4-METHOXYBENZYL ISOCYANIDE

Base Information

• Chemical Name: 4-METHOXYBENZYL ISOCYANIDE
• CAS No.: 1197-58-6
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2926909090
• Mol file: 1197-58-6.mol

Synonyms:4-Methoxybenzyl isocyanide;1-(Isocyanomethyl)-4-methoxybenzene;

Chemical Property of 4-METHOXYBENZYL ISOCYANIDE

Chemical Property:

• Boiling Point: 90-95 °C(Press: 0.005 Torr)
• PSA: 9.23000
• LogP: 1.34520

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Isocyanomethyl-4-methoxy-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHOXYBENZYL ISOCYANIDE

There total 10 articles about 4-METHOXYBENZYL ISOCYANIDE 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: 100.0%

2-(4-methoxyphenyl)acetamide (6343-93-7) → 1-(isocyanomethyl)-4-methoxybenzene (1197-58-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; at -10 ℃;

DOI:10.1002/ejoc.201901776

Reference yield: 95.0%

N-(4-methoxybenzyl)formamide (17061-63-1) → 1-(isocyanomethyl)-4-methoxybenzene (1197-58-6)

Guidance literature:

With bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1039/b212473b

Reference yield: 67.0%

sodium chlorodifluoroacetate (1895-39-2) + 4-methoxy-benzylamine (2393-23-9) → 1-(isocyanomethyl)-4-methoxybenzene (1197-58-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.0c03472

upstream raw materials:

N-(4-methoxybenzyl)formamide

chloroform

4-methoxy-benzylamine

p-Methoxybenzyl bromide

Downstream raw materials:

C₂₃H₂₉N₃O₄

methyl 2-isocyano-2-(4-methoxyphenyl)acetate

C₂₇H₂₆N₄O

C₃₃H₃₀N₄O₄

Refernces

• 1、 Leech, Matthew C.,Petti, Alessia,Tanbouza, Nour,Mastrodonato, Andrea,Goodall, Iain C. A.,Ollevier, Thierry,Dobbs, Adrian P.,Lam, Kevin. "Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides". . p. 9371 - 9375. Retrieved 2021/12/09.
• 2、 Bakulev, Vasiliy A.,Efimov, Ilya V.,Luque, Rafael,Matveeva, Maria D.,Voskressensky, Leonid G.. "[3+2] Anionic Cycloaddition of Isocyanides to Acyclic Enamines and Enaminones: A New, Simple, and Convenient Method for the Synthesis of 2,4-Disubstituted Pyrroles". supporting information. . Retrieved 2020/02/27.