1-Pyrrolidino-1-cyclohexene

Base Information

• Chemical Name: 1-Pyrrolidino-1-cyclohexene
• CAS No.: 1125-99-1
• Molecular Formula: C10H17 N
• Molecular Weight: 151.252
• Hs Code.: 29339980
• European Community (EC) Number: 214-414-6
• NSC Number: 29652
• DSSTox Substance ID: DTXSID00150079
• Nikkaji Number: J80.185B
• Wikidata: Q72505231
• Mol file: 1125-99-1.mol

Synonyms:1-pyrrolidino-1-cyclohexene

Chemical Property of 1-Pyrrolidino-1-cyclohexene

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.0571mmHg at 25°C
• Melting Point: 113 °C
• Refractive Index: n20/D 1.5217(lit.)
• Boiling Point: 114-115 ºC (15 mmHg)
• PKA: 8.91±0.20(Predicted)
• Flash Point: 39 ºC
• PSA: 3.24000
• Density: 0.94
• LogP: 2.47800
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.136099547
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

1-Pyrrolidino-1-cyclohexene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38-20/21/22
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)N2CCCC2

Technology Process of 1-Pyrrolidino-1-cyclohexene

There total 9 articles about 1-Pyrrolidino-1-cyclohexene 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: 100.0%

pyrrolidine (123-75-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1)

Guidance literature:

In toluene; for 18h; Molecular sieve; Dean-Stark trap; Heating / reflux;

Reference yield: 80.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 12h; Heating;

DOI:10.1002/hlca.200790050

Reference yield:

pyrrolidine (123-75-1) + 1-bromocyclohex-1-ene (2044-08-8) → 1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; palladium diacetate; In toluene; at 80 ℃;

DOI:10.1039/b508464d

upstream raw materials:

pyrrolidine

cyclohexanone

1-Pyrrolidin-1-yl-cyclohexanecarbonitrile

1-bromocyclohex-1-ene

Downstream raw materials:

ethyl 4,5,6,7-tetrahydro-1H-indazole-3-carboxylate

2-(2-[2]naphthyl-ethyl)-cyclohexanone

ethyl 2-oxocyclohexane carboxylate

2-acetylcyclohexanone

Refernces

• 1、 Plaza, Manuel,Paraja, Miguel,Florentino, Lucía,Valdés, Carlos. "Domino Synthesis of Benzo-Fused β,γ-Unsaturated Ketones from Alkenylboronic Acids and N-Tosylhydrazone-Tethered Benzonitriles". . p. 632 - 635. Retrieved 2019.
• 2、 Pezacki, John Paul,Couture, Philippe,Dunn, James A.,Warkentin, John,Wood, Paul D.,Lusztyk, Janusz,Ford, Francis,Platz, Matthew S.. "Rate constants for 1,2-hydrogen migration in cyclohexylidene and in substituted cyclohexylidenes". . p. 4456 - 4464. Retrieved 1999.
• 3、 Leong, Sze Wei,Mohd Faudzi, Siti Munirah,Abas, Faridah,Mohd Aluwi, Mohd Fadhlizil Fasihi,Rullah, Kamal,Lam, Kok Wai,Abdul Bahari, Mohd Nazri,Ahmad, Syahida,Tham, Chau Ling,Shaari, Khozirah,Lajis, Nordin H.. "Nitric oxide inhibitory activity and antioxidant evaluations of 2-benzoyl-6-benzylidenecyclohexanone analogs, a novel series of curcuminoid and diarylpentanoid derivatives". . p. 3330 - 3337. Retrieved 2015.
• 4、 Christoffers, Jens,Dierks, Anna,Fliegel, Lukas,Schmidtmann, Marc. "Preparation of Hexahydrocarbazole Derivatives by Reductive Indolization". . p. 7164 - 7175. Retrieved 2020.
• 5、 ?zdemirhan, Devrim,Sar??elik, ?zlem. "Chemoenzymatic route to optically active dihydroxy cyclopenta[b]naphthalenones; precursors for decalin-based bioactive natural products". . p. 118 - 124. Retrieved 2017.
• 6、 Yasui, Norio,Mayne, Christopher G.,Katzenellenbogen, John A.. "Preparation of o-Fluorophenols from Nonaromatic Precursors: Mechanistic Considerations for Adaptation to Fluorine-18 Radiolabeling". . p. 5540 - 5543. Retrieved 2015.
• 7、 Rybicka-Jasińska, Katarzyna,Or?owska, Katarzyna,Karczewski, Maksymilian,Zawada, Katarzyna,Gryko, Dorota. "Why Cyclopropanation is not Involved in Photoinduced α-Alkylation of Ketones with Diazo Compounds". . p. 6634 - 6642. Retrieved 2018.
• 8、 Chen, Lei,Li, Liqiang,Sampson, Nicole S.. "Access to Bicyclo[4.2.0]octene Monomers to Explore the Scope of Alternating Ring-Opening Metathesis Polymerization". . p. 2892 - 2897. Retrieved 2018.
• 9、 Fasihi Mohd Aluwi, Mohd Fadhlizil,Rullah, Kamal,Koeberle, Andreas,Werz, Oliver,Abdul Razak, Nur Sakinah,Wei, Leong Sze,Salim, Fatimah,Ismail, Nor Hadiani,Jantan, Ibrahim,Wai, Lam Kok. "Design and synthesis of a novel mPGES-1 lead inhibitor guided by 3D-QSAR CoMFA". . p. 844 - 850. Retrieved 2019.
• 10、 Kanitz, Andreas,Hartmann, Horst,Czerney, Peter. "On the formation and reactivity of 2-alkylidene-benzopyrans and their 2-amino-5,6-benzo-2H-pyran precursors". . p. 34 - 44. Retrieved 1998.