2565-18-6

Basic information

• Product Name: N-N-BUTYLACRYLAMIDE
• Synonyms: N-N-BUTYLACRYLAMIDE;N-Butylacrylamide
• CAS NO: 2565-18-6
• Molecular Formula: C₇H₁₃NO
• Molecular Weight: 127.18
• Product Categories: monomer
• Mol File: 2565-18-6.mol

Chemical Properties

• Boiling Point: 83-85 °C(Press: 1 Torr)
• Appearance: /
• Density: 0.876±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 15.13±0.46(Predicted)
• CAS DataBase Reference: N-N-BUTYLACRYLAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-N-BUTYLACRYLAMIDE(2565-18-6)
• EPA Substance Registry System: N-N-BUTYLACRYLAMIDE(2565-18-6)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 2565-18-6(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
N-N-Butylacrylamide is used as a monomer in the synthesis of polymers for various applications. Its ability to form long chains through polymerization reactions contributes to the development of materials with specific properties, such as water solubility, film-forming ability, and adhesive strength.
Used in Water Treatment Industry:
N-N-Butylacrylamide is used as a component in the production of polymers that are employed in water treatment processes. These polymers help in the flocculation and coagulation of impurities, leading to cleaner and safer water for various uses.
Used in Papermaking Industry:
In the papermaking industry, N-N-Butylacrylamide is used to produce polymers that enhance the strength and durability of paper products. These polymers can improve the paper's resistance to water, making it suitable for various applications, such as packaging materials and printing papers.
Used in Textile Industry:
N-N-Butylacrylamide is used in the textile industry to create polymers that can be applied to fabrics to improve their properties. These polymers can provide water resistance, stain resistance, and increased durability to textiles, making them more versatile and long-lasting.
Used as a Crosslinking Agent in Adhesives:
N-N-Butylacrylamide is used as a crosslinking agent in the formulation of adhesives. Its ability to form covalent bonds between polymer chains results in increased strength and durability of the adhesive, making it suitable for various applications, such as bonding different materials in construction, automotive, and packaging industries.
Used in Pharmaceutical Synthesis:
N-N-Butylacrylamide can be used in the synthesis of pharmaceuticals and other specialty chemicals. Its unique chemical properties make it a valuable intermediate in the development of new drugs and therapeutic agents.
However, it is crucial to handle N-N-Butylacrylamide with care, as it is a known skin and eye irritant and can be harmful if ingested or inhaled. Proper safety measures should be taken during its use to minimize potential health risks.

Upstream product

• 105974-96-7 N,N'-dibutyl-3-aminopropanamide 
• 13108-03-7 3-chloro-propionic acid butylamide 
• 55711-80-3 N,N-Dibutyl-cis-β-jodacrylamid 
• 109-73-9 N-butylamine 
• 292638-85-8 acrylic acid methyl ester 
• 79-10-7 acrylic acid 
• 814-68-6 acryloyl chloride 
• 74-86-2 acetylene 
• 590-92-1 3-Bromopropionic acid 
• 110-86-1 pyridine 
• 598-72-1 2-Bromopropionic acid 

Downstream Products

• 101171-78-2 3,4-dimethyl-cyclohex-3-enecarboxylic acid butylamide 
• 217462-73-2 N-Butyl-3-phenylselanyl-propionamide 
• 1201921-03-0 (5E)-5-benzylidene-1-butyllpyrrolidin-2-one 
• 1209922-89-3 1-benzyl-N-butyl-1H-1,2,3-triazole-4-carboxamide 
• 92040-78-3 2-Hydroxy-zimtsaeure-butylamid 
• 86774-83-6 (E)-N-butyl-3-(2-hydroxyphenyl)acrylamide 
• 619-73-8 4-nitrobenzyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 552-16-9 ortho-nitrobenzoic acid 
• 612-25-9 2-Nitrobenzyl alcohol 

Relevant articles and documents

Carbon monoxide-releasing micelles for immunotherapy

With the discovery of important biological roles of carbon monoxide (CO), the use of this gas as a therapeutic agent has attracted attention. However, the medical application of this gas has been hampered by the complexity of the administration method. To overcome this problem, several transition-metal carbonyl complexes, such as Ru(CO)3Cl(glycinate), [Ru(CO) 3Cl2]2, and Fe(η4-2-pyrone)(CO) 3, have been used as CO-releasing molecules both in vitro and in vivo. We sought to develop micellar forms of metal carbonyl complexes that would display slowed diffusion in tissues and thus better ability to target distal tissue drainage sites. Specifically, we aimed to develop a new CO-delivery system using a polymeric micelle having a Ru(CO)3Cl(amino acidate) structure as a CO-releasing segment. The CO-releasing micelles were prepared from triblock copolymers composed of a hydrophilic poly(ethylene glycol) block, a poly(ornithine acrylamide) block bearing Ru(CO)3Cl(ornithinate) moieties, and a hydrophobic poly(n-butylacrylamide) block. The polymers formed spherical micelles in the range of 30-40 nm in hydrodynamic diameter. Further characterization revealed the high CO-loading capacity of the micelles. CO-release studies showed that the micelles were stable in physiological buffer and serum and released CO in response to thiol-containing compounds such as cysteine. The CO release of the micelles was slower than that of Ru(CO) 3Cl(glycinate). In addition, the CO-releasing micelles efficiently attenuated the lipopolysaccharide-induced NF-κB activation of human monocytes, while Ru(CO)3Cl(glycinate) did not show any beneficial effects. Moreover, cell viability assays revealed that the micelles significantly reduced the cytotoxicity of the Ru(CO)3Cl(amino acidate) moiety. This novel CO-delivery system based on CO-releasing micelles may be useful for therapeutic applications of CO.

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

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.

Iridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives

Transition-metal-catalyzed asymmetric hydroalkenylation of alkenes provides an atom-economical method to build molecular complexity from easily available materials. Herein we report an iridium-catalyzed asymmetric hydroalkenylation of unconjugated alkenes with acrylamides and acrylates. The catalytic hydroalkenylation of norbornene derivatives occurred to form products with allylic stereocenters with high chemo-, regio-, and stereoselectivities. DFT calculations revealed that the migratory insertion is irreversible and the enantiodetermination step.

Unprecedented Sequence Control and Sequence-Driven Properties in a Series of AB-Alternating Copolymers Consisting Solely of Acrylamide Units

Herein, we report a method to synthesize a series of alternating copolymers that consist exclusively of acrylamide units. Crucial to realizing this polymer synthesis is the design of a divinyl monomer that contains acrylate and acrylamide moieties connected by two activated ester bonds. This design, which is based on the reactivity ratio of the embedded vinyl groups, allows a “selective” cyclopolymerization, wherein the intramolecular and intermolecular propagation are repeated alternately under dilute conditions. The addition of an amine to the resulting cyclopolymers afforded two different acryl amide units, i.e., an amine-substituted acryl amide and a 2-hydroxy-ethyl-substituted acryl amide in alternating sequence. Using this method, we could furnish ten types of alternating copolymers; some of these exhibit unique properties in solution and in the bulk, which are different from those of the corresponding random copolymers, and we attributed the differences to the alternating sequence.

SYSTEMS AND METHODS FOR INTRACELLULAR DELIVERY VIA NON-CHARGED SEQUENCE-DEFINED CELL-PENETRATING OLIGOMERS

The present disclosure provides oligoTEAs and methods of using the oligoTEAs. The oligoTEAs may be functionalized with one or more cargo group. The oligoTEAs may be made by iterative thiol-ene and Michael reactions. The oligoTEAs functionalized with one or more cargo group may be used to treat bacterial infections, cancers, viral infections, urinary tract infections, skin infections, cystic fibrosis, sepsis, fungal infections, or a combination thereof.

Metal-Free C–S Bond Cleavage to Access N-Substituted Acrylamide and β-Aminopropanamide

Metal-free and Selectfluor-mediated C–S bond cleavage is described. This novel strategy provides a facile and efficient method to access important N-substituted acrylamide and β-aminopropanamide derivatives with good functional group tolerance and yields.

COMPOSITONS AND METHODS FOR MODULATING UBA5

Disclosed herein, inter alia, are compositions and methods useful for inhibiting ubiquitin-like modifier activating enzyme 5.

COMPOSITIONS AND METHODS FOR INHIBITING RETICULON 4

Disclosed herein, inter alia, are compositions and methods useful for inhibiting reticulon 4(RTN4).

COMPOSITIONS AND METHODS FOR MODULATING PPP2R1A

Disclosed herein, inter alia, are compositions and methods useful for modulating PPP2R1 A and for the treatment of cancer.

New method for preparing N-n-butyl acrylamide

The invention relates to the technical field of fine chemical, and discloses a new method for preparing N-n-butyl acrylamide. The method comprises the specific steps: carrying out a stirring reactionof a starting raw material N-n-butyl-3-methylthiopropionamide and an additive Selectfluor 1-chloromethyl-4-fluoro-1,4-diazoniabicyclooctane bis(tetrafluoroborate) in an organic solvent 1,4-dioxane for8 h at the temperature of 100 DEG C, to obtain N-n-butyl acrylamide. The method has the following characteristics: N-n-butyl acrylamide can be obtained by directly heating and stirring with fluorineas an additive. Compared with the prior art, the method does not need to use poisonous, corrosion-prone and volatile acyl chloride as raw material and has simple operation and less environmental influence.