6554-73-0

Basic information

• Product Name: N-TERT-BUTYLMETHACRYLAMIDE
• Synonyms: N-T-BUTYLMETHACRYLAMIDE;N-TERTIARY-BUTYL METHACRYLAMIDE;N-TERT-BUTYLMETHACRYLAMIDE;TIMTEC-BB SBB007809;RARECHEM AQ A3 0034;2-Propenamide, N-(1,1-dimethylethyl)-2-methyl-;N-(tert-Butyl)-2-methylacrylamide;Butylmethacrylamide
• CAS NO: 6554-73-0
• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 141.21
• EINECS: 229-482-2
• Product Categories: monomer
• Mol File: 6554-73-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 56.0 to 60.0 °C
• Boiling Point: 250.4 °C at 760 mmHg
• Flash Point: 140.5 °C
• Appearance: /
• Density: 0.874 g/cm³
• Vapor Pressure: 0.0217mmHg at 25°C
• Refractive Index: 1.436
• Solubility: almost transparency in Methanol
• CAS DataBase Reference: N-TERT-BUTYLMETHACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-TERT-BUTYLMETHACRYLAMIDE(6554-73-0)
• EPA Substance Registry System: N-TERT-BUTYLMETHACRYLAMIDE(6554-73-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 6554-73-0(Hazardous Substances Data)

Usage

General Description

N-Tert-Butylmethacrylamide is a unique type of chemical compound known for its use in polymerization. It is categorized under the methacrylamide family. These types of chemicals are typically involved in the production of polymers, adhesives, coatings, textiles, and paper, among many others. N-Tert-Butylmethacrylamide, like its counterparts, is known for its ability to create high-quality polymers with its unique reactive properties. The use of N-Tert-Butylmethacrylamide often results in durable, resistant, and versatile end materials that are in high demand in various industries. It's crucial to note that despite its beneficial properties, N-Tert-Butylmethacrylamide is a hazardous material that requires proper handling and storage to prevent any potential health, safety, or environmental risks.

InChI:InChI=1/C8H15NO/c1-6(2)7(10)9-8(3,4)5/h1H2,2-5H3,(H,9,10)

Upstream product

• 115-11-7 isobutene 
• 126-98-7 methacrylonitrile 
• 75-65-0 tert-butyl alcohol 
• 66875-78-3 2-bromo-N-(tert-butyl)-2-methylpropanamide 
• 917-95-3 t-butylnitrite 
• 73876-87-6 2-methyl-1-(trimethylsilyl)prop-1-enyl triflate 
• 7677-24-9 trimethylsilyl cyanide 
• 1242029-31-7 C₁₁H₁₇NO 
• 75-64-9 tert-butylamine 
• 76-02-8 trifluoroacetyl chloride 
• 144395-91-5 2-t-Butyl-3-(1-chloro-1-methyl)ethyloxaziridine 
• 14387-85-0 1-tert-Butyl-3,3-dimethyl-2-aziridinon 
• 598-26-5 dimethylketene 
• 2056-74-8 bis(tert-butyl)sulfur diimide 

Downstream Products

• 1450754-01-4 (Z)-N-[3-(tert-butylamino)-2-methyl-3-oxoprop-1-enyl]benzamide 
• 1450754-00-3 (Z)-N-[3-(tert-butylamino)-2-methyl-3-oxoprop-1-enyl]-4-(trifluoromethyl)benzamide 
• 1450753-97-5 (Z)-N-[3-(tert-butylamino)-2-methyl-3-oxoprop-1-enyl]-4-nitrobenzamide 
• 1450753-98-6 (Z)-N-tert-butyl-2-methyl-3-[(E)-3-(4-nitrophenyl)acrylamido]acrylamide 
• 1450753-99-7 (Z)-N-tert-butyl-2-methyl-3-(3-phenylpropanamido)acrylamide 
• 1101859-62-4 (5S)-N-tert-butyl-2,5-dimethyl-4-oxo-6-phenylhexanamide 
• 74844-20-5 N-tert-Butyl-4-hydroxy-2-methylene-4,4-diphenyl-butyramide 
• 74844-21-6 tert-Butyl-[3-methylene-5,5-diphenyl-dihydro-furan-(2Z)-ylidene]-amine 
• 74844-24-9 N-tert-Butyl-4-hydroxy-4-(4-methoxy-phenyl)-2-methylene-butyramide 
• 74844-26-1 (E)-4-Hydroxy-2-methylene-6-phenyl-hex-5-enoic acid tert-butylamide 
• 74844-27-2 tert-Butyl-[3-methylene-5-((E)-styryl)-dihydro-furan-(2Z)-ylidene]-amine 
• 74844-23-8 4-Hydroxy-2-methylene-4-phenyl-pentanoic acid tert-butylamide 
• 74844-28-3 N-tert-Butyl-2-methylene-4-phenyl-butyramide 

Relevant articles and documents

Reactions of 2,3-Dibromo-2-methylpropanamides Promoted by Potassium tert-Butoxide

Abstract: 2,3-Dibromo-2-methylpropanamides with different substituents on the nitrogen atom were synthe-sized, and their transformations by the action of potassium tert-butoxide in THF were studied. 2,3-Dibromo-N-(4-methoxyphenyl)-2-methylpropanamide and 2,3-dibromo-N-(2,5-dibromo-4-methoxyphenyl)-2-methyl-propan-amide reacted with 1–2 equiv of t-BuOK to give the corresponding N-substituted 3-bromo-3-methyl- and 3-methylideneazetidin-2-ones with acceptable yields and selectivity. Increase of the amount of t-BuOK to 3–5 equiv led to significant reduction of the yield of vinyl bromides and 3-methylideneazetidin-2-ones. On the other hand, the reaction of 2,3-dibromo-N-(tert-butyl)-2-methylpropanamide with t-BuOK afforded 3-(tert-bu-toxymethyl)-1-tert-butylazetidin-2-one with a good yield and selectivity.

Catalytic dicyanative 5-exo- And 6-endo-cyclization triggered by cyanopalladation of alkynes

A stereoselective dicyanative 5-exo- and 6endo-cyclization using various enynes has been investigated. The mode of cyclization is critically controlled by the structure of the substrates. For example, N-allyl derivatives prefer 5-exo-cyclization, while methacryloyl amides are transformed to the corresponding lactams with tetra substituted carbons at the alpha-position via 6-endo-cyclization. Both reactions include syn-cyanopalladation to carbon≡carbon triple bonds in the initial step, and sequential cyclization followed by reductive elimination in one operation enables the construction of the highly functionalized nitrogen heterocycles. The scope of suitable substrates and a proposed mechanism are also described.

Synthesis, fragmentations and rearrangements of 3-(1-haloalkyl) oxaziridines

A variety of new 3-(1-haloalkyl)oxaziridines was synthesized by oxidation of α-chloro-, α-bromo-, α,α-dichloro-, α,α-dibromo- and α,α,α-trichloroaldimines with meta-chloroperbenzoic acid. Attempts to induce dehydrohalogenation into the elusive methyleneoxaziridines were unsuccessful. However, presumptive evidence is presented that 2-t-butyl-3-(trichloromethyl)oxaziridine is dehydrochlorinated into a transient methyleneoxaziridine, which underwent valence isomerization into an intermediate iminooxirane, the latter being fragmented into t-butyl isocyanide. Various types of reactions of the title compounds are reported. Among others, 2-alkyl-3-(1-chloro-1-methyl) ethyloxaziridines rearranged with methyllithium into 2-(N-alkyl)aminoisobutyraldehydes.