5-CyanopentanaMide

Base Information

• Chemical Name: 5-CyanopentanaMide
• CAS No.: 2304-58-7
• Molecular Formula: C6H10N2O
• Molecular Weight: 126.158
• Hs Code.: 2926909090
• European Community (EC) Number: 864-880-5
• DSSTox Substance ID: DTXSID8074730
• Nikkaji Number: J954.855F
• Wikidata: Q82002965
• Mol file: 2304-58-7.mol

Synonyms:Pentanamide,5-cyano;5-cyanovaleramide;5-Cyan-valeriansaeure-amid;5-Cyan-pentansaeureamid;5-cyano-valeric acid amide;

Chemical Property of 5-CyanopentanaMide

Chemical Property:

• Melting Point: 66-67 °C
• Boiling Point: 175-195 °C(Press: 3 Torr)
• PKA: 16.48±0.40(Predicted)
• PSA: 67.87000
• Density: 1.036±0.06 g/cm3(Predicted)
• LogP: 1.70538
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 126.079312947
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99%, ^*data from raw suppliers

5-Cyanopentanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)N)CC#N
• Uses: 5-Cyanopentanamide is an hydration product of adiponitrile, a dinitrile and an important precursor to the polymer nylon 66.

Technology Process of 5-CyanopentanaMide

There total 6 articles about 5-CyanopentanaMide 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%

hexanedinitrile (111-69-3) → 5-cyanovaleramide (2304-58-7) + adipamide (628-94-4)

Guidance literature:

With sodium hydroxide; tricyclohexylphosphine; {Rh(OMe)(cod)}2; In isopropyl alcohol; at 25 ℃; for 48h;

DOI:10.1002/anie.200800366

Reference yield:

hexanedinitrile (111-69-3) → Adipic acid (124-04-9) + 5-cyanovaleramide (2304-58-7) + adipamide (628-94-4) + 6-amino-6-oxohexanoic acid (334-25-8)

Guidance literature:

With water; sodium sulfate; at 290 ℃; for 3h; under 262526 Torr;

DOI:10.1007/s10953-008-9362-3

Reference yield:

hexanedinitrile (111-69-3) → 5-cyanovaleramide (2304-58-7) + adipamide (628-94-4) + 6-amino-6-oxohexanoic acid (334-25-8)

Guidance literature:

With water; at 250 ℃; for 2h; under 105011 Torr;

DOI:10.1007/s10953-008-9362-3

upstream raw materials:

hexanedinitrile

adipamide

Downstream raw materials:

caprolactam

6-aminocaproic amide

azafenidin

2-(2,4-dichloro-5-hydroxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyridin-3(2H)-one

Refernces

• 1、 -. "METHOD FOR PRODUCING epsilon-CAPROLACTAM". Paragraph 0142-0144; 0146; 0161. . Retrieved 2020/03/09.
• 2、 Cheng, Zhongyi,Cui, Wenjing,Xia, Yuanyuan,Peplowski, Lukasz,Kobayashi, Michihiko,Zhou, Zhemin. "Modulation of Nitrile Hydratase Regioselectivity towards Dinitriles by Tailoring the Substrate Binding Pocket Residues". . p. 449 - 458. Retrieved 2017/12/15.