4-[(Z)-1,2-diphenylethenyl]morpholine

Base Information

• Chemical Name: 4-[(Z)-1,2-diphenylethenyl]morpholine
• CAS No.: 4176-68-5
• Molecular Formula: C18H19 N O
• Molecular Weight: 265.355
• NSC Number: 154575,133548
• Nikkaji Number: J105.072I
• Mol file: 4176-68-5.mol

Synonyms:4-[(Z)-1,2-diphenylethenyl]morpholine;4-(1,2-diphenylethenyl)morpholine;18239-50-4;4176-68-5;Morpholine, 4-(1,2-diphenylvinyl)-;Morpholine, 4-(1,2-diphenylethenyl)-;1,2-Diphenyl-1-morpholinoethylene;Morpholine,2-diphenylvinyl)-;Morpholine,2-diphenylethenyl)-;NSC133548;NSC154575;NSC-133548;NSC-154575;4-[(Z)-1,2-diphenyl-vinyl]-morpholine

Chemical Property of 4-[(Z)-1,2-diphenylethenyl]morpholine

Chemical Property:

• Vapor Pressure: 4.83E-07mmHg at 25°C
• Boiling Point: 413.4°C at 760 mmHg
• Flash Point: 121.4°C
• Density: 1.119g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 265.146664230
• Heavy Atom Count: 20
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=CC2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1COCCN1/C(=C\C2=CC=CC=C2)/C3=CC=CC=C3

Technology Process of 4-[(Z)-1,2-diphenylethenyl]morpholine

There total 4 articles about 4-[(Z)-1,2-diphenylethenyl]morpholine 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:

morpholine (110-91-8,99108-56-2) + phenyl benzyl ketone (451-40-1) → (Z)-1-(1,2-diphenylvinyl)morpholine (4176-68-5)

Guidance literature:

With titanium tetrachloride; In hexane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2005.03.093

Reference yield:

morpholine (110-91-8,99108-56-2) + diphenyl acetylene (501-65-5) → (Z)-1-(1,2-diphenylvinyl)morpholine (4176-68-5) + (E)-N-(1,2-diphenylethenyl)morpholine (4176-69-6)

Guidance literature:

With K₂Mg(CH₂SiMe₃)₄(N,N,N' ,N'' ,N''-pentamethyldiethylenetriamine)₂; In tetrahydrofuran-d8; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Overall yield = 80 percentSpectr.; stereoselective reaction; Inert atmosphere; Glovebox;

DOI:10.1039/c9dt00923j

Reference yield:

benzaldehyde (100-52-7) + (α-morpholinobenzyl)diphenylphosphine oxide (95038-36-1) → (Z)-1-(1,2-diphenylvinyl)morpholine (4176-68-5) + (E)-N-(1,2-diphenylethenyl)morpholine (4176-69-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; Title compound not separated from byproducts; 1.) -30 deg C, 10 min; 2.) RT, 3 h;

upstream raw materials:

benzaldehyde

(α-morpholinobenzyl)diphenylphosphine oxide

morpholine

phenyl benzyl ketone

Downstream raw materials:

methyl 4-oxo-2,3,4-triphenylbutanoate

4,5-Diphenyl-pyrrolidine-2-carboxylic acid ethyl ester

benzaldehyde

6-Morpholin-4-yl-5,6-diphenyl-5,6-dihydro-4H-[1,2]oxazine-3-carboxylic acid ethyl ester

Refernces

• 1、 Zhao, Wei-Jie,Yan, Ming,Huang, Dan,Ji, Shun-Jun. "New reaction of enamines with aryldiazoacetates catalyzed by transition metal complexes". . p. 5585 - 5593. Retrieved 2007/10/03.