4,4-Dimethoxybutanal

Base Information

• Chemical Name: 4,4-Dimethoxybutanal
• CAS No.: 56681-97-1
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 2912499000
• DSSTox Substance ID: DTXSID10447104
• Nikkaji Number: J351.072G
• Mol file: 56681-97-1.mol

Synonyms:4,4-dimethoxybutanal;56681-97-1;4,4-Dimethoxybutyraldehyde;4,4-dimethoxy-butanal;4,4-Dimethoxy-butan-1-one;SCHEMBL1153789;DTXSID10447104;GOUMRDDQOZZQDR-UHFFFAOYSA-N;AKOS016013030;EN300-1142723

Chemical Property of 4,4-Dimethoxybutanal

Chemical Property:

• PSA: 35.53000
• LogP: 0.58440
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 68.7

Purity/Quality:

98%Min ^*data from raw suppliers

4,4-DIMETHOXYBUTANAL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CCC=O)OC

Technology Process of 4,4-Dimethoxybutanal

There total 7 articles about 4,4-Dimethoxybutanal 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%

4,4-dimethoxybutanenitrile (14618-78-1) → 4,4-dimethoxybutanal (56681-97-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; cyclohexane; at -78 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 79.0%

(4Z)-1,1,8,8-tetramethoxyoct-4-ene (63284-78-6) → 4,4-dimethoxybutanal (56681-97-1)

Guidance literature:

(4Z)-1,1,8,8-tetramethoxyoct-4-ene; With ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 25 ℃; for 1h; Further stages.;

DOI:10.1039/b602021f

Reference yield: 74.0%

methyl 4,4-dimethoxybutanoate (4220-66-0) → 4,4-dimethoxybutanal (56681-97-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1021/ol015520t

upstream raw materials:

methanol

cyclohexa-1,3-diene

4,4-dimethoxybutanenitrile

(4Z)-1,1,8,8-tetramethoxyoct-4-ene

Downstream raw materials:

2-amino-6-(3,3-dimethoxypropyl)-4-phenyl-6H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

6-(3,3-dimethoxypropyl)-4-phenyl-2-pyrazol-1-yl-6H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

2-amino-6-(3,3-dimethoxypropyl)-4-(4-nitrophenyl)-6H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

6-(3,3-dimethoxypropyl)-4-(4-nitrophenyl)-2-pyrazol-1-yl-6H-pyrimidine-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

Refernces

• 1、 Larsen, Matthew A.,Hennessy, Elisabeth T.,Deem, Madeleine C.,Lam, Yu-Hong,Saurí, Josep,Sather, Aaron C.. "A Modular and Diastereoselective 5 + 1 Cyclization Approach to N-(Hetero)Aryl Piperidines". supporting information. p. 726 - 732. Retrieved 2020/01/31.
• 2、 Walker, Johannes C. L.,Werrel, Simon,Donohoe, Timothy J.. "Photochemical Alkene Isomerization for the Synthesis of Polysubstituted Furans and Pyrroles under Neutral Conditions". supporting information. p. 13114 - 13118. Retrieved 2019/10/22.