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411779

Sigma-Aldrich

N-tert-Butylacrylamide

97%

Synonym(s):

N -(1,1-Dimethylethyl)-2-propenamide, N -t -Butylacrylamide

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About This Item

Linear Formula:
CH2=CHCONHC(CH3)3
CAS Number:
107-58-4
Molecular Weight:
127.18
Beilstein:
1742331
EC Number:
203-505-6
MDL number:
MFCD00026271
UNSPSC Code:
12162002
PubChem Substance ID:
24865764
NACRES:
NA.23

Assay

97%

form

solid

mp

126-129 °C (lit.)

SMILES string

CC(C)(C)NC(=O)C=C

InChI

1S/C7H13NO/c1-5-6(9)8-7(2,3)4/h5H,1H2,2-4H3,(H,8,9)

InChI key

XFHJDMUEHUHAJW-UHFFFAOYSA-N

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General description

N-tert-Butylacrylamide (nTBA) belongs to the class of hydrophobic acrylamides which can be synthesized by Ritter reaction and optimized by using N-tert-butyl acetate and acetic acid.

Application

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An efficient and scalable ritter reaction for the synthesis of tert-butyl amides
Baum JC, et al.
The Journal of Organic Chemistry, 74(5), 2207-2209 (2009)
Graft copolymerization onto starch-I. Synthesis and optimization of starch grafted with N-tert-butylacrylamide copolymer and its hydrogels
Fares MM, et al.
Journal of Polymer Research, 10(2), 119-125 (2003)
Shuai Yu et al.
Biomedical optics express, 11(3), 1517-1538 (2020-03-25)
Ultrasound-switchable fluorescence (USF) is a novel imaging technique that provides high spatial resolution fluorescence images in centimeter-deep biological tissue. Recently, we successfully demonstrated the feasibility of in vivo USF imaging using a frequency-domain photomultiplier tube-based system. In this work, for
pH/Temperature-Sensitive Imprinted Ionic Poly (N-tert-butylacrylamide-co-acrylamide/maleic acid) Hydrogels for Bovine Serum Albumin
Demirel G, et al.
Macromolecular Bioscience, 5(10), 1032-1037 (2005)
Hossein Hosseinzadeh et al.
International journal of biological macromolecules, 113, 859-868 (2018-03-11)
In the present work, a novel magnetic chitosan/graphene oxide nanocomposite (MCGON) was synthesized for the removal of Cu2+ from aqueous solutions. The adsorbent was composed of graphene oxide (GO) modified by ethylenediamine (ED), Fe3O4 nanoparticles and chitosan-g-poly(acrylic acid-co-2-acrylamido-2-methylpropane sulfonic acid)
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