Deoxybenzoin

Base Information

• Chemical Name: Deoxybenzoin
• CAS No.: 451-40-1
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 2914.39 DERIVATION
• European Community (EC) Number: 207-193-2
• NSC Number: 249236,131456,6097
• UNII: F17V6C9PZX
• DSSTox Substance ID: DTXSID6044430
• Nikkaji Number: J5.751G
• Wikidata: Q27277503
• ChEMBL ID: CHEMBL3182695
• Mol file: 451-40-1.mol

Synonyms:deoxybenzoin

Chemical Property of Deoxybenzoin

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.000313mmHg at 25°C
• Melting Point: 54-55 °C
• Refractive Index: 1.583
• Boiling Point: 320.7 °C at 760 mmHg
• Flash Point: 137 °C
• Density: 1.08 g/cm³
• Storage Temp.: 2-8°C
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: Soluble in water (partly), methanol, alcohols, and ketones.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

2-Phenylacetophenone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=CC=CC=C2
• Uses: 2-Phenylacetophenone is a benzoin derivative used as a photoinitiator in vinyl polymerization. Deoxybenzoin, is used as a benzoin derivative and as a photoinitiator in vinyl polymerization.

Technology Process of Deoxybenzoin

There total 1128 articles about Deoxybenzoin 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: 81.0%

3-(4-Nitrophenylimino)-1-(N-morpholino)-1,2-diphenyl-1-propen (78956-32-8) → phenyl benzyl ketone (451-40-1) + β-Morpholino-(E)-α,β-diphenylacrolein (78956-33-9) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With potassium hydroxide; water; In methanol; for 2h; Heating;

Reference yield: 50.0%

1-Diethylamino-3-(4-nitrophenylimino)-1,2-diphenyl-1-propen (78956-29-3) → phenyl benzyl ketone (451-40-1) + 3-Diethylamino-(E)-α,β-diphenylacrolein (78956-34-0) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With potassium hydroxide; water; In methanol; for 2h; Heating;

Reference yield: 8.9%

1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (154554-67-3) + diphenyl acetylene (501-65-5) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + phenyl benzyl ketone (451-40-1) + benzil (134-81-6) + 1,2- diphenyl–2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)ethan-1-one (250337-70-3)

Guidance literature:

In xylene; at 125 ℃; for 24h;

DOI:10.1021/ma048793n

upstream raw materials:

N-benzyl-N-(cyano-phenyl-methyl)-benzamide

(E)-benzyl phenyl ketoxime

acetic anhydride

1,1-Diphenylethylene

Downstream raw materials:

2.3-diphenyl-1c-(4-dimethylamino-phenyl)-propen-⁽¹⁾-one-⁽³⁾

1,2-diphenyl-2-(1-piperidinyl)ethanone

1,2-diphenylprop-2-en-1-one

2-(9,10-dihydro-acridin-9-yl)-1,2-diphenyl-ethanone

Refernces

• 1、 Hashimoto. "-". . p. 217,218, 221, 225. Retrieved 1972.
• 2、 Lopez, Luigi,Troisi, Luigino. "ELECTRON-TRANSFER CHAIN ISOMERIZATION OF EPOXIDES INDUCED BY ONE-ELECTRON OXIDIZING AGENTS". . p. 3097 - 3100. Retrieved 1989.
• 3、 Nakano,Ibata. "The rhodium(II) acetate-catalyzed reaction of diacyldiazomethanes with isothiocyanates: Formation of 2-thioxo-2H-1,3-oxazin-4(3H)-one". . p. 238 - 244. Retrieved 1993.
• 4、 De Canck, Els,Nahra, Fady,Bevernaege, Kevin,Vanden Broeck, Sofie,Ouwehand, Judith,Maes, Diederick,Nolan, Steven P.,Van Der Voort, Pascal. "PMO-Immobilized AuI–NHC Complexes: Heterogeneous Catalysts for Sustainable Processes". . p. 430 - 436. Retrieved 2018.
• 5、 Mesbahi, Elnaz,Safari, Nasser,Gheidi, Mahin. "Investigation of axial ligand effects on catalytic activity of manganese porphyrin, evidence for the importance of hydrogen bonding in cytochrome-P450 model reactions". . p. 354 - 365. Retrieved 2014.
• 6、 Sawa et al.. "". . p. 5189. Retrieved 1969.
• 7、 Voloshkin, Vladislav A.,Saab, Marina,Van Hecke, Kristof,Lau, Sii Hong,Carrow, Bradley P.,Nolan, Steven P.. "Synthesis, reactivity and catalytic activity of Au-PAd3complexes". . p. 13872 - 13879. Retrieved 2020.
• 8、 Kohtani, Shigeru,Kawashima, Akira,Masuda, Fumie,Sumi, Momono,Kitagawa, Yuichi,Yoshioka, Eito,Hasegawa, Yasuchika,Miyabe, Hideto. "Chiral α-hydroxy acid-coadsorbed TiO2 photocatalysts for asymmetric induction in hydrogenation of aromatic ketones". . p. 12610 - 12613. Retrieved 2018.
• 9、 Darabi, Hossein Reza,Mirzakhani, Mohsen,Aghapoor, Kioumars,Jadidi, Khosrow,Faraji, Laleh,Sakhaee, Nader. "A structureeactivity relationship study on the Wacker oxidation of stilbenes at ambient condition". . p. 131 - 134. Retrieved 2013.
• 10、 Leone-Bay, Andrea. "Lithium Diphenylphosphide as a Reagent for the Dehydroxylation of α-Hydroxy Ketones". . p. 2378 - 2379. Retrieved 1986.