N-(1-adamantyl)acrylamide

Base Information

• Chemical Name: N-(1-adamantyl)acrylamide
• CAS No.: 19026-83-6
• Molecular Formula: C13H19 N O
• Molecular Weight: 205.2961
• NSC Number: 169441,140711
• DSSTox Substance ID: DTXSID20968299
• Nikkaji Number: J799.985B

Synonyms:N-(1-adamantyl)acrylamide;19026-83-6;N-(1-adamantyl)prop-2-enamide;N-(ADAMANTAN-1-YL)PROP-2-ENAMIDE;5354-87-0;n-adamantylacrylamide;NSC169441;CBMicro_020312;SCHEMBL1070205;DTXSID20968299;PBTMWGMSOKDCRP-UHFFFAOYSA-N;CCG-7172;MFCD00167794;NSC140711;AKOS004120356;NSC-140711;NSC-169441;N-(Adamantan-1-yl)prop-2-enimidic acid;WS-00014;BIM-0020432.P001;CS-0260645;E72344;EN300-7551554;N-tricyclo[3.3.1.13,7 ]dec-1-yl-2-propenamide;Z440633804

Chemical Property of N-(1-adamantyl)acrylamide

Chemical Property:

• Vapor Pressure: 1.35E-05mmHg at 25°C
• Boiling Point: 367.6°Cat760mmHg
• Flash Point: 220°C
• Density: 1.08g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NC12CC3CC(C1)CC(C3)C2

Technology Process of N-(1-adamantyl)acrylamide

There total 7 articles about N-(1-adamantyl)acrylamide 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%

1-adamanthanol (768-95-6) + acrylonitrile (107-13-1,25014-41-9) → N-((3S,5S,7S)-adamantan-1-yl)acrylamide (19026-83-6)

Guidance literature:

With copper(ll) bromide; at 150 ℃; for 6h; Inert atmosphere; Sealed tube;

DOI:10.1134/S1070428018080031

Reference yield: 95.0%

1-Adamantanamine (768-94-5) + acryloyl chloride (814-68-6,25189-84-8) → N-((3S,5S,7S)-adamantan-1-yl)acrylamide (19026-83-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1002/anie.200504539

Reference yield: 80.0%

1-Adamantyl bromide (768-90-1) + acrylonitrile (107-13-1,25014-41-9) → N-((3S,5S,7S)-adamantan-1-yl)acrylamide (19026-83-6)

Guidance literature:

With sulfuric acid; boron trifluoride diethyl etherate;

upstream raw materials:

1-adamanthanol

2-propenamide

1-Adamantyl bromide

acrylonitrile

Downstream raw materials:

6-(2-((1-adamantyl)carbamoyl)ethyl)-6-nitro-1,4-dibenzylperhydro-1,4-diazepine

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