Cyclohexanecarboxamide

Base Information

• Chemical Name: Cyclohexanecarboxamide
• CAS No.: 1122-56-1
• Molecular Formula: C7H13NO
• Molecular Weight: 127.186
• Hs Code.: 29242990
• European Community (EC) Number: 214-351-4
• NSC Number: 16584
• UNII: 8A54A97YCR
• DSSTox Substance ID: DTXSID1061528
• Nikkaji Number: J55.430H
• Wikidata: Q27270087
• ChEMBL ID: CHEMBL366975
• Mol file: 1122-56-1.mol

Synonyms:carboxide;cyclohexamethylene carbamide;dihexamethylenecarbamide

Chemical Property of Cyclohexanecarboxamide

Chemical Property:

• Appearance/Colour: White amorphous powder
• Vapor Pressure: 0.00386mmHg at 25°C
• Melting Point: 186-188 °C(lit.)
• Refractive Index: 1.484
• Boiling Point: 280.1 °C at 760 mmHg
• PKA: 16.76±0.20(Predicted)
• Flash Point: 123.2 °C
• PSA: 43.09000
• Density: 1.018 g/cm³
• LogP: 1.75230
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 127.099714038
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyclohexanecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)N

Technology Process of Cyclohexanecarboxamide

There total 56 articles about Cyclohexanecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

cyclohexanecarbaldehyde (2043-61-0) → cyclohexylcarboxamide (1122-56-1)

Guidance literature:

With hydroxylamine; C₃₃H₂₈F₃N₅O₃Ru⁽¹⁺⁾*Cl^(1-); In water; at 60 ℃; for 0.416667h; Catalytic behavior; Sonication;

DOI:10.1246/BCSJ.20200071

Reference yield: 99.0%

cyclohexane carbonitrile (766-05-2) → cyclohexylcarboxamide (1122-56-1)

Guidance literature:

With [RuH(tBu-PNP(-))(CO)]; water; In tert-butyl alcohol; at 50 ℃; for 24h;

DOI:10.1039/c9sc04624k

Reference yield: 99.0%

benzamide (55-21-0,27208-38-4) → cyclohexylcarboxamide (1122-56-1)

Guidance literature:

With hydrogen; In ethanol; at 80 ℃; under 7600.51 Torr; Autoclave;

DOI:10.1021/jacs.8b06015

upstream raw materials:

methyl cyclohexylcarboxylate

methyl cyclohexanecarboximidate hydrochloride

cyclohexane carbonitrile

cyclohexanecarbohydrazide

Downstream raw materials:

N-cyclohexyl-N-formyl-N'-phenyl-urea

cyclohexyl-carbamic acid methyl ester

2-cyclohexylbenzoxazole

cyclohexane carbonitrile

Refernces

• 1、 Fan, Xiao-Nan,Deng, Wei,Liu, Zhen-Jiang,Yao, Zi-Jian. "Half-Sandwich Iridium Complexes for the One-Pot Synthesis of Amides: Preparation, Structure, and Diverse Catalytic Activity". . p. 16582 - 16590. Retrieved 2020.
• 2、 Wu, Xiao-Feng,Sharif, Muhammad,Feng, Jian-Bo,Neumann, Helfried,Pews-Davtyan, Anahit,Langer, Peter,Beller, Matthias. "A general and practical oxidation of alcohols to primary amides under metal-free conditions". . p. 1956 - 1961. Retrieved 2013.
• 3、 Abe, Naoya,Chaudhari, Chandan,Ikeda, Yasuyuki,Kitagawa, Hiroshi,Kusuda, Kohei,Matsumura, Syo,Nagaoka, Katsutoshi,Nishida, Yoshihide,Sato, Katsutoshi,Terada, Kenji,Toriyama, Takaaki,Yamamoto, Tomokazu. "Chemoselective hydrogenation of heteroarenes and arenes by Pd-Ru-PVP under mild conditions". . p. 44191 - 44195. Retrieved 2020.
• 4、 González-Fernández, Rebeca,Crochet, Pascale,Cadierno, Victorio,Menéndez, M. Isabel,López, Ramón. "Phosphinous Acid-Assisted Hydration of Nitriles: Understanding the Controversial Reactivity of Osmium and Ruthenium Catalysts". . p. 15210 - 15221. Retrieved 2017.
• 5、 Thirukovela, Narasimha Swamy,Balaboina, Ramesh,Kankala, Shravankumar,Vadde, Ravindhar,Vasam, Chandra Sekhar. "Activation of nitriles by silver(I) N-heterocyclic carbenes: An efficient on-water synthesis of primary amides". . p. 2637 - 2641. Retrieved 2019.
• 6、 Cacchi, S.,Misiti, D.,Torre, F. La. "Amides from Nitriles using Basic Hydrogen Peroxide under Phase-Transfer Catalyzed Conditions". . p. 243 - 244. Retrieved 1980.
• 7、 An, Duk Keun,Jaladi, Ashok Kumar,Kim, Hyun Tae,Yi, Jaeeun. "Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines". supporting information. . Retrieved 2021/11/17.
• 8、 Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe. "A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes". . p. 7176 - 7185. Retrieved 2021/06/30.