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N-TERT-BUTYLACRYLAMIDE, also known as nTBA, is a hydrophobic acrylamide compound that can be synthesized through the Ritter reaction and optimized using N-tert-butyl acetate and acetic acid. It is characterized by its white to off-white powder or chunky appearance and exhibits temperature-sensitive properties.

107-58-4

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107-58-4 Usage

Uses

Used in Pharmaceutical Industry:
N-TERT-BUTYLACRYLAMIDE is used as a component in the study of abiotic anti-VEGF nanoparticles for anti-angiogenic cancer therapy. It plays a role in inhibiting the formation of new blood vessels in tumors, thereby limiting their growth and spread.
Used in Drug Delivery Systems:
N-TERT-BUTYLACRYLAMIDE is used as a temperature-sensitive monomer in the development of drug delivery systems. It can be potentially utilized in the dewatering of proteins, immobilization of cells, and the preparation of poly(nTBA) based copolymeric hydrogels for bovine serum albumin. These applications aim to enhance the efficiency and targeted delivery of therapeutic agents.
Used in Biotechnology Industry:
N-TERT-BUTYLACRYLAMIDE is used as a monomer in the preparation of hydrogels, which can be employed in various biotechnological applications, such as cell culture, protein purification, and enzyme immobilization. The temperature-sensitive nature of nTBA allows for controlled release and manipulation of biological molecules in these applications.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 107-58-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 107-58:
(5*1)+(4*0)+(3*7)+(2*5)+(1*8)=44
44 % 10 = 4
So 107-58-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H13NO/c1-5(6(8)9)7(2,3)4/h1H2,2-4H3,(H2,8,9)

107-58-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 100g

  • 456.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 500g

  • 1728.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 100g

  • 456.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 500g

  • 1728.0CNY

  • Detail
  • Aldrich

  • (411779)  N-tert-Butylacrylamide  97%

  • 107-58-4

  • 411779-100G

  • 943.02CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 100g

  • 456.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 500g

  • 1728.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 100g

  • 456.0CNY

  • Detail
  • Alfa Aesar

  • (B20394)  N-tert-Butylacrylamide, 97%   

  • 107-58-4

  • 500g

  • 1728.0CNY

  • Detail

107-58-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Tert-Butylacrylamide

1.2 Other means of identification

Product number -
Other names N-tert-ButylacrylaMide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Paint additives and coating additives not described by other categories
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:107-58-4 SDS

107-58-4Related news

Mixed-mode acrylamide-based continuous beds bearing tert-butyl groups for capillary electrochromatography synthesized via complexation of N-TERT-BUTYLACRYLAMIDE (cas 107-58-4) with a water-soluble cyclodextrin. Part I: Retention properties08/19/2019

With the aim to improve the understanding of morphology and efficiency properties, we investigate in this series the impact of the complex formation constant of the hydrophobic monomer with respect to statistically methylated-β-cyclodextrin (Me-β-CD) on the electrochromatographic properties of...detailed

107-58-4Relevant academic research and scientific papers

CoFe2O4?SiO2-NH-βCD-BF3 as a supramolecular nanocomposite: Synthesis, characterization and catalytic activity

Hamadi, Hosein,Zanjani, Zohreh,Yadollahi, Mahtab

, (2020)

This manuscript describes synthesis of BF3-functionlized β-cylcodextrine grafted magnetic CoFe2O4 nanaoparticles as a hybrid magnetic nano-composite (CoFe2O4?SiO2-NH-βCD-BF3). The CoFe2O4?SiO2-NH-βCD-BF3 was fabricated by grafting of 6-O-toluenesulfonyl cyclodextrin (6-Ts-βCD) to 3-aminopropyl triethoxysilane coated magnetic CoFe2O4?SiO2 nanoparticles followed by combination with BF3. The CoFe2O4?SiO2-NH-βCD-BF3was characterized by FT-IR, TGA, VSM and SEM techniques. The feasibility of using CoFe2O4?SiO2-NH-βCD-BF3 as a magnetically recoverable catalyst was confirmed in the modified-Ritter reaction. The result showed that this novel nano-composite could serve as an efficient nanoreactor bearing super-acidic sites formed by immobilized BF3 and reuse at least for 6 times without loss in activity.

SO42-/CexZr1-xO2-catalyzed synthesis of N-tert-butylamides from various nitriles under solvent-free conditions

Kahandal, Sandeep S.,Kale, Sandip R.,Disale, Shamrao T.,Jayaram, Radha V.

, p. 738 - 740 (2012)

The synthesis of N-tert-butylamides using SO4 2-/CexZr1-x O2 catalysts under solvent-free conditions is reported. The methodology has several advantages such as reusability of the catalyst, solvent-free conditions, easy workup, and comparable yield of N-tert-butylamides. A variety of aliphatic, aromatic, and acid-sensitive substrates give high to moderate yields of the corresponding N-tert-butylamides. Surface acidities of the catalysts were correlated with the results obtained. To the best of our knowledge, this is the first report of a modified Ritter reaction on SO42-/CexZr1-x O2 using tert-butyl acetate as carbocationic source.

Application of SiO2-Pr-SO3H as an efficient catalyst in the Ritter reaction

Mohammadi Ziarani, Ghodsi,Badiei, Alireza,Dashtianeh, Zeinab,Gholamzadeh, Parisa,Mohtasham, Nina Hosseini

, p. 3157 - 3163 (2013)

Sulfonic-acid-functionalized silica was applied as an efficient heterogeneous acid catalyst in the Ritter reaction to prepare amides by reaction of various benzylic, allylic, and tertiary alcohols with various nitriles in good to excellent yields under solvent-free conditions. The simplicity of the reaction, recovery of catalyst without loss of reactivity, high yield of products, and short reaction time represent improvements over many existing methods.

Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls

Li, Jiaoyi,Lu, Jian,Tian, Song,Wang, Qian,Zhang, Chuyi,Zhang, Jianwei,Zhou, Ling

, p. 4723 - 4727 (2020)

With the help of a carboxylic acid directing group, Pd-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls has been reported. The-COOH, removed during the course of the reaction, is responsible for controlling the regioselectivity. The desired products could be obtained in moderate to good yields.

(P2O5/SiO2): a useful heterogeneous alternative for the Ritter reaction

Tamaddon, Fatemeh,Khoobi, Mehdi,Keshavarz, Elham

, p. 3643 - 3646 (2007)

Tertiary alcohols as well as primary and secondary benzylic alcohols react efficiently with nitriles to give the corresponding amides in good to excellent yields in the presence of P2O5/SiO2 (60% w/w).

Synthesis of N-isopropylacrylamide from acrylonitrile and isopropyl alcohol over H-ZSM-5

Chen, Xin,Matsuda, Hideho,Okuhara, Toshio

, p. 799 - 800 (1999)

A solid acid, H-ZSM-5 (Si/Al = 37), exhibited exceptionally high catalytic performance for synthesis of N-isopropylacrylamide from acrylonitrile and isopropyl alcohol in a solid-liquid reaction system at 423 K.

Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions

Ahmar, Mohammed,Queneau, Yves,Verrier, Charlie,Yue, Xiaoyang

, p. 319 - 330 (2021/10/29)

The Morita–Baylis–Hillman (MBH) reaction of secondary N-alkyl acrylamides, discarded up to now from investigations of the scope of activated alkenes, was studied. Optimization of the reaction conditions revealed that a balance must be found between activation of the MBH coupling reaction and that of the undesired competitive aldehyde Cannizzaro reaction. Using 3-Hydroxyquinuclidine (3-HQD) in a 1:1 water-2-MeTHF mixture provides the appropriate conditions that were applicable to a wide range of diversely substituted secondary N-alkyl acrylamides and aromatic aldehydes, giving rise to novel amide-containing MBH adducts under mild and clean conditions.

PROCESS FOR PREPARATION OF TERT-BUTYLAMINE AND PROPIONIC ACID SALTS FROM N-TERTIARY BUTYL ACRYLAMIDE

-

Page/Page column 9; 10, (2021/11/13)

Disclosed is a process (100) for conversion of N-tertiary butyl acrylamide to tert-butylamine and salts of propionic acid. The process comprises of first selectively reducing the vinylic double bond in N-tertiary butyl acrylamide by catalytic hydrogenation of an alcoholic solution of N-tertiary butyl acrylamide to provide N-tertiary buyl propanamide; recovering the hydrogenation catalyst by filtering the solution and treating the solution with an alkali to produce N-tertiary butylamine and corresponding alkali salt of propionic acid. The process converts of N-tertiary butyl acrylamide into value added products at milder reaction conditions, without producing any hazardous byproducts and effluents.

A convenient synthesis of N-tert-butyl amides by the reaction of di-tert-butyl dicarbonate and nitriles catalyzed by Cu(OTf)2

Chen, Junqing,Feng, Chengliang,Ji, Min,Tang, Yuqi,Yang, Wanfeng

, p. 602 - 608 (2020/04/27)

The utility of Cu(OTf)2 as the catalyst for the synthesis of a series of N-tert-butyl amides in excellent isolated yields via the reaction of nitriles (alkyl, aryl, benzyl, and furyl nitriles) with di-tert-butyl dicarbonate is described. Cu(OTf)2 is a highly stable and efficient catalyst for the present Ritter reaction under solvent-free conditions at room temperature.

MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE

-

Paragraph 0055; 0057; 0059, (2018/07/03)

PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

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