Morpholine, 4-(1-cyclopenten-1-yl)-

Base Information

• Chemical Name: Morpholine, 4-(1-cyclopenten-1-yl)-
• CAS No.: 936-52-7
• Molecular Formula: C9H15 N O
• Molecular Weight: 153.224
• Hs Code.: 29349990
• European Community (EC) Number: 213-316-0,918-695-2
• NSC Number: 86131
• UNII: E6BPH60G2P
• DSSTox Substance ID: DTXSID0061323
• Nikkaji Number: J41.777G,J714.868B
• Wikidata: Q72460399
• Mol file: 936-52-7.mol

Synonyms:936-52-7;N-(1-Cyclopenten-1-yl)morpholine;1-Morpholinocyclopentene;Morpholine, 4-(1-cyclopenten-1-yl)-;1-Morpholino-1-cyclopentene;4-(1-Cyclopentenyl)morpholine;4-(cyclopent-1-en-1-yl)morpholine;4-(cyclopenten-1-yl)morpholine;1-(N-Morpholino)cyclopentene;4-(1-Cyclopenten-1-yl)morpholine;N-(1-Cyclopenten-1-yl)-morpholine;(1-Morpholinocyclopentene);morpholinocyclopentene;Cyclopentanone morpholine enamine;4-cyclopentenylmorpholine;EINECS 213-316-0;N-(Cyclopent-1-en-1-yl)morpholine;NSC 86131;E6BPH60G2P;NSC-86131;NSC86131;N-cyclopentenyl morpholine;UNII-E6BPH60G2P;1-(4-Morpholino)cyclopentene;n-(1-cyclopentenyl)morpholine;SCHEMBL497792;1-Morpholinocyclopentene, 96%;1-MORPHOLINYLCYCLOPENTENE;DTXSID0061323;4-cyclopent-1-en-1-ylmorpholine;WLN: T6N DOTJ A- AL5UTJ;N-(1-Cyclopentene-1-yl)morpholine;4-[(E)-1-Cyclopentenyl]morpholine;CCG-40527;MFCD00006162;AKOS009031099;1-(MORPHOLIN-4-YL)CYCLOPENTENE;1-(4-MORPHOLINO)-1-CYCLOPENTENE;LS-92674;CS-0182151;FT-0608100

Chemical Property of Morpholine, 4-(1-cyclopenten-1-yl)-

Chemical Property:

• Appearance/Colour: Clear yellow liquid.
• Vapor Pressure: 0.0762mmHg at 25°C
• Melting Point: 122-127 °C (decomp)
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 105-106 ºC (12 mmHg)
• PKA: 6.32±0.20(Predicted)
• Flash Point: 60 ºC
• PSA: 12.47000
• Density: 0.957
• LogP: 1.32430
• Storage Temp.: 0-6°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.115364102
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98% ^*data from raw suppliers

1-Morpholinocyclopentene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC=C(C1)N2CCOCC2

Technology Process of Morpholine, 4-(1-cyclopenten-1-yl)-

There total 15 articles about Morpholine, 4-(1-cyclopenten-1-yl)- 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: 98.2%

morpholine (110-91-8,99108-56-2) + cyclopentanone (120-92-3) → 1-(N-morpholino)cyclopent-1-ene (936-52-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 70 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 90.0%

morpholine (110-91-8,99108-56-2) + 1-chlorocyclopent-1-ene (930-29-0) → 1-(N-morpholino)cyclopent-1-ene (936-52-7)

Guidance literature:

With P(i-BuNCH₂CH₂)3N; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 115 ℃; for 12h;

DOI:10.1021/ol051612x

Reference yield: 76.0%

cyclopentanone (120-92-3) + morpholine-N-carboxylic acid trimethylsilyl ester (30882-93-0) → 1-(N-morpholino)cyclopent-1-ene (936-52-7)

Guidance literature:

at 100 ℃; for 2h;

DOI:10.1016/S0040-4039(00)01521-5

upstream raw materials:

morpholine

cyclopentanone

morpholine-N-carboxylic acid trimethylsilyl ester

1-chlorocyclopent-1-ene

Downstream raw materials:

4-(2-phenyl-hexahydro-cyclopenta[b]furan-6a-yl)-morpholine

1-benzoylsulfanyl-1-morpholin-4-yl-cyclopentane

3-(4-chloro-phenyl)-6a-morpholin-4-yl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole

2-Nonyliden-cyclopentanon

Refernces

• 1、 Bucci, Raffaella,Clerici, Francesca,Pellegrino, Sara,Erba, Emanuela. "Diastereoselective Synthesis of Pyrazolines by Metal-Free Rearrangement of Bicyclic Triazolines". . p. 2892 - 2898. Retrieved 2020.
• 2、 Fesenko, Anastasia A.,Shutalev, Anatoly D.. "Reaction of enamines with semicarbazone-based amidoalkylating reagents: A straightforward synthesis of annulated 1-aminopyrimidin-2-one derivatives". supporting information. . Retrieved 2021/02/16.
• 3、 Gao, Chao,Li, Xiao,Liu, Kun-Lin,Teng, Fei,Xiong, Lu,Yu, Luo-Ting. "Discovery of quinolone derivatives as antimycobacterial agents". . p. 24095 - 24115. Retrieved 2021/07/29.