N,N-Diallylacrylamide

Base Information

• Chemical Name: N,N-Diallylacrylamide
• CAS No.: 3085-68-5
• Molecular Formula: C9H13NO
• Molecular Weight: 151.20
• Hs Code.: 2924199090
• European Community (EC) Number: 696-281-8
• NSC Number: 18611
• UNII: QZY3GNY6LI
• DSSTox Substance ID: DTXSID10184865
• Nikkaji Number: J491.532A
• Wikidata: Q83055805
• Mol file: 3085-68-5.mol

Synonyms:N,N-Diallylacrylamide;3085-68-5;2-Propenamide, N,N-di-2-propenyl-;N,N-bis(prop-2-enyl)prop-2-enamide;QZY3GNY6LI;2-Propenamide, N,N-di-2-propen-1-yl-;NSC 18611;NSC-18611;AI3-15673;NSC18611;n,n-diallylacrylamid;UNII-QZY3GNY6LI;N,N-Diallylacrylamide #;SCHEMBL49389;ACRYLAMIDE, N,N-DIALLYL-;DTXSID10184865;MFCD00048166;FT-0634651;N,N-DI-2-PROPEN-1-YL-2-PROPENAMIDE

Chemical Property of N,N-Diallylacrylamide

Chemical Property:

• Vapor Pressure: 0.0147mmHg at 25°C
• Refractive Index: 1.471
• Boiling Point: 257.2 °C at 760 mmHg
• PKA: -0.95±0.70(Predicted)
• Flash Point: 109.9 °C
• PSA: 20.31000
• Density: 0.906 g/cm³
• LogP: 1.37300
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

N,N-Diallylacrylamide 98% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN(CC=C)C(=O)C=C

Technology Process of N,N-Diallylacrylamide

There total 2 articles about N,N-Diallylacrylamide 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%

acryloyl chloride (814-68-6,25189-84-8) + diallylamine (124-02-7) → N,N-diallylacrylamide (3085-68-5)

Guidance literature:

With triethylamine; In benzene; at 0 ℃; for 0.5h;

Reference yield:

acrylic acid (79-10-7) + diallylamine (124-02-7) → N,N-diallylacrylamide (3085-68-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1055/s-0028-1087489

Reference yield: 96.0%

tris(pentafluorophenyl)borane tetrahydrofuran solvate + N,N-diallylacrylamide (3085-68-5) + rac-(ethylene-bis(η5-indenyl))ZrMe[OC(OiPr)=CMe2] → rac-(ethylene-bis(η5-indenyl))Zr+[OC(N(CH2CH=CH2)2)=CHCH2C(Me2)C(OiPr)=O][MeB(C6F5)3]-

Guidance literature:

tris(pentafluorophenyl)borane tetrahydrofuran solvate; rac-(ethylene-bis(η⁵-indenyl))ZrMe[OC(OⁱPr)=CMe₂]; In dichloromethane; at 23 ℃; for 0.166667h; Inert atmosphere; Glovebox;

N,N-diallylacrylamide; In dichloromethane; at 23 ℃; for 0.5h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.5b05811

upstream raw materials:

acryloyl chloride

diallylamine

acrylic acid

Downstream raw materials:

trans-N-Allyl-4-(bromomethyl)-3-(tosylmethyl)-2-pyrrolidone

cis-N-Allyl-4-(bromomethyl)-3-(tosylmethyl)-2-pyrrolidone

trans-1-allyl-4-methyl-3-<(phenylsulfanyl)methyl>pyrrolidin-2-one

trans-1-allyl-3-methyl-4-<(phenylsulfanyl)methyl>pyrrolidin-2-one

Refernces

• 1、 Kurouchi, Hiroaki,Sai, Masahiro. "Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights". supporting information. p. 3585 - 3591. Retrieved 2021/06/27.
• 2、 -. "DENTAL COMPOSITION". Page/Page column 24; 25. . Retrieved 2014/04/03.