Oxiranecarboxaldehyde, 3-phenyl-

Base Information

• Chemical Name: Oxiranecarboxaldehyde, 3-phenyl-
• CAS No.: 5693-99-2
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 148.161
• DSSTox Substance ID: DTXSID00458249
• Nikkaji Number: J452.463B
• Mol file: 5693-99-2.mol

Synonyms:3-phenyloxirane-2-carbaldehyde;Oxiranecarboxaldehyde, 3-phenyl-;5693-99-2;3-phenyloxiranecarboxaldehyde;2,3-Epoxy-3-phenylpropanal;SCHEMBL6109677;DTXSID00458249;CHEBI:193660

Chemical Property of Oxiranecarboxaldehyde, 3-phenyl-

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(O2)C=O

Technology Process of Oxiranecarboxaldehyde, 3-phenyl-

There total 36 articles about Oxiranecarboxaldehyde, 3-phenyl- 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: 80.0%

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2S,3S)-3-phenyloxirane-2-carbaldehyde (5693-99-2,71403-94-6,99773-54-3,119951-98-3,121651-02-3,126720-47-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)80680-2

Reference yield: 80.0%

(E)-3-phenylpropenal (14371-10-9) → (±)-3-phenyloxirane-2-carbaldehyde (5693-99-2,71403-94-6,99773-54-3,119951-98-3,121651-02-3,126720-47-6)

Guidance literature:

With tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; In dimethyl sulfoxide; toluene; at 17 ℃; for 1.5h;

DOI:10.1246/cl.1987.285

Reference yield: 67.0%

trans-2,3-epoxy-3-phenylpropan-1-ol (40641-81-4) → (±)-3-phenyloxirane-2-carbaldehyde (5693-99-2,71403-94-6,99773-54-3,119951-98-3,121651-02-3,126720-47-6)

Guidance literature:

With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1039/c6ob02221a

upstream raw materials:

(E)-3-phenylpropenal

trans-2,3-epoxy-3-phenylpropan-1-ol

2,3-epoxy-3-phenyl-1-propanol

(2E)-3-phenyl-2-propen-1-ol

Downstream raw materials:

2-Phenyl-3-<4-phenyl-1(Z),3(E)-butadienyl>oxiran

2-Phenyl-3-<4-phenyl-1(E),3(E)-butadienyl>oxiran

5-(3-Phenyl-2-oxiranyl)-2(E),4(Z)-pentadiensaeure-methylester

5-(3-Phenyl-2-oxiranyl)-2(E),4(E)-pentadiensaeure-methylester

Refernces

• 1、 Gnawali, Giri Raj,Rath, Nigam P.,Spilling, Christopher D.. "Synthesis of Phostones via the Palladium-Catalyzed Ring Opening of Epoxy Vinyl Phosphonates". . p. 8724 - 8730. Retrieved 2019/07/03.
• 2、 Liu, Hui,An, Zhe,He, Jing. "Nanosheet-enhanced efficiency in amine-catalyzed asymmetric epoxidation of Α, Β-unsaturated aldehydes via host-guest synergy". . p. 69 - 77. Retrieved 2017/11/15.