14496-35-6

Basic information

• Product Name: N,N-DIMETHYL-5-METHYLFURFURYLAMINE
• Synonyms: N,N,5-TRIMETHYLFURFURYLAMINE;N,N-DIMETHYL-5-METHYLFURFURYLAMINE;2-n,n-dimethylaminomethyl-5-methylfuran;N,N-Dimethyl(5-methyl-2-furyl)methanamine;2-(Dimethylaminomethyl)-5-methylfuran~N-(5-Methylfurfuryl)dimethylamine;N N 5-TRIMETHYLFURFURYLAMINE 97%;2-(dimethylaminomethyl)-5-methylfuran;n-(5-methylfurfuryl)dimethylamine
• CAS NO: 14496-35-6
• Molecular Formula: C₈H₁₃NO
• Molecular Weight: 139.19
• Mol File: 14496-35-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 161-164 °C
• Boiling Point: 62-63°C 13mm
• Flash Point: 62-63°C/13mm
• Appearance: /
• Density: 0.93
• Vapor Pressure: 3.83mmHg at 25°C
• Refractive Index: 1.4640
• Storage Temp.: Refrigerator
• PKA: 8.42±0.28(Predicted)
• BRN: 112688
• CAS DataBase Reference: N,N-DIMETHYL-5-METHYLFURFURYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL-5-METHYLFURFURYLAMINE(14496-35-6)
• EPA Substance Registry System: N,N-DIMETHYL-5-METHYLFURFURYLAMINE(14496-35-6)

Safety Data

• Hazard Codes: Xi
• Statements: 34-36/37/38-10
• Safety Statements: 26-36/37/39-45-36-16
• RIDADR: 2735
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 14496-35-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 1209, 1950 DOI: 10.1021/ja01159a038Organic Syntheses, Coll. Vol. 4, p. 626, 1963

InChI:InChI=1/C8H13NO/c1-7-4-5-8(10-7)6-9(2)3/h4-5H,6H2,1-3H3

Upstream product

• 534-22-5 2-methylfuran 
• 124-40-3 dimethyl amine 
• 625-86-5 2,5-dimethylfuran 
• 50-00-0 formaldehyd 
• 14003-16-8 5-methylfurfurylamine 
• 620-02-0 5-Methylfurfural 
• 100-97-0 hexamethylenetetramine 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 80-71-7 2-hydroxy-3-methylcyclopent-2-en-1-one 
• 5088-46-0 [2.2](2.5)furanocyclophane 
• 885483-48-7 [(5-Methyl-2-furyl)methyl](triphenyl)phosphonium iodide 
• 18091-24-2 5-methyl-2-furfuryl acetate 
• 46209-55-6 5-methyl-2-(N-piperidinylmethyl)furan 
• 36842-37-2 (+/-)-dimethyl-(5t-methyl-(2rH)-tetrahydro-furfuryl)-amine 

Relevant articles and documents

An Improved Synthesis of 3,6-Dihydro- as -indacene

This contribution describes an updated synthetic route to 3,6-dihydro- as -indacene along with full characterization of all inter mediates. The title compound is prepared by Mannich condensation of 2-methylfuran with formaldehyde and dimethylamine hydrochloride, quaternization of the resulting amine with methyl iodide, and conversion into the ammonium hydroxide salt by treatment with silver oxide in water. Subsequent Hoffmann elimination and [6,6]-cycloaddition through pyrolysis produces a furanocyclophane, which after photooxidation, intramolecular cycloaddition, and dehydration with sodium carbonate affords 2,3,6,7-tetrahydro-1,8-dione- as -indacene. Reduction of this diketone gives a mixture of alcohols, which after dehydration under slightly basic or acidic conditions produces 3,6-dihydro- as -indacene. The structure is confirmed by X-ray diffraction, and all intermediates are characterized by means of 1H and 13C NMR spectroscopy.

Base-Mediated Borylsilylation/Silylation of Ammonium Salts with Silylborane

This work describes a base-mediated borylsilylation of benzylic ammonium salts to synthesize geminal silylboronates bearing benzylic proton under mild reaction conditions. Deaminative silylation of aryl ammonium salts was also achieved in the presence of

Synthetic method of methyl cyclopentenolone

The invention relates to a preparation method of methyl cyclopentenolone, which comprises the following steps: (1) controlling the pH value and temperature of a reaction system, and reacting a dimethylamine hydrochloride, a formaldehyde aqueous solution and 2-methyl furan to generate N, N-dimethyl-5-methyl furfuryl amine; (2) when it is monitored that the content of the 2-methyl furan is not reduced any more, adjusting the pH value of the reaction solution to be less than 1 by using an acid solution, and reacting to obtain a product 1-dimethyl amino-2, 5-hexanedione; and (3) adjusting the pH value of the reaction solution to 12-13 by using an alkali, reacting, extracting the reaction solution, concentrating to recover the solvent, and rectifying to obtain a product 2-(dimethylamino)-3-methyl-2-cyclopentene-1-one; and (4) mixing 2-(dimethylamino)-3-methyl-2-cyclopentene-1-one with hydrochloric acid, reacting, hydrolyzing, crystallizing and purifying to obtain methyl cyclopentenolone, and concentrating and recycling a reaction mother liquor Compared with the prior art, the method has the advantages that remote and automatic operation is facilitated, wastewater treatment is reduced, and the raw material dimethylamine hydrochloride can be reused.