N-Tert-butylacrylamide

Base Information

• Chemical Name: N-Tert-butylacrylamide
• CAS No.: 107-58-4
• Deprecated CAS: 30030-21-8
• Molecular Formula: C7H13NO
• Molecular Weight: 127.186
• Hs Code.: 29241990
• European Community (EC) Number: 203-505-6
• NSC Number: 5287
• UNII: XJ13FSH48K
• DSSTox Substance ID: DTXSID1040114
• Nikkaji Number: J66.956C
• Wikidata: Q27293858
• ChEMBL ID: CHEMBL3184503
• Mol file: 107-58-4.mol

Synonyms:t-Bu acrylamide;tert-butylacrylamide

Chemical Property of N-Tert-butylacrylamide

Chemical Property:

• Appearance/Colour: white to off-white powder or chunks
• Vapor Pressure: 0.049mmHg at 25°C
• Melting Point: 128-130 °C
• Refractive Index: 1.45
• Boiling Point: 233.469 °C at 760 mmHg
• PKA: 15.11±0.46(Predicted)
• Flash Point: 127.231 °C
• PSA: 29.10000
• Density: 0.876 g/cm³
• LogP: 1.47800
• Storage Temp.: 0-6°C
• Solubility.: 3.8g/L in organic solvents at 20 ℃
• Water Solubility.: 1g/L at 30℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 127.099714038
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

N-tert-Butylacrylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C=C
• Uses: N-tert-Butylacrylamide is used for study on abiotic anti-VEGF nanoparticle for anti-angiogenic cancer therapy. nTBA is temperature sensitive monomers that can be potentially used in drug delivery systems, dewatering of proteins, and immobilization of cells. It can be used in the preparation of poly(nTBA) based copolymeric hydrogels for bovin serum albumin. N-tert-Butylacrylamide is used for study on abiotic anti-VEGF nanoparticle for anti-angiogenic cancer therapy (1,2).

Technology Process of N-Tert-butylacrylamide

There total 20 articles about N-Tert-butylacrylamide 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: 96.0%

tert-butylamine (75-64-9) + acryloyl chloride (814-68-6,25189-84-8) → N-tert-Butylacrylamide (107-58-4,25267-41-8)

Guidance literature:

With aluminum oxide; at 25 ℃; for 0.0833333h;

DOI:10.1021/jo035412f

Reference yield: 95.0%

acetic acid tert-butyl ester (540-88-5) + acrylonitrile (107-13-1,25014-41-9) → N-tert-Butylacrylamide (107-58-4,25267-41-8)

Guidance literature:

With BF₃ immobilized on β-cyclodextrine functionalized silica coated CoFe₂O₄ magnetic nanoparticles; In neat (no solvent); at 20 ℃; for 0.5h;

DOI:10.1016/j.poly.2019.114219

Reference yield: 94.74%

acrylonitrile (107-13-1,25014-41-9) + isobutene (115-11-7,15220-85-6) → N-tert-Butylacrylamide (107-58-4,25267-41-8)

Guidance literature:

With sulfuric acid; water; 4-methoxy-phenol; at 43 - 45 ℃; for 24h; Temperature;

upstream raw materials:

2-acetoxy-propionic acid tert-butylamide

acrylonitrile

tert-butyl alcohol

isobutene

Downstream raw materials:

6.6-Dimethyl-N-t.-butyl-pyrrolo<1.2-b>isoxazol-2-carbonsaeure-amid

(2E)-N-(tert-butyl)-3-(4-methoxyphenyl)acrylamide

N-tert-butylpropionamide

N-tert-butyl-[3-(N,N-dibenzylaminoxy)-propionamide]

Refernces

• 1、 Kahandal, Sandeep S.,Kale, Sandip R.,Disale, Shamrao T.,Jayaram, Radha V.. "SO42-/CexZr1-xO2-catalyzed synthesis of N-tert-butylamides from various nitriles under solvent-free conditions". . p. 738 - 740. Retrieved 2012.
• 2、 Li, Jiaoyi,Lu, Jian,Tian, Song,Wang, Qian,Zhang, Chuyi,Zhang, Jianwei,Zhou, Ling. "Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls". . p. 4723 - 4727. Retrieved 2020.
• 3、 Deno et al.. "-". . p. 2108,2109. Retrieved 1957.
• 4、 -. "PROCESS FOR PREPARATION OF TERT-BUTYLAMINE AND PROPIONIC ACID SALTS FROM N-TERTIARY BUTYL ACRYLAMIDE". Page/Page column 9; 10. . Retrieved 2021/11/13.