Cinnamaldoxime

Base Information

• Chemical Name: Cinnamaldoxime
• CAS No.: 13372-81-1
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2928000090
• European Community (EC) Number: 243-979-1
• DSSTox Substance ID: DTXSID901312677
• Mol file: 13372-81-1.mol

Synonyms:cinnamaldoxime;(Z,)-Cinnamaldehyde oxime;3-Phenyl-2-propenal oxime;Cinnamaldehyde, oxime, anti-;2-Propenal, 3-phenyl-, oxime, (1Z)-;2-Propenal, 3-phenyl-, oxime, (Z,?)-;(NE)-N-[(E)-3-phenylprop-2-enylidene]hydroxylamine;NCIOpen2_000932;SCHEMBL9173595;DTXSID901312677;20707-70-4;AKOS030255816;FT-0623827

Chemical Property of Cinnamaldoxime

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 0.00181mmHg at 25°C
• Melting Point: 115-125 °C
• Refractive Index: 1.513
• Boiling Point: 280.3oC at 760mmHg
• PKA: 10.46±0.11(Predicted)
• Flash Point: 165.1oC
• PSA: 32.59000
• Density: 0.97g/cm3
• LogP: 2.15980
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

98%min ^*data from raw suppliers

CinnamaldehydeOxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC=NO

Technology Process of Cinnamaldoxime

There total 25 articles about Cinnamaldoxime 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: 100.0%

(E)-3-phenylpropenal (14371-10-9) → (1E,2E)-cinnamaldehyde oxime (13372-81-1,20707-70-4,21737-13-3,40412-97-3,59336-59-3,90281-28-0,40212-77-9)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol;

DOI:10.1021/ol0168768

Reference yield: 98.0%

3-phenyl-propenal (104-55-2) → cinnamaldoxime (13372-81-1)

Guidance literature:

With zinc(II) oxide; hydroxylamine hydrochloride; silica gel; In neat (no solvent); at 20 ℃; for 0.116667h; Solvent; Green chemistry;

Reference yield: 94.0%

3-Phenylpropenol (104-54-1) + hydroxylamine hydrochloride (5470-11-1) → cinnamaldoxime (13372-81-1)

Guidance literature:

With Au/HAP; oxygen; In toluene; at 90 ℃; for 6.5h;

DOI:10.1002/anie.200900802

upstream raw materials:

3-phenyl-propenal

Cinnamyl bromide

cinnamylamine

3-Phenylpropenol

Downstream raw materials:

3-Phenylpropan-1-amine

bis-(3-phenyl-propyl)-amine

5-acetoxymethyl-3-styrylisoxazoline

5-phenylisoxazole

Refernces

• 1、 Feng, Qiang,Huang, Hai,Sun, Jianwei. "Ru-Catalyzed [3 + 2] Cycloaddition of Nitrile Oxides and Electron-Rich Alkynes with Reversed Regioselectivity". supporting information. p. 2431 - 2436. Retrieved 2021/05/05.
• 2、 Askari, Saeed,Jafarzadeh, Mohammad,Christensen, David Benjamin,Kegn?s, S?ren. "A Synergic Activity of Urea/Butyl Imidazolium Ionic Liquid Supported on UiO-66-NH2 Metal–Organic Framework for Synthesis of Oximes". . p. 3159 - 3173. Retrieved 2020/04/21.