3-(Methoxymethoxy)benzonitrile

Base Information

• Chemical Name: 3-(Methoxymethoxy)benzonitrile
• CAS No.: 81245-45-6
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.176
• DSSTox Substance ID: DTXSID601306900
• Mol file: 81245-45-6.mol

Synonyms:3-(methoxymethoxy)benzonitrile;3-methoxymethoxy-benzonitrile;81245-45-6;SCHEMBL6490663;AFUWCHQJDGWZCJ-UHFFFAOYSA-N;DTXSID601306900;AKOS009076613

Chemical Property of 3-(Methoxymethoxy)benzonitrile

Chemical Property:

• Boiling Point: 120 °C(Press: 3 Torr)
• Density: 1.12±0.1 g/cm3(Predicted)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

3-Methoxymethoxy-benzonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCOC1=CC=CC(=C1)C#N

Technology Process of 3-(Methoxymethoxy)benzonitrile

There total 2 articles about 3-(Methoxymethoxy)benzonitrile 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:

m-cyanophenol (873-62-1) + chloromethyl methyl ether (107-30-2) → 3-(methoxymethoxy)benzonitrile (81245-45-6)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) ether, DMF, 15 min;

DOI:10.1021/jo00132a022

Reference yield:

meta-hydroxybenzaldehyde (100-83-4) → 3-(methoxymethoxy)benzonitrile (81245-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / hydroxyamine hydrochloride, sodium formate / formic acid / 2 h / Heating

2: 1.) NaH / 1.) ether, DMF, 15 min

With hydroxylamine hydrochloride; sodium formate; sodium hydride; In formic acid;

DOI:10.1021/jo00132a022

Reference yield: 66.0%

2-methyl-3-(phenylethynyl)benzo[b]thiophene + 3-(methoxymethoxy)benzonitrile (81245-45-6) → 1-benzyl-3-(3-(methoxymethoxy)phenyl)benzo[4,5]thieno[3,2-c]pyridine

Guidance literature:

With potassium tert-butylate; lithium hexamethyldisilazane; at 120 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c04192

upstream raw materials:

m-cyanophenol

chloromethyl methyl ether

meta-hydroxybenzaldehyde