4223-03-4

Basic information

• Product Name: N-TERT-OCTYLACRYLAMIDE
• Synonyms: TERTIARY-OCTYL ACRYLAMIDE;N-TERT-OCTYLACRYLAMIDE;T-OCTYLACRYLAMIDE;TOA;2-Propenamide,N-(1,1,3,3-tetramethylbutyl)-;Acrylamide, N-(1,1,3,3-tetramethylbutyl)-;Acrylamide, N-(5,5-dimethylhexyl)-;n-(1,1,3,3-tetramethylbutyl)-2-propenamid
• CAS NO: 4223-03-4
• Molecular Formula: C₁₁H₂₁NO
• Molecular Weight: 183.29
• EINECS: 224-169-7
• Product Categories: monomer
• Mol File: 4223-03-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 63-64°C
• Boiling Point: 289.6 °C at 760 mmHg
• Flash Point: 171.1 °C
• Appearance: /
• Density: 0.867 g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.445
• Solubility: soluble in Methanol
• PKA: 15.10±0.46(Predicted)
• Water Solubility: 1.01g/L at 20℃
• CAS DataBase Reference: N-TERT-OCTYLACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-TERT-OCTYLACRYLAMIDE(4223-03-4)
• EPA Substance Registry System: N-TERT-OCTYLACRYLAMIDE(4223-03-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 4223-03-4(Hazardous Substances Data)

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C11H21NO/c1-7-9(13)12-11(5,6)8-10(2,3)4/h7H,1,8H2,2-6H3,(H,12,13)

Synthetic route

2,4,4-trimethyl-1-pentene (107-39-1) + acrylonitrile (107-13-1) → tertiary-octyl acrylamide (4223-03-4)

Conditions	Yield
With sulfuric acid; acetic acid anschliessend mit Eis;

β-diethylamino-N-tert-octylpropionamide (131516-80-8) → tertiary-octyl acrylamide (4223-03-4)

Conditions	Yield
With 4,4'-butylidenebis(6-tert-butyl-m-cresol) In ethylene glycol at 150℃; under 52.5053 Torr; for 4h; Inert atmosphere;

tertiary-octyl acrylamide (4223-03-4) → 2,3-dibromo-propionic acid-(1,1,3,3-tetramethyl-butylamide)

Conditions	Yield
With tetrachloromethane; bromine

acrylic acid n-butyl ester (141-32-2) + tertiary-octyl acrylamide (4223-03-4) + acrylic acid (79-10-7) + 2-hydroxyethyl acrylate (818-61-1) → poly(2-hydroxyethyl acrylate-co-acrylic acid-co-butyl acrylate-co-t-octyl acrylamide)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethyl acetate Product distribution / selectivity; Heating / reflux;

acrylic acid n-butyl ester (141-32-2) + 2-hydroxypropyl acrylate (999-61-1) + tertiary-octyl acrylamide (4223-03-4) + acrylic acid (79-10-7) → poly(2-hydroxypropyl acrylate-co-acrylic acid-co-butyl acrylate-co-t-octyl acrylamide)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) Product distribution / selectivity; Heating / reflux;

acrylic acid n-butyl ester (141-32-2) + tertiary-octyl acrylamide (4223-03-4) + acrylic acid (79-10-7) + 2-hydroxyethyl acrylate (818-61-1) → poly(acrylic acid-co-butyl acrylate-co-2-hydroxyethyl acrylate-co-t-octyl acrylamide)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethyl acetate Heating / reflux;

acrylic acid n-butyl ester (141-32-2) + 2-hydroxypropyl acrylate (999-61-1) + tertiary-octyl acrylamide (4223-03-4) + acrylic acid (79-10-7) → poly(acrylic acid-co-butyl acrylate-co-2-hydroxypropyl acrylate-co-t-octyl acrylamide)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethyl acetate Heating / reflux;

acrylic acid n-butyl ester (141-32-2) + tertiary-octyl acrylamide (4223-03-4) + acrylic acid (79-10-7) + 2-hydroxyethyl acrylate (818-61-1) → poly(acrylic acid-co-butyl acrylate-co-2-hydroxyethyl acrylate-co-t-octyl acrylamide)

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethyl acetate Heating / reflux;
With 2,2'-azobis(isobutyronitrile) In ethyl acetate Heating / reflux;

tertiary-octyl acrylamide (4223-03-4) + dimethyldiallylammonium chloride (7398-69-8) → dimethyl diallyl ammonium chloride/N-tert-octyl acrylamide

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In methanol; ethanol; water at 68℃; for 79.5h; Product distribution / selectivity; Heating / reflux;

Upstream product

• 107-39-1 2,4,4-trimethyl-1-pentene 
• 107-13-1 acrylonitrile 
• 131516-80-8 β-diethylamino-N-tert-octylpropionamide 

Relevant articles and documents

METHOD OF PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE

PROBLEM TO BE SOLVED: To provide a method of producing N-substituted (meth)acrylamide of high purity under mild conditions. SOLUTION: This invention relates to a method of obtaining N-substituted (meth)acrylamide [3] by the detachment of an amine compound through the liquid-phase thermal decomposition of an aminopropionic acid amide derivative [1] in the presence of a catalyst mainly composed of silica, wherein R1-R5 are represented by H, a C1-32 alkyl group, and a hydroxyalkyl group. COPYRIGHT: (C)2016,JPOandINPIT