3-(methoxymethoxy)butyl Acetate

Base Information

• Chemical Name: 3-(methoxymethoxy)butyl Acetate
• CAS No.: 167563-42-0
• Molecular Formula: C₈H₁₆O₄
• Molecular Weight: 176.213
• DSSTox Substance ID: DTXSID50439189
• Nikkaji Number: J650.778F
• Mol file: 167563-42-0.mol

Synonyms:3-(methoxymethoxy)butyl Acetate;167563-42-0;1-ACETOXY-3-(METHOXYMETHOXY)BUTANE;DTXSID50439189;AKOS006307816;Acetic acid 3-(methoxymethoxy)butyl ester

Chemical Property of 3-(methoxymethoxy)butyl Acetate

Chemical Property:

• PSA: 44.76000
• LogP: 0.94860
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 176.10485899
• Heavy Atom Count: 12
• Complexity: 124

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCOC(=O)C)OCOC

Technology Process of 3-(methoxymethoxy)butyl Acetate

There total 2 articles about 3-(methoxymethoxy)butyl Acetate 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: 84.0%

methanol (67-56-1) + 1-acetoxy-3-(chloromethoxy)butane (93185-29-6) → 1-Acetoxy-3-(methoxymethoxy)butane (167563-42-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In diethyl ether; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.15227/orgsyn.075.0177

Reference yield:

4-methyl-1,3-dioxane (1120-97-4) → 1-Acetoxy-3-(methoxymethoxy)butane (167563-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc(II) chloride / diethyl ether / 3 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / diethyl ether / 1 h / 20 °C / Inert atmosphere; Cooling with ice

With N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In diethyl ether;

DOI:10.15227/orgsyn.075.0177

Reference yield: 99.0%

1-Acetoxy-3-(methoxymethoxy)butane (167563-42-0) → 3-(Methoxymethoxy)-1-butanol (60405-27-8)

Guidance literature:

With potassium carbonate; In methanol; for 1.5h; Ambient temperature;

DOI:10.1021/jo00113a037

upstream raw materials:

methanol

1-acetoxy-3-(chloromethoxy)butane

4-methyl-1,3-dioxane

Downstream raw materials:

3-(Methoxymethoxy)-1-butanol

Refernces

• 1、 Bailey, William F.,Carson, Matthew W.,Zarcone, Lyn M. J.,Happaerts, Thierry,Ghosez, Leon. "Selective protection of 1,3-diols at the more hindered hydroxy group: 3-(methoxymethoxy)-1-butanol [1-Butanol, 3-(methoxymethoxy)-]". . p. 177 - 177. Retrieved 2017/09/19.