Production Method 1

35479-44-8

947-91-1

Reaction Conditions

1.1 Reagents: Chlorotrimethylsilane ,  Zinc Solvents: Acetonitrile
1.2 Reagents: Styrene

Reference

Zinc-promoted reactions. Part 11. Ionic reactions and single electron transfers in the Zn/TMSCI reduction of benzaldehyde

Di Vona, Maria Luisa; Rosnati, Vittorio, Main Group Metal Chemistry, 1999, 22(2), 89-94

Production Method 2

1439-07-2

947-91-1

Reaction Conditions

1.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, erbium(3+) salt (3:1) Solvents: Dichloromethane ;  45 min, rt

Reference

Erbium(III) triflate: A valuable catalyst for the rearrangement of epoxides to aldehydes and ketones

Procopio, Antonio; Dalpozzo, Renato; De Nino, Antonio; Nardi, Monica; Sindona, Giovanni; et al, Synlett, 2004, (14), 2633-2635

Production Method 3

882-59-7

947-91-1

Reaction Conditions

1.1 Catalysts: Iridium(1+), [(1,2,5,6-η)-1,5-cyclooctadiene]hydro[(8-quinolinyl-κN)methyl-κC](t… Solvents: Tetrahydrofuran ;  23 °C; 24 h, 100 °C

Reference

An air-stable cationic iridium hydride as a highly active and general catalyst for the isomerization of terminal epoxides

Humbert, Nicolas; Vyas, Devendra J.; Besnard, Celine; Mazet, Clement, Chemical Communications (Cambridge, 2014, 50(73), 10592-10595

Production Method 4

2425-29-8

947-91-1

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  Diethylzinc Solvents: Dichloromethane ;  0 °C; 30 min, 0 °C
1.2 0 °C; 10 min, 0 °C

Reference

CF3CO2ZnEt-mediated highly regioselective rearrangement of bromohydrins to aldehydes

Wang, Zhihui; Li, Meiyi; Zhang, Wenqin; Jia, Jiangnan; Wang, Fei; et al, Tetrahedron Letters, 2011, 52(45), 5968-5971

Production Method 5

25017-18-9

947-91-1

Reaction Conditions

1.1 Reagents: (T-4)-Bromohydro[1,1′-thiobis[methane]](1,1,2-trimethylpropyl)boron Solvents: Dichloromethane

Reference

Facile reduction of saturated and unsaturated carboxylic acids and their salts to aldehydes by thexylbromoborane-dimethyl sulfide

Cha, Jin Soon; Kim, Jin Euog; Lee, Kwang Woo, Journal of Organic Chemistry, 1987, 52(22), 5030-2

Production Method 6

17619-97-5

947-91-1

Reaction Conditions

1.1 Catalysts: Trifluoroacetic acid Solvents: 1,4-Dioxane ;  5 min, rt

Reference

Triflic-Acid-Catalyzed Tandem Epoxide Rearrangement and Annulation with Alkynes: An Efficient Approach for Regioselective Synthesis of Naphthalenes

Rao, Chinthu Joginarayana; Sudheer, Mokhamatam; Battula, Venkateswara Rao, ChemistrySelect, 2022, 7(9),

Production Method 7

1689-71-0

947-91-1

Reaction Conditions

1.1 Catalysts: Pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,1… Solvents: Chloroform-d ,  Water ;  18 h, 60 °C

Reference

Efficient epoxide isomerization within a self-assembled hexameric organic capsule

Caneva, Thomas; Sperni, Laura; Strukul, Giorgio; Scarso, Alessandro, RSC Advances, 2016, 6(87), 83505-83509

Production Method 8

1689-71-0

947-91-1

Reaction Conditions

1.1 Catalysts: Iron(1+), dicarbonyl(η5-2,4-cyclopentadien-1-yl)(tetrahydrofuran)-, tetrafluorob… Solvents: Dichloromethane

Reference

Iron Lewis acid catalyzed reactions of phenyldiazomethane with aromatic aldehydes

Mahmood, Syed J.; Saha, Anjan K.; Hossain, M. Mahmun, Tetrahedron, 1998, 54, 349-358

Production Method 9

25017-18-9

947-91-1

Reaction Conditions

1.1 Reagents: 9-Borabicyclo[3.3.1]nonane Solvents: Tetrahydrofuran

Reference

Exceptionally facile reduction of carboxylic acid salts to aldehydes by 9-borabicyclo[3.3.1]nonane

Cha, Jin Soon; Oh, Se Yeon; Lee, Kwang Woo; Yoon, Mal Sook; Lee, Jae Cheol; et al, Heterocycles, 1988, 27(7), 1595-8

Production Method 10

1439-07-2

947-91-1

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  3H-Oxazirino[3,2-a]isoquinolinium, 4,8b-dihydro-2-methyl-, tetrafluoroborate(1-)…

Reference

Oxygen transfer to ethylenic double bonds from an oxaziridinium salt

Hanquet, G.; Lusinchi, X.; Milliet, P., Tetrahedron Letters, 1988, 29(32), 3941-4

Production Method 11

1439-07-2

947-91-1

Reaction Conditions

1.1 Catalysts: Methylium, triphenyl-, tetrafluoroborate(1-) (1:1) Solvents: Dichloromethane ;  5 min, rt

Reference

Carbocations as Lewis Acid Catalysts: Reactivity and Scope

Bah, Juho; Naidu, Veluru Ramesh; Teske, Johannes; Franzen, Johan, Advanced Synthesis & Catalysis, 2015, 357(1), 148-158

Production Method 12

4217-62-3

947-91-1

Reaction Conditions

1.1 Reagents: Sulfuric acid

Reference

Synthesis of aldehydes and ketones from asymm.-disubstituted ethylene glycols and their ethers

Stoermer, R., Berichte der Deutschen Chemischen Gesellschaft, 1906, 39, 2288-2306

Production Method 13

25017-18-9

947-91-1

Reaction Conditions

1.1 Reagents: Borane Solvents: Tetrahydrofuran
1.2 Reagents: Dimethyl sulfate
1.3 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane

Reference

Transformation of carboxylic acid salts to aldehydes by stepwise reduction with borane and oxidation with pyridinium chlorochromate

Cha, Jin Soon; Park, Jae Hyung; Moon, Suk Joung, Bulletin of the Korean Chemical Society, 2001, 22(10), 1089-1092

Production Method 14

1439-07-2

947-91-1

Reaction Conditions

1.1 Catalysts: Aluminum, methyl[[2,2′-sulfonylbis[6-bromo-4-(1,1-dimethylethyl)phenolato-κO]](2… Solvents: Dichloromethane

Reference

Synthesis and properties of new types of sulfoxide- or sulfone-bridged Lewis acids

Ohba, Yoshihiro; Ito, Kazuaki; Nagasawa, Tomomi; Sakurai, Shinya, Journal of Heterocyclic Chemistry, 2000, 37(5), 1071-1076

Production Method 15

1439-07-2

947-91-1

Reaction Conditions

1.1 Catalysts: Copper(II) triflate Solvents: Dichloromethane ;  40 min, rt

Reference

Copper(II)-catalyzed formation of 1,3-dioxolanes from oxiranes

Lee, Seung-Han; Lee, Jae-Chul; Li, Ming-Xing; Kim, Nam-Sun, Bulletin of the Korean Chemical Society, 2005, 26(2), 221-222

Production Method 16

1439-07-2

947-91-1

Reaction Conditions

1.1 Catalysts: Gold trichloride ,  Silver hexafluoroantimonate Solvents: 1,4-Dioxane ;  5 min, rt

Reference

AuCl3/AgSbF6-catalyzed rapid epoxide to carbonyl rearrangement

Gudla, Vanajakshi; Balamurugan, Rengarajan, Tetrahedron Letters, 2012, 53(39), 5243-5247

Production Method 17

1716-11-6

947-91-1

Reaction Conditions

1.1 Reagents: Dimethyl sulfate ,  Borane Solvents: Tetrahydrofuran
1.2 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane

Reference

Exceptionally facile conversion of carboxylic acid salts to aldehydes by reductive oxidation with borane and pyridinium chlorochromate

Cha, Jin Soon; Park, Jae Hyung; Lee, Dae Yon, Bulletin of the Korean Chemical Society, 2001, 22(3), 325-326

Production Method 18

492-70-6

947-91-1

Reaction Conditions

Reference

Application of microwave heating techniques for dry organic reactions

Ben Alloum, Abdelkrim; Labiad, Bouchta; Villemin, Didier, Journal of the Chemical Society, 1989, (7), 386-7

Production Method 19

17619-97-5

947-91-1

Reaction Conditions

1.1 Catalysts: Aluminum, (5′-bromo[1,1′:3′,1′′-terphenyl]-2′-olato)dimethyl- Solvents: Dichloromethane

Reference

A convenient procedure for rearrangement of epoxides by use of dimethylaluminum catalysts

Nagahara, Shigeru; Maruoka, Keiji; Yamamoto, Hisashi, Nippon Kagaku Kaishi, 1993, (7), 893-6

Production Method 20

117-34-0

947-91-1

Reaction Conditions

1.1 Reagents: 9-Borabicyclo[3.3.1]nonane Solvents: Tetrahydrofuran
1.2 Reagents: Borate(1-), 1,5-cyclooctanediyldihydro-, lithium (1:1), (T-4)- Solvents: Tetrahydrofuran
1.3 Reagents: Water Solvents: Tetrahydrofuran

Reference

One-pot conversion of carboxylic acids to aldehydes through treatment of acyloxy-9-borabicyclo[3.3.1]nonanes with lithium 9-boratabicyclo[3.3.1]nonane

Cha, Jin Soon; Kim, Jin Euog; Oh, Se Yeon; Kim, Jong Dae, Tetrahedron Letters, 1987, 28(39), 4575-8

Diphenylacetaldehyde (>80%) Raw materials

• 2,2-diphenylacetic acid
• 1,1-diphenylethane-1,2-diol
• 3,6-Dioxa-2,7-disilaoctane, 2,2,7,7-tetramethyl-4,5-diphenyl-
• Oxirane, 2,3-diphenyl-,(2R,3S)-rel-
• trans-Stilbene Oxide
• HYDROBENZOIN
• Benzeneethanol, β-bromo-α-phenyl-
• Benzeneacetic acid, α-phenyl-, lithium salt (9CI)
• 2,3-diphenyloxirane
• Benzeneacetic acid, a-phenyl-, sodium salt
• 2,2-Diphenyloxirane

Diphenylacetaldehyde (>80%) Preparation Products

• Diphenylacetaldehyde (>80%) (947-91-1)

• 1. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 2. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 3. Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR?
  Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
• 4. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
• 5. Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation
  Matthew J. Gaunt,Jinquan Yu,Jonathan B. Spencer Chem. Commun., 2001, 1844-1845

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Diphenylmethanes
• Solvents and Organic Chemicals Organic Compounds Aldehyde/Ketone

Recent Advances in the Application of Diphenylacetaldehyde (>80%) (CAS 947-91-1) in Chemical Biology and Pharmaceutical Research

Diphenylacetaldehyde (>80%) (CAS 947-91-1) is a key intermediate in organic synthesis and pharmaceutical development. Recent studies have highlighted its versatile applications in the synthesis of bioactive compounds, including chiral ligands, pharmaceutical intermediates, and agrochemicals. This research brief consolidates the latest findings on the compound's synthesis, reactivity, and potential therapeutic applications, providing valuable insights for researchers in the field.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficient use of Diphenylacetaldehyde (>80%) as a precursor in the synthesis of novel γ-secretase modulators for Alzheimer's disease treatment. The research team developed an optimized synthetic route with improved yield (82%) and purity (>95%) by employing asymmetric hydrogenation of Diphenylacetaldehyde derivatives. This advancement addresses previous challenges in stereochemical control during the synthesis process.

In the field of antimicrobial research, a recent breakthrough published in Bioorganic & Medicinal Chemistry Letters (2024) revealed that Diphenylacetaldehyde derivatives exhibit potent activity against drug-resistant Staphylococcus aureus strains. The study identified specific structural modifications that enhance membrane permeability while maintaining low cytotoxicity (IC50 > 100 μM in mammalian cells). These findings open new avenues for developing next-generation antibiotics targeting multidrug-resistant pathogens.

Catalysis research has also benefited from advances in Diphenylacetaldehyde chemistry. A 2024 Nature Catalysis paper described a novel photoredox catalytic system using chiral Diphenylacetaldehyde derivatives as key ligands. This system achieved unprecedented enantioselectivity (up to 99% ee) in the synthesis of complex heterocyclic compounds, demonstrating significant potential for pharmaceutical manufacturing. The researchers emphasized the compound's unique ability to stabilize reactive intermediates during photocatalytic cycles.

From a safety and regulatory perspective, recent toxicological studies (Regulatory Toxicology and Pharmacology, 2023) have provided updated data on Diphenylacetaldehyde's safety profile. The compound shows favorable toxicokinetic properties with rapid metabolism and elimination (t1/2 = 2.3 hours in rodent models). These findings support its continued use in pharmaceutical synthesis while suggesting specific handling precautions for industrial-scale applications.

Looking forward, the pharmaceutical industry is exploring Diphenylacetaldehyde's potential in mRNA therapeutic formulations. Preliminary data presented at the 2024 American Chemical Society National Meeting indicated that certain Diphenylacetaldehyde derivatives can enhance lipid nanoparticle stability for mRNA delivery. This emerging application could significantly impact the development of next-generation vaccines and gene therapies.

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