Benzaldehyde dimethyl acetal

Base Information

• Chemical Name: Benzaldehyde dimethyl acetal
• CAS No.: 1125-88-8
• Molecular Formula: C9H12O2
• Molecular Weight: 152.193
• Hs Code.: 29110000
• European Community (EC) Number: 214-413-0
• NSC Number: 286137
• UNII: W6T83K35CA
• DSSTox Substance ID: DTXSID5061538
• Nikkaji Number: J57.881I
• Wikidata: Q27292413
• Metabolomics Workbench ID: 49323
• Mol file: 1125-88-8.mol

Synonyms:alpha,alpha-dimethoxytoluene

Chemical Property of Benzaldehyde dimethyl acetal

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.476mmHg at 25°C
• Melting Point: 87-89 °C (18 mmHg)
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 199.711 °C at 760 mmHg
• Flash Point: 69.444 °C
• PSA: 18.46000
• Density: 1 g/cm³
• LogP: 1.97800
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 152.083729621
• Heavy Atom Count: 11
• Complexity: 93.7

Purity/Quality:

99% ^*data from raw suppliers

5-? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 23-24/25-37/39-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(C1=CC=CC=C1)OC
• Uses: Benzaldehyde dimethyl acetal used as an effective reagent for the construction of selenocarbonyl compounds. Benzaldehyde dimethyl acetal is suitable for use in the synthesis of 4,6-dihydroxy sugar, required for the total synthesis of Porphyromonas gingivalis 381 derived lipid A. It may be used in the preparation of 1-O-methyl-2,3-di-O-galloyl-β-D-glucose. Benzaldehyde dimethyl acetal may be used as an analytical reference standard for the quantification of the analyte in fresh and canned fish and Cinnamomum zeylanicum using gas-chromatography coupled to mass spectrometry (GC-MS).

Technology Process of Benzaldehyde dimethyl acetal

There total 129 articles about Benzaldehyde dimethyl acetal 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%

methanol (67-56-1) + toluene (108-88-3,15644-74-3,16713-13-6) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + benzaldehyde dimethyl acetal (1125-88-8) + benzaldehyde (100-52-7)

Guidance literature:

With sodium perchlorate; Tris(2,4-dibromophenyl)amine; In dichloromethane; Yields of byproduct given; indirect electrochemical oxidation;

DOI:10.1016/S0040-4020(01)87454-8

Reference yield: 95.0%

methanol (67-56-1) + 3-chloro-3-phenyl-3H-diazirine (4460-46-2) → benzylidene dichloride (98-87-3) + benzaldehyde dimethyl acetal (1125-88-8) + benzaldehyde (100-52-7)

Guidance literature:

at 80 ℃; for 6h; Mechanism; other 3-chloro-3-aryldiazirines;

Reference yield: 73.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + methanol (67-56-1) → benzaldehyde dimethyl acetal (1125-88-8) + benzaldehyde (100-52-7)

Guidance literature:

With tert.-butylhydroperoxide; C₂₉H₂₅Cl₂N₄Ru⁽¹⁺⁾*F₆P^(1-); at 50 ℃; for 6h; Reagent/catalyst; Schlenk technique; Molecular sieve;

DOI:10.1002/cctc.201900242

upstream raw materials:

benzylidene dichloride

sodium methylate

α-chlorobenzyl methyl ether

methanol

Downstream raw materials:

2-Methoxy-3-(α-methoxy-benzyl)-tetrahydro-pyran

benzaldehyde dioctadecylacetal

4-methyl-2-phenyl-1,3-dioxolane

α-chlorobenzyl methyl ether

Refernces

• 1、 Davis et al.. "". . p. 1478,1480,1481. Retrieved 1975.
• 2、 Ohta, Tetsuo,Michibata, Tsugumi,Yamada, Kazuyuki,Omori, Ryohei,Furukawa, Isao. "Reductive cleavage of the C-O bond of acetals and orthoesters: Reduction by silane in the presence of a Rh-PPh3 complex". . p. 1192 - 1193. Retrieved 2003.
• 3、 Rayes, Ali,Herrera, Raquel P,Moncer, Manel,Ara, Irene,Calestani, Gianluca,Ayed, Brahim,Mezzadri, Francesco. "Synthesis, structural determination and catalytic study of a new 2-D chloro-substituted zinc phosphate, (C8N2H20)[ZnCl(PO3(OH))]2". . . Retrieved 2020.
• 4、 Wiles, Charlotte,Watts, Paul,Haswell, Stephen J.. "Acid-catalysed synthesis and deprotection of dimethyl acetals in a miniaturised electroosmotic flow reactor". . p. 5209 - 5217. Retrieved 2005.
• 5、 Yong, Jin Kim,Varma, Rajender S.. "Microwave-assisted preparation of 1-butyl-3-methylimidazolium tetrachlorogallate and its catalytic use in acetal formation under mild conditions". . p. 7447 - 7449. Retrieved 2005.
• 6、 Hirashima, Shin-Ichi,Nobuta, Tomoya,Tada, Norihiro,Miura, Tsuyoshi,Itoh, Akichika. "Direct aerobic photo-oxidative synthesis of aromatic methyl esters from methyl aromatics via dimethyl acetals". . p. 3645 - 3647. Retrieved 2010.
• 7、 Derakhshandeh, Parviz Gohari,Abednatanzi, Sara,Leus, Karen,Janczak, Jan,Van Deun, Rik,Van Der Voort, Pascal,Van Hecke, Kristof. "Ce(III)-Based frameworks: From 1d chain to 3d porous metal-organic framework". . p. 7096 - 7105. Retrieved 2019.
• 8、 Gazizov,Gazizov,Pudovik,Mukhamadiev,Karimova,Sadykova,Sinyashin. "New reaction of benzylidene chloride with trialkyl orthoformates". . p. 321 - 323. Retrieved 2001.
• 9、 Pasayat, Sagarika,Dash, Subhashree P.,Roy, Satabdi,Dinda, Rupam,Dhaka, Sarita,Maurya, Mannar R.,Kaminsky, Werner,Patil, Yogesh P.,Nethaji. "Synthesis, structural studies and catalytic activity of dioxidomolybdenum(VI) complexes with aroylhydrazones of naphthol-derivative". . p. 1 - 10. Retrieved 2014.
• 10、 Hou, Junying,Luan, Yi,Huang, Xiubing,Gao, Hongyi,Yang, Mu,Lu, Yunfeng. "Facile synthesis of Cu3(BTC)2/cellulose acetate mixed matrix membranes and their catalytic applications in continuous flow process". . p. 9123 - 9129. Retrieved 2017.