-(4-cyano-2-(trifluoromethyl)phenyl)acetamide

Refernces

• 1、 Grunenberg, Lars,Savasci, G?kcen,Terban, Maxwell W.,Duppel, Viola,Moudrakovski, Igor,Etter, Martin,Dinnebier, Robert E.,Ochsenfeld, Christian,Lotsch, Bettina V.. "Amine-Linked Covalent Organic Frameworks as a Platform for Postsynthetic Structure Interconversion and Pore-Wall Modification". supporting information. p. 3430 - 3438. Retrieved 2021/04/07.
• 2、 Dev, Dharm,Kalita, Tapasi,Mondal, Tanmay,Mandal, Bhubaneswar. "Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception". . p. 1427 - 1435. Retrieved 2021/01/04.