N-Benzylacrylamide

Base Information

• Chemical Name: N-Benzylacrylamide
• CAS No.: 13304-62-6
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2924299090
• European Community (EC) Number: 473-370-8,603-701-5
• DSSTox Substance ID: DTXSID30157915
• Nikkaji Number: J706.261C
• Wikidata: Q10334928
• ChEMBL ID: CHEMBL2426249
• Mol file: 13304-62-6.mol

Synonyms:N-Benzylacrylamide;13304-62-6;N-benzylprop-2-enamide;2-Propenamide, N-(phenylmethyl)-;N-Benzyl acrylamide;N-Benzylacrylamide,;Enamine_005841;SCHEMBL40744;CHEMBL2426249;DTXSID30157915;HMS1410J11;MFCD00015333;AKOS001024077;IDI1_008076;AC-33878;AS-15574;B6288;CS-0113855;FT-0696981;EN300-66177;Q-102058;Q10334928;Z56757233

Chemical Property of N-Benzylacrylamide

Chemical Property:

• Appearance/Colour: faintly yellow or white crytals
• Vapor Pressure: 4.67E-05mmHg at 25°C
• Melting Point: 59-62 °C
• Refractive Index: 1.531
• Boiling Point: 349.6 °C at 760 mmHg
• PKA: 14.99±0.46(Predicted)
• Flash Point: 205.3 °C
• PSA: 29.10000
• Density: 1.031 g/cm³
• LogP: 1.87970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

N-Benzylacrylamide ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NCC1=CC=CC=C1
• Uses: N-BENZYLACRYLAMIDE is a useful research chemical.

Technology Process of N-Benzylacrylamide

There total 39 articles about N-Benzylacrylamide 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%

benzyl chloride (100-44-7) + acryloyl chloride (814-68-6,25189-84-8) → N-benzylacrylamide (13304-62-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.03.040

Reference yield: 98.0%

benzylamine (100-46-9) → N,N-diethylacrylamide (2675-94-7,29933-92-4) + N-benzylacrylamide (13304-62-6)

Guidance literature:

Reference yield: 89.0%

3-Bromopropionic acid (590-92-1) + benzylamine (100-46-9) → N-benzylacrylamide (13304-62-6)

Guidance literature:

Multistep reaction;

DOI:10.1081/SCC-120022176

upstream raw materials:

Beclamide

acrylonitrile

benzyl alcohol

acrylic acid

Downstream raw materials:

N-Benzyl-4-hydroxy-4-phenyl-thiobutyramide

4-Hydroxy-hex-5-enethioic acid benzylamide

N¹,N⁶-dibenzyladipamide

N-benzyl-3-nitroisoxazole-5-carboxamide

Refernces

• 1、 Re?ing, Nina,Marquardt, Viktoria,Gertzen, Christoph G.W.,Sch?ler, Andrea,Schramm, Alexander,Kurz, Thomas,Gohlke, Holger,Aigner, Achim,Remke, Marc,Hansen, Finn K.. "Design, synthesis and biological evaluation of β-peptoid-capped HDAC inhibitors with anti-neuroblastoma and anti-glioblastoma activity". . p. 1109 - 1115. Retrieved 2019.
• 2、 Liu, Ji,Tan, Cindy Soo Yun,Scherman, Oren A.. "Dynamic Interfacial Adhesion through Cucurbit[n]uril Molecular Recognition". . p. 8854 - 8858. Retrieved 2018.
• 3、 Chanthamath, Soda,Takaki, Suguru,Shibatomi, Kazutaka,Iwasa, Seiji. "Highly stereoselective cyclopropanation of α,β-unsaturated carbonyl compounds with methyl (diazoacetoxy)acetate catalyzed by a chiral ruthenium(II) complex". . p. 5818 - 5821. Retrieved 2013.
• 4、 Sheng, Shou-Ri,Wang, Xing-Cong,Liu, Xiao-Ling,Song, Cai-Sheng. "Selenium-linking strategy for traceless solid-phase synthesis of acrylamides". . p. 2867 - 2872. Retrieved 2003.
• 5、 Builov,Popova,Shevchuk,Podgornova. "Synthesis of N-benzylacrylamide". . p. 1718 - 1719. Retrieved 2002.
• 6、 White, Dawn H.,Noble, Adam,Booker-Milburn, Kevin I.,Aggarwal, Varinder K.. "Diastereoselective Photoredox-Catalyzed [3 + 2] Cycloadditions of N-Sulfonyl Cyclopropylamines with Electron-Deficient Olefins". supporting information. p. 3038 - 3042. Retrieved 2021/05/04.