1117-72-2

Basic information

• Product Name: N-butyl-N-methylformamide
• Synonyms: N-butyl-N-methylformamide;(N-Butyl)(methyl)formamide;Formamide, N-butyl-N-methyl;Formamide, N-butyl-N-methyl-;Methylbutylformamide;Nsc73177
• CAS NO: 1117-72-2
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17352
• EINECS: 214-252-6
• Mol File: 1117-72-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 202.2°C at 760 mmHg
• Flash Point: 76.5°C
• Appearance: /
• Density: 0.871g/cm³
• Vapor Pressure: 0.295mmHg at 25°C
• Refractive Index: 1.424
• CAS DataBase Reference: N-butyl-N-methylformamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-N-methylformamide(1117-72-2)
• EPA Substance Registry System: N-butyl-N-methylformamide(1117-72-2)

Safety Data

• Hazardous Substances Data: 1117-72-2(Hazardous Substances Data)

Usage

General Description

N-butyl-N-methylformamide, also known as N-butyl-N-methylformamide or BNMFA, is a chemical compound commonly used as a solvent and reagent in various industrial processes. It is a colorless liquid with a strong odor and is highly flammable. N-butyl-N-methylformamide is used in the production of pharmaceuticals, agrochemicals, and electronic materials. It is also used as a solvent in the purification and separation of various compounds. However, exposure to N-butyl-N-methylformamide can be hazardous, as it is known to cause skin and eye irritation, and inhalation or ingestion of the chemical can lead to more serious health effects. Therefore, proper safety precautions and handling procedures should be followed when working with this chemical.

InChI:InChI=1/C6H13NO/c1-3-4-5-7(2)6-8/h6H,3-5H2,1-2H3

Upstream product

• 64-18-6 formic acid 
• 927-62-8 N,N-dimethylbutylamine 
• 110-68-9 N-n-butyl-N-methylamine 
• 124-38-9 carbon dioxide 
• 107-31-3 Methyl formate 
• 927902-57-6 1-hexyl-3-methylimidazolium dicyanamide 
• 109-94-4 formic acid ethyl ester 
• 123-39-7 N-Methylformamide 
• 542-69-8 1-iodo-butane 

Downstream Products

• 1282034-12-1 N-butyl-N-methyl-4-(trifluoromethyl)benzenamine 
• 95018-66-9 N-Butyl-N'-tert-butyl-N-[(E)-2-(3,4-dimethoxy-phenyl)-1-methyl-vinyl]-formamidine 
• 95018-60-3 N-Butyl-N'-tert-butyl-N-[(E)-2-(3,4-dimethoxy-phenyl)-vinyl]-formamidine 
• 95018-69-2 C₁₉H₂₉⁽²⁾HN₂ 
• 95018-67-0 N-Butyl-N'-tert-butyl-N-(1-cyclohexylidene-3-hydroxy-pentyl)-formamidine 
• 95018-68-1 N-Butyl-N'-tert-butyl-N-((E)-1-methyl-4-phenyl-but-1-enyl)-formamidine 
• 95018-61-4 N-Butyl-N'-tert-butyl-N-((E)-4-phenyl-but-1-enyl)-formamidine 
• 80376-99-4 N-(1-Benzhydrylidene-pentyl)-N-butyl-N'-tert-butyl-formamidine 
• 80376-94-9 N-Butyl-N'-tert-butyl-N-(2,2-diphenyl-vinyl)-formamidine 
• 80376-98-3 N-Butyl-N'-tert-butyl-N-(1-cyclohexylidene-2-hydroxy-butyl)-formamidine 
• 80376-96-1 N-Butyl-N'-tert-butyl-N-(1-cyclohexylidene-pentyl)-formamidine 
• 80376-92-7 N-Butyl-N'-tert-butyl-N-cyclohexylidenemethyl-formamidine 

Relevant articles and documents

Gas-phase 1H NMR studies of internal rotation activation energies and conformer stabilities of asymmetric N,N-disubstituted formamides and trifluoroacetamides

Activation parameters and conformational stabilities characterizing the internal rotation about the peptide bond in a series of N,N-asymmetric dialkylformamides (HCONR1R2: R1 = CH3, R2 = propyl, butyl, and isopropyl) and N,N-asymmetric dialkyltrifluoroacetamides (F3CCONR1R2: R1 = CH3, R2 = propyl, butyl, and isopropyl) are determined from temperature-dependent gas-phase 1H NMR spectra. Conformer free energy differences, ΔG0298(syn-anti), in cal mol-1, and activation free energies, ΔG?298, in kcal mol-1 , for the formamides are -83(14)/19.4(0.1) for R2 = propyl, -80(14)719.3(0.1) for R2 = butyl, and -91(13)719.1(0.1) for R2 = isopropyl and for the trifluoroacetamides 178(24) /16.8(0.1) for R2 = propyl, 191(53)716.6(0.1) for R2 = butyl, and 218(29)716.3(0.1) for R2 = isopropyl. The preferred conformer in both the gas and liquid phases has the N-methyl group syn to the carbonyl oxygen in the formamide systems and the N-methyl group anti to the carbonyl oxygen in the trifluoroacetamides. The gas-phase results are compared to liquid-phase values.

Methanol Promoted Palladium-Catalyzed Amine Formylation with CO2 and H2 by the Formation of HCOOCH3

The N-formylation reaction of amines is one of the most effective measures to make the best use of CO2, since the formamides have widespread applications in industry. Herein, we performed the N-formylation reaction over Mg?Al layered double hydroxide (Mg?Al LDH) supported Pd catalyst (Pd/LDH) for the first time and studied the relation between the solvent and the mechanism. In this reaction, the methanol can greatly improve the yield of the desired product by forming the HCOOCH3. The catalytic system is effective for various amines including cyclic and alkyl secondary amines. Under the optimized reaction condition, we gained 88.5 %–97.4 % yields of the formamides for various substrates.

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

METHOD FOR PREPARING FORMAMIDE COMPOUND

Disclosed is a method for preparing a formamide compound, the method uses carbon dioxide, hydrogen and an amine compound as raw materials and a transition metal complex as a catalyst, and the reaction is carried out in an organic solvent or in the absence of a solvent to form a formamide compound. The method of the present invention is an effective method of chemical utilization of carbon dioxide, which has the advantages of high reaction efficiency, a good selectivity, mild conditions, economic and environmental protection, being simple and convenient to operate and the like, and has a good popularization and application prospect.