Benzyloxyacetaldehyde dimethyl acetal

Base Information

• Chemical Name: Benzyloxyacetaldehyde dimethyl acetal
• CAS No.: 127657-97-0
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• DSSTox Substance ID: DTXSID50427364
• Nikkaji Number: J428.628F
• Wikidata: Q82240022
• Mol file: 127657-97-0.mol

Synonyms:127657-97-0;BENZYLOXYACETALDEHYDE DIMETHYL ACETAL;((2,2-dimethoxyethoxy)methyl)benzene;2,2-dimethoxyethoxymethylbenzene;Benzene, [(2,2-dimethoxyethoxy)methyl]-;MFCD00082233;[(2,2-dimethoxyethoxy)methyl]benzene;benzyloxyacetaldehyde dimethylacetal;Benzene,[(2,2-dimethoxyethoxy)methyl]-;2,2-Dimethoxyethylbenzyl ether;SCHEMBL7643455;BDBM36110;DTXSID50427364;AKOS009159403;AC-33832;AS-40713;SY109449;AM20020363;CS-0150653;FT-0611314;EN300-191563;Q-103427

Chemical Property of Benzyloxyacetaldehyde dimethyl acetal

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.0303mmHg at 25°C
• Refractive Index: 1.4895
• Boiling Point: 252.7 °C at 760 mmHg
• Flash Point: 94.2 °C
• PSA: 27.69000
• Density: 1.026 g/cm³
• LogP: 1.82210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 129

Purity/Quality:

98%Min ^*data from raw suppliers

((2,2-Dimethoxyethoxy)methyl)benzene 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(COCC1=CC=CC=C1)OC

Technology Process of Benzyloxyacetaldehyde dimethyl acetal

There total 6 articles about Benzyloxyacetaldehyde 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: 93.0%

2,2-dimethoxyethanol (30934-97-5) + benzyl bromide (100-39-0) → 2-benzyloxy-1,1-dimethoxyethane (127657-97-0)

Guidance literature:

With sodium hydroxide; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃;

Reference yield: 56.0%

methanol (67-56-1) + benzyl allyl ether (14593-43-2) → methyl 2-(benzyloxy)acetate (31600-43-8) + 2-benzyloxy-1,1-dimethoxyethane (127657-97-0)

Guidance literature:

methanol; benzyl allyl ether; With oxygen; ozone; at -78 ℃;

With semicarbazide hydrochloride; at -50 - 20 ℃; for 24h;

DOI:10.1134/S0012500815050079

Reference yield:

chloroacetaldehyde dimethyl acetal (97-97-2) → 2-benzyloxy-1,1-dimethoxyethane (127657-97-0)

Guidance literature:

With toluene; benzyl alcohol;

DOI:10.1021/ja01628a108

upstream raw materials:

benzyloxyacetoaldehyde

trimethyl orthoformate

chloroacetaldehyde dimethyl acetal

2,2-dimethoxyethanol

Downstream raw materials:

(R)-5-((2R,4S)-2-Benzyloxymethyl-[1,3]dioxolan-4-yl)-3,4-dihydroxy-5H-furan-2-one

(R)-5-((2S,4S)-2-Benzyloxymethyl-[1,3]dioxolan-4-yl)-3,4-dihydroxy-5H-furan-2-one

2-Benzyloxymethyl-1,3-dithiolane

1-phenylmethoxy-3-pentanone

Refernces

• 1、 Raskil'dina,Legostaeva,Garifullina,Sultanova,Ishmuratov,Zlotskii. "New method of preparation of alkoxyacetic acids". . p. 127 - 129. Retrieved 2015.
• 2、 Ram, Ram N.,Manoj. "1,2-H shift in copper-chlorocarbenoid intermediate during CuCl/bpy-promoted stereoselective dechlorination of 2,2,2-trichloroethyl alkyl ethers to (Z)-1-alkoxy-2-chloroethenes". supporting information; experimental part. p. 2243 - 2246. Retrieved 2009/05/11.