Acetic acid, 1,3-Diphenylallyl ester

Base Information

• Chemical Name: Acetic acid, 1,3-Diphenylallyl ester
• CAS No.: 87751-69-7
• Molecular Formula: C17H16O2
• Molecular Weight: 252.313
• European Community (EC) Number: 623-998-5
• Nikkaji Number: J405.527F,J599.716J,J712.504F
• Mol file: 87751-69-7.mol

Synonyms:87751-69-7;(+/-)-trans-1,3-Diphenylallyl acetate;Acetic acid, 1,3-Diphenylallyl ester;Diphenylpropenyl acetate;[(E)-1,3-diphenylprop-2-enyl] acetate;(e)-1,3-diphenylallyl acetate;1,3-diphenyl-2-propenyl acetate;3-acetoxy-1;trans-3-Acetoxy-1,3-diphenylpropene;starbld0001028;1,3-diphenylallyl acetate;alpha-Phenylcinnamyl acetate;SCHEMBL1941433;UVJZGFKZGQSKDV-OUKQBFOZSA-N;(2E)-1,3-Diphenyl-2-propenyl acetate;AS-81122;(2E)-1,3-Diphenyl-2-propenyl acetate #;(R,E)-3-Acetoxy-1,3-diphenyl-1-propene;(+/-)-trans-1,3-Diphenylallyl acetate, 97%

Chemical Property of Acetic acid, 1,3-Diphenylallyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 4.00420
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 252.115029749
• Heavy Atom Count: 19
• Complexity: 296

Purity/Quality:

98%,99%, ^*data from raw suppliers

(±)-trans-1,3-Diphenylallyl acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3610772
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC(C=CC1=CC=CC=C1)C2=CC=CC=C2
• Isomeric SMILES: CC(=O)OC(/C=C/C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Acetic acid, 1,3-Diphenylallyl ester

There total 24 articles about Acetic acid, 1,3-Diphenylallyl ester 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: 95.0%

(E)-1,3-diphenyl-2-propen-1-ol (62668-02-4) + acetyl chloride (75-36-5) → rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene (87751-69-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tet.2020.131246

Reference yield: 94.0%

(E)-1,3-diphenyl-2-propen-1-ol (62668-02-4) + acetic anhydride (108-24-7) → rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene (87751-69-7)

Guidance literature:

(E)-1,3-diphenyl-2-propen-1-ol; With dmap; triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

acetic anhydride; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2019.130780

Reference yield: 93.0%

1,3-diphenyl-3-hydroxypropene (4663-33-6,62668-02-4,62839-70-7,116127-91-4,132014-29-0,136981-81-2,148616-45-9) + acetic anhydride (108-24-7) → rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene (87751-69-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.1c04243

upstream raw materials:

(E)-3-phenylpropenal

acetic anhydride

phenylmagnesium bromide

(E)-1,3-diphenyl-2-propen-1-ol

Downstream raw materials:

2-Benzyl-2-((E)-1,3-diphenyl-allyl)-malonic acid dimethyl ester

diethyl 2-[(1R,2E)-1,3-diphenyl-2-propen-1-yl]malonate

(E)-N-(1,3-diphenyl-1λ³-allyl)-4-methylbenzenesulfonamide

Refernces

• 1、 Carroll, Anne-Marie,McCarthy, Mary,Lacey, Patrick M.,Saunders, Cormac P.,Connolly, David J.,Farrell, Annette,Rokade, Balaji V.,Goddard, Richard,Fristrup, Peter,Norrby, Per-Ola,Guiry, Patrick J.. "Synthetic and mechanistic studies in enantioselective allylic substitutions catalysed by palladium complexes of a modular class of axially chiral quinazoline-containing ligands". . . Retrieved 2019/12/09.
• 2、 Schlatzer, Thomas,Schr?der, Hilmar,Trobe, Melanie,Lembacher-Fadum, Christian,Stangl, Simon,Schl?gl, Christoph,Weber, Hansj?rg,Breinbauer, Rolf. "Pd/BIPHEPHOS is an Efficient Catalyst for the Pd-Catalyzed S-Allylation of Thiols with High n-Selectivity". supporting information. p. 331 - 336. Retrieved 2019/11/16.