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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)
Lei Cao et al.
Journal of colloid and interface science, 524, 434-444 (2018-04-21)
Synthetic polymer fluid loss additive (FLA), an important type of admixture, was broadly applied in modern well cementation. However, the filter loss volume and fluidity of cement pastes containing polymer-FLA would deteriorate remarkably when sea water was used in mixing
Mohsen Mirzaie Yegane et al.
Soft matter, 16(44), 10198-10210 (2020-10-10)
Water-soluble polyacrylamides have often been used to modify flow response in various water-based technologies and industrial processes, including paints, water treatment, paper manufacturing, and chemical enhanced oil recovery. Polymers are susceptible to degradation at combined high salinity and elevated temperature
RAFT polymerization of hydrophobic acrylamide derivatives
de Lambert B, et al.
Polymer, 46(3), 623-637 (2005)
Zhiliang Chen et al.
Frontiers in chemistry, 5, 60-60 (2017-10-12)
In this work, we developed an efficient "molecularly imprinted polymer microzymes and inorganic magnetic nanozymes" synergistic catalysis strategy for the formation of disulfide bonds in peptides. The polymeric microzymes showed excellent selectivity toward the template peptide as well as the
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