Production Method 1

91-65-6

Reaction Conditions

1.1 Reagents: (T-4)-(N,N-Diethylethanamine)trihydroboron ;  rt; 24 h, 60 °C

Reference

Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a reductant

Zou, Qizhuang; et al, Chemical Communications (Cambridge, 2021, 57(69), 8588-8591

Production Method 2

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Alumina ,  Palladium hydride (Al2O3-supported)

Reference

N-Alkylation of amines with phenols over highly active heterogeneous palladium hydride catalysts

Yan, Long; et al, RSC Advances, 2016, 6(111), 109702-109705

Production Method 3

91-65-6

Reaction Conditions

1.1 Reagents: Formic acid Catalysts: 2135689-52-8 (reaction products with 3,3-bis(1 H-imidazol-1-yl)propan-1-ol, and pall…) Solvents: Water ;  16 h, 90 °C

Reference

Macroreticular POLITAG-Pd(0) for the waste minimized hydrogenation/reductive amination of phenols using formic acid as hydrogen source

Valentini, Federica; et al, Catalysis Today, 2023, 424,

Production Method 4

91-65-6

Reaction Conditions

Reference

N-Ethylcyclohexylamines

, Romania, , ,

Production Method 5

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Alumina ,  Palladium hydride (Al2O3-supported) Solvents: Hexane ;  3 h, 1 atm, 50 °C
2.1 Reagents: Hydrogen Catalysts: Alumina ,  Palladium hydride (Al2O3-supported)

Reference

N-Alkylation of amines with phenols over highly active heterogeneous palladium hydride catalysts

Yan, Long; et al, RSC Advances, 2016, 6(111), 109702-109705

Production Method 6

108-93-0

91-65-6

5459-93-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Lithium hydroxide ,  Nickel Solvents: Ethanol

Reference

Synthesis of N,N-dialkylcyclohexyl(methylcyclohexyl)amines

Kozlov, N. G.; et al, Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii), 1999, 69(4), 632-636

Production Method 7

91-65-6

5459-93-8

Reaction Conditions

1.1 Catalysts: Alumina ,  Nickel ,  Tin ;  1.5 MPa, 180 °C

Reference

In-situ liquid-phase catalytic hydrogenation for N-alkylation

Luo, Zhi-wei; et al, Yingyong Huaxue, 2009, 26(10), 1169-1173

Production Method 8

91-65-6

5459-93-8

Reaction Conditions

1.1 Catalysts: (Acetato-κO)(acetato-κO,κO′)[1,1′-bis[bis(1-methylethyl)phosphino-κP]ferrocene]c… ;  21 h, 78 °C

Reference

Mild N-Alkylation of Amines with Alcohols Catalyzed by the Acetate Ru(OAc)2(CO)(DiPPF) Complex

Figliolia, Rosario; et al, Chemistry - A European Journal, 2017, 23(58), 14416-14419

Production Method 9

5459-93-8

91-65-6

625-50-3

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Tris(acetylacetonato)ruthenium ,  1,1′-[2-[(Diphenylphosphino)methyl]-2-methyl-1,3-propanediyl]bis[1,1-diphenylpho… ,  Bis(trifluoromethanesulfonyl)imide Solvents: Tetrahydrofuran ,  Butyl ether ;  1 bar → 60 bar, rt; 18 h, 60 bar, 160 °C; 60 bar → 1 bar, 160 °C → 0 °C

Reference

Catalytic N-Alkylation of Amines Using Carboxylic Acids and Molecular Hydrogen

Sorribes, Ivan; et al, Journal of the American Chemical Society, 2015, 137(42), 13580-13587

Production Method 10

91-65-6

108-93-0

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Isopropanol
1.2 Reagents: Hydrochloric acid Solvents: Water

Reference

Sodium borohydride in reductive amination reactions

Panfilov, A. V.; et al, Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal), 2000, 34(2), 76-78

Production Method 11

91-65-6

5459-93-8

Reaction Conditions

1.1 300 °C

Reference

A novel method for N-alkylation of aliphatic amines with ethers over γ-Al2O3

Chen, Hangeng; et al, Chemical Papers, 2010, 64(4), 537-540

Production Method 12

91-65-6

91-66-7

Reaction Conditions

1.1 Catalysts: Nickel Solvents: Water ;  8 h, 1 - 1.2 MPa, 413 K
2.1 Catalysts: Nickel Solvents: Water ;  8 h, 1 - 1.2 MPa, 413 K

Reference

One pot synthesis of N-ethylaniline from nitrobenzene and ethanol

Li, XiaoNian; et al, Science in China, 2008, 51(3), 248-256

Production Method 13

91-65-6

Reaction Conditions

1.1 Reagents: Zinc chloride ,  Sodium cyanoborohydride Solvents: Methanol

Reference

Reductive aminations of carbonyl compounds with borohydride and borane reducing agents

Baxter, Ellen W.; et al, Organic Reactions (Hoboken, 2002, 59,

Production Method 14

5459-93-8

91-65-6

Reaction Conditions

1.1 Catalysts: 1,2-Bis(diphenylphosphino)ethane ,  [η2:η2-1,3-diethenyl-1,1,3,3-tetramethyldisiloxane]platinum Solvents: Butyl ether ;  10 min, 60 °C
1.2 Reagents: Phenylsilane Solvents: Hexadecane ;  18 h, 60 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  3 h, 60 °C

Reference

Direct Catalytic N-Alkylation of Amines with Carboxylic Acids

Sorribes, Ivan; et al, Journal of the American Chemical Society, 2014, 136(40), 14314-14319

Production Method 15

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Alumina ,  Palladium hydride (Al2O3-supported) Solvents: Hexane ;  10 h, 1 atm, 70 °C

Reference

N-Alkylation of amines with phenols over highly active heterogeneous palladium hydride catalysts

Yan, Long; et al, RSC Advances, 2016, 6(111), 109702-109705

Production Method 16

108-93-0

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Alumina ,  Palladium hydride (Al2O3-supported)

Reference

N-Alkylation of amines with phenols over highly active heterogeneous palladium hydride catalysts

Yan, Long; et al, RSC Advances, 2016, 6(111), 109702-109705

Production Method 17

108-93-0

91-65-6

Reaction Conditions

1.1 Reagents: Zinc chloride ,  Sodium cyanoborohydride Solvents: Methanol

Reference

Zinc-modified cyanoborohydride as a selective reducing agent

Kim, Sunggak; et al, Journal of Organic Chemistry, 1985, 50(11), 1927-32

Production Method 18

100-64-1

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Platinum ,  Ruthenium Solvents: Diethyl ether ;  18 h, 8 atm, 60 °C

Reference

Intimate ruthenium-platinum nanoalloys supported on carbon catalyze the hydrogenation and one-pot hydrogenation-coupling reaction of oxidized amino derivatives

Rivero-Crespo, Miguel A.; et al, Catalysis Science & Technology, 2023, 13(8), 2508-2516

Production Method 19

91-65-6

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  40 h, 20 °C

Reference

Selective N-alkylation of amines using nitriles under hydrogenation conditions: facile synthesis of secondary and tertiary amines

Ikawa, Takashi; et al, Organic & Biomolecular Chemistry, 2012, 10(2), 293-304

Production Method 20

617-84-5

91-65-6

Reaction Conditions

1.1 Solvents: Water ;  60 min, 320 °C

Reference

A simplified, green synthesis of tertiary amines using the Leuckart-Wallach reaction in subcritical water

Kang, Chin-Lun; et al, Tetrahedron Letters, 2022, 106,

Production Method 21

91-65-6

Reaction Conditions

Reference

Process for the preparation of tertiary amines as intermediates for drugs and agrochemicals

, Japan, , ,

Production Method 22

930-68-7

91-65-6

Reaction Conditions

1.1 Reagents: Zinc chloride ,  Sodium cyanoborohydride Solvents: Diethyl ether
2.1 Reagents: Zinc chloride ,  Sodium cyanoborohydride Solvents: Methanol

Reference

Zinc-modified cyanoborohydride as a selective reducing agent

Kim, Sunggak; et al, Journal of Organic Chemistry, 1985, 50(11), 1927-32

Production Method 23

91-65-6

5459-93-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Lithium hydroxide ,  Nickel Solvents: Ethanol

Reference

Synthesis of N,N-dialkylcyclohexyl(methylcyclohexyl)amines

Kozlov, N. G.; et al, Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii), 1999, 69(4), 632-636

Production Method 24

56553-60-7

91-65-6

1124-53-4

Reaction Conditions

1.1 Solvents: Acetonitrile ;  rt

Reference

New approach for induction of alkyl moiety to aliphatic amines by NaBH(OAc)3 with carboxylic acid

Tamura, Satoru ; et al, Tetrahedron Letters, 2020, 61(22),

Production Method 25

91-65-6

5459-93-8

Reaction Conditions

1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Acetonitrile ,  Water ;  0.4 h, rt

Reference

Reductive monoalkylation of aromatic and aliphatic nitro compounds and the corresponding amines with nitriles

Nacario, Ruel; et al, Organic Letters, 2005, 7(3), 471-474

Production Method 26

91-65-6

91-66-7

Reaction Conditions

1.1 Catalysts: Nickel Solvents: Water ;  8 h, 1 - 1.2 MPa, 413 K

Reference

One pot synthesis of N-ethylaniline from nitrobenzene and ethanol

Li, XiaoNian; et al, Science in China, 2008, 51(3), 248-256

Cyclohexanamine,N,N-diethyl- Raw materials

• cyclohex-2-en-1-one
• N,N-Diethylformamide
• N-ethylcyclohexanamine
• N-cyclohexylidenehydroxylamine
• Cyclohexanol
• Sodium triacetoxyborohydride

Cyclohexanamine,N,N-diethyl- Preparation Products

• N-Cyclohexylacetamide (1124-53-4)
• N-ethylcyclohexanamine (5459-93-8)
• N,N-Diethylaniline (91-66-7)
• Cyclohexanol (108-93-0)
• N-Ethylacetamide (625-50-3)
• Cyclohexanamine,N,N-diethyl- (91-65-6)

• 1. Distinct correlation between (CN2)x units and pores: a low-cost method for predesigned wide range control of micropore size of porous carbon?
  Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
• 2. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 3. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 4. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 5. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445

• Solvents and Organic Chemicals Organic Compounds Organic nitrogen compounds Organonitrogen compounds Cyclohexylamines
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides

Cyclohexanamine,N,N-diethyl- (CAS No. 91-65-6): Properties, Applications, and Industry Insights

Cyclohexanamine,N,N-diethyl- (CAS No. 91-65-6) is a specialized organic compound widely used in industrial and research applications. This tertiary amine, also known as N,N-diethylcyclohexylamine, features a cyclohexane ring substituted with an amine group and two ethyl groups. Its unique molecular structure contributes to its versatile properties, making it valuable in fields such as chemical synthesis, pharmaceuticals, and specialty materials.

The compound exhibits several notable physicochemical properties. With a molecular formula of C10H21N, Cyclohexanamine,N,N-diethyl- typically appears as a colorless to pale yellow liquid at room temperature. It has a characteristic amine odor and demonstrates moderate solubility in water, with better solubility in organic solvents like ethanol and ether. These properties make it particularly useful as a catalyst or intermediate in various chemical reactions.

In industrial applications, N,N-diethylcyclohexylamine serves multiple purposes. One of its primary uses is as a curing agent in epoxy resin systems, where it helps accelerate polymerization processes. The compound's basicity and steric properties make it effective for this application, particularly in coatings and adhesives formulations. Recent industry trends show growing interest in sustainable epoxy systems, positioning this compound as relevant to current market demands for environmentally friendly solutions.

The pharmaceutical industry utilizes Cyclohexanamine,N,N-diethyl- as a building block for more complex molecules. Its structural features make it valuable for creating drug candidates with improved bioavailability and metabolic stability. Researchers are particularly interested in its potential for developing central nervous system (CNS) therapeutics, aligning with current pharmaceutical research priorities targeting neurological disorders.

From a market perspective, demand for 91-65-6 has shown steady growth, particularly in Asia-Pacific regions where chemical manufacturing continues to expand. Industry analysts note increasing applications in advanced material science, especially for high-performance polymers and composites. The compound's role in green chemistry initiatives has also gained attention, as manufacturers seek more sustainable production methods.

Recent technological advancements have improved production methods for N,N-diethylcyclohexylamine, making processes more efficient and environmentally friendly. Modern synthetic approaches focus on atom economy and reduced waste generation, responding to the chemical industry's push toward sustainability. These developments have made the compound more accessible while maintaining high purity standards required for sensitive applications.

Quality control remains paramount for Cyclohexanamine,N,N-diethyl- suppliers. Reputable manufacturers employ advanced analytical techniques like gas chromatography (GC) and mass spectrometry (MS) to ensure product consistency. Proper storage recommendations typically include keeping the compound in tightly sealed containers under inert atmosphere to maintain stability, with particular attention to moisture control.

The future outlook for 91-65-6 appears positive, with potential growth in specialty chemical applications. Emerging research areas include its use in energy storage materials and catalytic systems for renewable fuel production. As industries continue to prioritize sustainable solutions, the versatility of N,N-diethylcyclohexylamine positions it as a compound with ongoing relevance in multiple technological sectors.

For researchers and industrial users seeking detailed technical information about Cyclohexanamine,N,N-diethyl-, comprehensive data sheets are available from chemical suppliers. These typically include full spectroscopic data, safety information, and handling guidelines. The compound's established safety profile and well-characterized properties make it a reliable choice for various applications when proper precautions are observed.

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