2,4-Dimethoxybenzyl isocyanate

Base Information

• Chemical Name: 2,4-Dimethoxybenzyl isocyanate
• CAS No.: 93489-13-5
• Molecular Formula: C10H11 N O3
• Molecular Weight: 193.202
• Hs Code.: 2929109000
• European Community (EC) Number: 689-564-2
• DSSTox Substance ID: DTXSID00460140
• Mol file: 93489-13-5.mol

Synonyms:2,4-DIMETHOXYBENZYL ISOCYANATE;93489-13-5;1-(isocyanatomethyl)-2,4-dimethoxybenzene;Benzene, 1-(isocyanatomethyl)-2,4-dimethoxy-;SCHEMBL2878700;DTXSID00460140;HDLWLDXVEAXTMM-UHFFFAOYSA-N;MFCD10566942;2,4-Dimethoxybenzyl isocyanate, 97%;AKOS012667834;EN300-125809;F87365

Chemical Property of 2,4-Dimethoxybenzyl isocyanate

Chemical Property:

• Refractive Index: n20/D 1.5330(lit.)
• Flash Point: 110 °C
• PSA: 47.89000
• Density: 1.159 g/mL at 25 °C(lit.)
• LogP: 1.53960
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99%min ^*data from raw suppliers

2,4-Dimethoxybenzyl isocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CN=C=O)OC

Technology Process of 2,4-Dimethoxybenzyl isocyanate

There total 4 articles about 2,4-Dimethoxybenzyl isocyanate 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: 74.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2,4-Dimethoxybenzylamine (20781-20-8) → 1-(isocyanatomethyl)-2,4-dimethoxybenzene (93489-13-5)

Guidance literature:

With triethylamine; In diethyl ether; at -78 ℃; for 0.166667h;

DOI:10.1021/ol047513l

Reference yield: 70.0%

phosgene (75-44-5) + 2,4-dimethoxybenzylamine hydrochloride (20781-21-9) → 1-(isocyanatomethyl)-2,4-dimethoxybenzene (93489-13-5)

Guidance literature:

In toluene; at 100 ℃; for 4h;

Reference yield: 60.0%

2,4-dimethoxyphenylacetic acid (6496-89-5) → 1-(isocyanatomethyl)-2,4-dimethoxybenzene (93489-13-5)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 20 ℃; for 3.5h; Heating / reflux;

upstream raw materials:

phosgene

2,4-dimethoxybenzylamine hydrochloride

bis(trichloromethyl) carbonate

2,4-Dimethoxybenzylamine

Downstream raw materials:

2-(4-{4-[N'-(2,4-dimethoxybenzylaminocarbonyl)hydrazino]-4-oxo-butyl}phenoxy)-2-methylpropionic acid tert-butyl ester

(R)-(+)-1,3-bis(2,4-dimethoxybenzyl)-4-vinylimidazolidin-2-one

3-(2,4-dimethoxybenzyl)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

N-(2,4-Dimethoxybenzyl)-2-{[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]carbonyl}-hydrazinecarboxamide

Refernces

• 1、 -. "Heterocyclic Substituted, Anellated Pyrazole Derivative and its uses". Page/Page column 16. . Retrieved 2010/02/16.
• 2、 Trost, Barry M.,Fandrick, Daniel R.. "DYKAT of vinyl aziridines: Total synthesis of (+)-pseudodistomin D". . p. 823 - 826. Retrieved 2007/10/03.