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

Base Information

• Chemical Name: Morpholine, 4-(1-cyclohexen-1-yl)-
• CAS No.: 670-80-4
• Molecular Formula: C10H17NO
• Molecular Weight: 167.251
• Hs Code.: 29349990
• European Community (EC) Number: 211-579-6
• NSC Number: 42450
• UNII: FLU852CQR2
• DSSTox Substance ID: DTXSID2060967
• Nikkaji Number: J714.869K,J24.511I
• Wikidata: Q72492948
• Mol file: 670-80-4.mol

Synonyms:670-80-4;4-Cyclohex-1-enyl-morpholine;1-Morpholinocyclohexene;Morpholine, 4-(1-cyclohexen-1-yl)-;N-Morpholino-1-cyclohexene;1-Morpholino-1-cyclohexene;4-(1-Cyclohexen-1-yl)morpholine;N-(1-Cyclohexen-1-yl)morpholine;4-(cyclohexen-1-yl)morpholine;4-(cyclohex-1-en-1-yl)morpholine;4-(1-Cyclohexenyl)morpholine;1-(N-Morpholino)cyclohexene;1-Morpholin-1-ylcyclohexene;1-(4-morpholino)cyclohexene;Cyclohexanone morpholine enamine;morpholinocyclohexene;4-cyclohexenylmorpholine;N-(Cyclohex-1-en-1-yl)morpholine;NSC 42450;1(1-Cyclohexenyl)morpholine;EINECS 211-579-6;NSC-42450;NSC42450;morpholinocyclohex-1-ene;l-morpholino-1-cyclohexene;1-morpholinyl-1-cyclohexene;FLU852CQR2;SCHEMBL150625;1- morpholino cyclohex-1 ene;1-Morpholinocyclohexene, 98%;4-(1-cyclohexenyl)-morpholine;DTXSID2060967;4-cyclohex-1-en-1-ylmorpholine;4-[(E)-1-Cyclohexenyl]morpholine;STR02225;MFCD00006163;AKOS000266899;MORPHOLINE,4-(1-CYCLOHEXENE);CS-0155408;FT-0605760;EN300-21042;D78186

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

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: n20/D 1.514(lit.)
• Boiling Point: 249.702 °C at 760 mmHg
• PKA: 6.33±0.20(Predicted)
• Flash Point: 68.333 °C
• PSA: 12.47000
• Density: 1.046 g/cm³
• LogP: 1.71440
• Storage Temp.: 0-6°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 167.131014166
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

4-(Cyclohex-1-en-1-yl)morpholine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)N2CCOCC2

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

There total 11 articles about Morpholine, 4-(1-cyclohexen-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: 98.0%

morpholine (110-91-8,99108-56-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 4-cyclohexen-1-ylmorpholine (670-80-4)

Guidance literature:

With sulfuric acid; In toluene; Dean-Stark; Reflux;

DOI:10.1021/acs.macromol.0c02128

Reference yield: 59.0%

morpholine (110-91-8,99108-56-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 4-cyclohexen-1-ylmorpholine (670-80-4) + 4-Phenylmorpholine (92-53-5)

Guidance literature:

With styrene; Au-Pd/Al₂O₃; In toluene; at 100 ℃; for 6h; under 760.051 Torr; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5cy01908g

Reference yield: 50.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + morpholine-N-carboxylic acid trimethylsilyl ester (30882-93-0) → 4-cyclohexen-1-ylmorpholine (670-80-4)

Guidance literature:

at 50 - 60 ℃; for 5h;

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

upstream raw materials:

morpholine

cyclohexanone

1,2,4-Trioxaspiro<4.5>decan

4-(trimethylsilyl)morpholine

Downstream raw materials:

4-[4-(morpholin-4-yl)phenyl]morpholine

N-phenylcyclopentanecarboxamide

cyclopentene-1-(N-phenyl)carboxamide

N-(cyclopent-1-enylmethyl)benzenamine

Refernces

• 1、 Fukuzawa, Shin-ichi,Fukushima, Masakazu,Fujinami, Tatsuo,Sakai, Shizuyoshi. "Lanthanoid(III) Trichloride-Tin(II) Chloride mediated Cycloaddition Reaction of α,α'-Dibromo Ketones with 1,3-Dienes or Enamines". . p. 2348 - 2352. Retrieved 1989.
• 2、 Feng, Jianpeng,Xiao, Bing,Chen, Wenbo,Ding, Ting,Chen, Lingfeng,Yu, Pengtian,Xu, Fengli,Zhang, Huajie,Liu, Zhiguo,Liang, Guang. "Synthesis and Anti-Inflammatory Evaluation of Novel C66 Analogs for the Treatment of LPS-Induced Acute Lung Injury". . p. 753 - 763. Retrieved 2015.
• 3、 Leong, Sze Wei,Chia, Suet Lin,Abas, Faridah,Yusoff, Khatijah. "Synthesis and in-vitro anti-cancer evaluations of multi-methoxylated asymmetrical diarylpentanoids as intrinsic apoptosis inducer against colorectal cancer". . . Retrieved 2020.
• 4、 Anniyappan, Marimuthu,Muralidharan,Perumal, Paramasivan T.,Vittal, Jagadese J.. "Indium(III) chloride catalyzed in situ generation of enamines and cyclization with imines: A novel route for synthesis of hexahydroxanthene-9-N- arylamines". . p. 2965 - 2969. Retrieved 2004.
• 5、 Sinha, Jasmine,Soars, Shafer,Bowman, Christopher N.. "Enamine Organocatalysts for the Thiol-Michael Addition Reaction and Cross-Linking Polymerizations". . p. 1693 - 1701. Retrieved 2021/02/16.
• 6、 -. "Method for preparing alkane carboxylic acid by increasing alkane carbon chains". Paragraph 0031; 0045-0047. . Retrieved 2021/06/09.