628-94-4

Usage

Uses

1. Used in Chemical Synthesis:
Adipamide is used as a chemical intermediate in the preparation of bisimidates. Bisimidates are versatile compounds that find applications in various industries, including pharmaceuticals, materials science, and polymer chemistry.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, adipamide can be utilized as a building block for the synthesis of various drug molecules. Its reactivity and compatibility with other chemical groups make it a valuable component in the development of new pharmaceutical compounds.
3. Used in Materials Science:
Adipamide's properties, such as its solubility and reactivity, make it a potential candidate for use in the development of new materials with specific properties. It can be used in the synthesis of polymers, coatings, and other materials with tailored characteristics for various applications.
4. Used in Polymer Chemistry:
Adipamide can be employed in the synthesis of polymers with specific properties, such as biodegradability, thermal stability, or mechanical strength. Its use in polymer chemistry can lead to the development of new materials for various industries, including packaging, automotive, and electronics.

Air & Water Reactions

Slightly soluble in water .

Reactivity Profile

ADIPAMIDE forms flammable gases with strong reducing agents. A very weak base. Mixing with dehydrating agents such as P2O5 or SOCl2 generates adiponitrile. Combustion generates toxic mixed oxides of nitrogen (NOx).

Health Hazard

Exposures to adipamide by inhalation, ingestion, or skin absorption cause adverse health effects. The symptoms include irritation of the eyes, skin, mucous membranes, and upper respiratory tract. There is no complete information about the toxicological properties of the chemical.

Health Hazard

Exposures to adipamide cause health disorders such as irritation to the skin, eyes, and respiratory system. No specifi c adverse health effects have been reported from human exposure to polyhexamethylene adipamide, except for mechanical irritation of the skin and eyes caused by particles. Signifi cant skin permeation and systemic toxicity after contact appears unlikely. The compound is not likely to be hazardous by skin contact, but cleansing the skin after use is advisable. If molten polymer gets on the skin, cool rapidly with cold water. Workers should not attempt to peel polymer from skin, but consult a medical unit for treatment of thermal burn.

Fire Hazard

The flash point of ADIPAMIDE has not been determined, but ADIPAMIDE is probably combustible.

Safety Profile

Moderately toxic by ingestion. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits toxic fumes of NOx,.

storage

Adipamide should be kept stored in a cool, dry place, with containers tightly closed to prevent moisture absorption and contamination.

storage

Workers should avoid repeated exposures to adipamide. During use, workers should wear suitable protective clothing, self-contained breathing apparatus, chemical safety goggles, rubber boots, and heavy rubber gloves.

Precautions

During use and handling of adipamide, workers should wear self-contained breathing apparatus, rubber boots, heavy rubber gloves, and chemical safety goggles to avoid splashing of material. A full-face mask respirator provides protection from eye irritation. Workers should avoid exposure to high concentrations of dust. No specifi c intervention is indicated as the compound is not likely to be hazardous by inhalation. Consult a physician if necessary. If exposed to fumes from overheating or combustion, move to fresh air. Consult a physician if symptoms persist.

InChI:InChI=1/C6H11NO3/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H2,7,8)(H,9,10)

Upstream product

• 124-04-9 Adipic acid 
• 627-93-0 hexanedioic acid dimethyl ester 
• 111-69-3 hexanedinitrile 
• 77287-34-4 formamide 
• 111-50-2 Adipic acid dichloride 
• 57-13-6 urea 
• 4726-83-4 adipodihydroxamic acid 
• 4726-93-6 adipimide 
• 20591-33-7 trans-α-Hydromuconamid 
• 6852-94-4 4-pentenamide 
• 67-64-1 acetone 
• 1189-49-7 diethyl diiminoadipate dihydrochloride 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 7664-41-7 ammonia 

Downstream Products

• 25151-31-9 N,N'-dioctadecyl-adipamide 
• 609811-17-8 hexanedioic acid bis-[(1-benzenesulfonyl-octyl)-amide] 
• 3375-38-0 1,4-dibenzoylbutane 
• 7029-26-7 1,6-diphenyl-hexane-1,6-dione dioxime 
• 95556-56-2 1,8-diphenyl-2,7-octanedione 
• 2941-23-3 2-amino-1-cyanocyclopentene 
• 111-49-9 hexamethylene imine 
• 111-26-2 hexan-1-amine 
• 124-04-9 Adipic acid 
• 105-60-2 caprolactam 
• 111-69-3 hexanedinitrile 
• 2304-58-7 5-cyanovaleramide 
• 124-09-4 1,6-Hexanediamine 
• 856346-69-5 N,N'-bis-(4-acetylamino-benzyl)-adipamide 

Relevant academic research and scientific papers

Synthetic method of adiponitrile

The invention provides a synthetic method of adiponitrile. The target product adiponitrile can be obtained by taking 1, 3-butadiene which is relatively easy to obtain as an initial raw material, carrying out a hydroaminocarbonylation reaction on terminal olefin of 1, 3-butadiene and then dehydrating, and the whole preparation process is mild in condition, good in reaction selectivity, high in yield, clean and non-toxic in reaction raw material and catalyst and small in environmental pollution.

METHOD FOR PRODUCING ADIPAMIDE AS INTERMEDIATE FOR PRODUCTION OF RAW MATERIAL FOR BIO-BASED NYLON

Disclosed is a method for producing adipamide, which may include the steps of: (a) reacting glucose, nitric acid (HNO3), sodium nitrite (NaNO2) and potassium hydroxide (KOH) to produce a glucaric acid potassium salt, (b) producing glucamide by reacting the glutaric acid potassium salt, with an acidic solution and removing a potassium ion from the glucaric acid potassium salt, (c) preparing an reaction admixture by adding the glucamide and a catalyst to hydrogen halide and acetic acid, and (d) treating the reaction admixture with hydrogen gas in a reactor thereby producing the adipamide.

METHOD FOR PRODUCING ADIPAMIDE AS INTERMEDIATE FOR PRODUCTION OF RAW MATERIAL FOR BIO-BASED NYLON

Disclosed is a method for producing adipamide, which may include the steps of: (a) reacting glucose, nitric acid (HNO3), sodium nitrite (NaNO2) and potassium hydroxide (KOH) to produce a glucaric acidpotassium salt, (b) producing glucamide by reacting the glutaric acid potassium salt, with an acidic solution and removing a potassium ion from the glucaric acid potassium salt, (c) preparing an reaction admixture by adding the glucamide and a catalyst to hydrogen halide and acetic acid, and (d) treating the reaction admixture with hydrogen gas in a reactor thereby producing the adipamide.

Hydration of nitriles using a metal-ligand cooperative ruthenium pincer catalyst

Nitrile hydration provides access to amides that are important structural elements in organic chemistry. Here we report catalytic nitrile hydration using ruthenium catalysts based on a pincer scaffold with a dearomatized pyridine backbone. These complexes catalyze the nucleophilic addition of H2O to a wide variety of aliphatic and (hetero)aromatic nitriles in tBuOH as solvent. Reactions occur under mild conditions (room temperature) in the absence of additives. A mechanism for nitrile hydration is proposed that is initiated by metal-ligand cooperative binding of the nitrile.

Transfer Hydration of Dinitriles to Dicarboxamides

We present a robust method for double transfer hydration of dinitriles to afford diamides. The transfer hydration of 1, n -dinitriles (n = 1-6) proceeds smoothly in the presence of a palladium(II) catalyst with acetamide as a water donor, affording the corresponding diamides in moderate to high yields, without involving significant side reactions such as monohydration or cyclization. The equilibrium was shifted in the forward direction by removing coproduced acetonitrile under reduced pressure.

Synthesis method for organic synthesis of intermediate adipamide

The invention relates to a synthesis method for organic synthesis of an intermediate adipamide. The method mainly includes the steps of: adding 4mol dimethyl adipate, a 5-6mol p-toluidine solution, and a 6mol aqueous solution into a reaction container, raising the temperature of the solution to 40-45DEG C, controlling the stirring speed at 110-130rpm, performing stirring for 50-70min, conducting standing for 90-120min, lowering the solution temperature to 10-15DEG C, precipitating crystals, conducting filtering, and performing washing with a potassium bromide solution, an acetonitrile solutionand a cyclohexane solution, and conducting dehydration with a dehydrant, thus obtaining the finished product adipamide.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

Corresponding amine nitrile and method of manufacturing thereof (by machine translation)

The present invention relates to a nitrile manufacturing method, which has characteristics of significantly-reduced ammonia source consumption, low environmental pressure, low energy consumption, low production cost, high nitrile purity, high nitrile yield and the like compared with the method in the prior art, wherein nitrile having a complicated structure can be obtained through the method. The present invention further relates to a method for producing a corresponding amine from the nitrile.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.

Modulation of Nitrile Hydratase Regioselectivity towards Dinitriles by Tailoring the Substrate Binding Pocket Residues

The regioselective hydration of dinitriles is one of the most attractive approaches to prepare ω-cyanocarboxamides or diamides and such regioselectivity is often beyond the capability of chemical catalysts. The use of nitrile hydratase to biotransform dinitriles selectively would be highly desirable. Molecular docking of two aliphatic dinitriles and two aromatic dinitriles into the active site of a nitrile hydratase (NHase) from Rhodococcus rhodochrous J1 allowed the identification of proximal NHase substrate binding pocket residues. Four residues (βLeu48, βPhe51, βTyr68, and βTrp72) were selected for single- and double-point mutations to modulate the NHase regioselectivity towards dinitriles. Several NHase mutants with an altered regioselectivity were obtained, and the best one was Y68T/W72Y. Docking experiments further indicated that the poor binding affinity of aliphatic and aromatic ω-cyanocarboxamides to the NHase variants resulted in distinct regioselectivity between wild-type and mutated NHases.