2591-76-6

Basic information

• Product Name: N,N-DIISOBUTYLFORMAMIDE
• Synonyms: N,N-DIISOBUTYLFORMAMIDE;N,N-bis(2-methylpropyl)formamide;Diisobutylformamid;N,N-bis(2-Methylpropyl)MethanaMide
• CAS NO: 2591-76-6
• Molecular Formula: C₉H₁₉NO
• Molecular Weight: 157.25326
• EINECS: 219-983-4
• Mol File: 2591-76-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 226-228 °C
• Flash Point: 90 °C
• Appearance: /
• Density: 0.862 g/cm³
• Vapor Pressure: 0.0287mmHg at 25°C
• Refractive Index: n20/D 1.442
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: 13g/L at 20℃
• CAS DataBase Reference: N,N-DIISOBUTYLFORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIISOBUTYLFORMAMIDE(2591-76-6)
• EPA Substance Registry System: N,N-DIISOBUTYLFORMAMIDE(2591-76-6)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 2591-76-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Flammability and Explosibility

Notclassified

InChI:InChI=1/C9H19NO/c1-8(2)5-10(7-11)6-9(3)4/h7-9H,5-6H2,1-4H3

Upstream product

• 110-96-3 diisobutylamine 
• 67-66-3 chloroform 
• 123-91-1 1,4-dioxane 
• 96-26-4 dihydroxyacetone 
• 77287-34-4 formamide 
• 19244-89-4 N,N-diisobutyl-2-methyl-1-propen-1-ylamine 
• 2955-86-4 N¹,N¹,N²,N²-tetraisobutylethane-1,2-diamine 
• 68-12-2 N,N-dimethyl-formamide 
• 201230-82-2 carbon monoxide 
• 64-18-6 formic acid 

Downstream Products

• 42298-81-7 diisobutyl-pent-1-enyl-amine 

Relevant articles and documents

CARBONYLATION OF AMINES CATALYZED BY ORGANOZINC COMPOUND

Dietylzinc was found to catalyze the carbonylation of amines including aromatic amines to give the corresponding formamides in good yields.

Silver-Catalyzed, N-Formylation of Amines Using Glycol Ethers

A silver-catalyzed protocol was found to afford the N-formylation of amines in moderate-to-good yields. Ethylene glycol-derived, oligomeric ethers were found to function as the formylating agent, with 1,4-dioxane affording the best results. This reaction does not require the use of stoichiometric activating reagents, and avoids the use of explosive reagents or toxic gases, such as CO, as the C1 synthon. Mechanistic studies indicate a single-electron transfer-based pathway. This work highlights the ability of silver to participate in unexpected reaction pathways.

Preparation method of formamide compound

The invention provides a preparation method of a formamide compound. A preparation process of the preparation method comprises the following steps: uniformly mixing formic acid and an amine compound raw material selected from primary amine or secondary amine to prepare a homogeneous reaction system; raising the temperature of the homogeneous reaction system to 160 DEG C to 230 DEG C; decomposing the homogeneous reaction system to obtain carbon monoxide and enabling the carbon monoxide to participate in reaction; collecting a reaction product to obtain the formamide compound. The invention provides a novel technology for synthesizing the formamide compound through a heterogeneous method; a catalyst does not need to be used in a reaction process and an operation process is simple and controllable; the selectivity of the amine compound raw material is high.

Transamidation of carboxamides catalyzed by Fe(III) and water

The highly efficient transamidation of several primary, secondary, and tertiary amides with aliphatic and aromatic amines (primary and secondary) is described. The reaction is performed in the presence of a 5 mol % concentration of different hydrated salts of Fe(III), and the results show that the presence of water is crucial. The methodology was also applied to urea and phthalimide to demonstrate its versatility and wide substrate scope. An example of its use is an intramolecular application in the synthesis of 2,3-dihydro-5H-benzo[b]-1,4- thiazepin-4-one, which is the bicyclic core of diltiazem and structurally related drugs (Budriesi, R.; Cosimelli, B.; Ioan, P.; Carosati, E.; Ugenti, M. P.; Spisani, R. Curr. Med. Chem. 2007, 14, 279-287). A plausible mechanism that explains the role of water is proposed on the basis of experimental observations and previous mechanistic suggestions for transamidation reactions catalyzed by transition metals such as copper and aluminum. This methodology represents a significant improvement over other existing methods; it can be performed in air and with wet or technical grade solvents.