3,5-Dimethylphenyl isocyanate

Base Information

• Chemical Name: 3,5-Dimethylphenyl isocyanate
• CAS No.: 54132-75-1
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 29291090
• European Community (EC) Number: 258-987-0
• DSSTox Substance ID: DTXSID30202474
• Nikkaji Number: J279.586H
• Mol file: 54132-75-1.mol

Synonyms:3,5-Dimethylphenyl isocyanate;54132-75-1;3,5-Dimethylphenylisocyanate;1-Isocyanato-3,5-dimethylbenzene;3,5-Xylyl isocyanate;Benzene, 1-isocyanato-3,5-dimethyl-;1-isocyanato-3,5-dimethyl-benzene;EINECS 258-987-0;Isocyanic Acid 3,5-Dimethylphenyl Ester;SCHEMBL59852;3,5-dimethyl-phenyl-isocyanate;DTXSID30202474;BCP15265;1-Isocyanato-3,5-dimethylbenzene #;GEO-02836;MFCD00013868;STK504578;3,5-Dimethylphenyl isocyanate, 99%;AKOS000177074;AB01131;AS-10327;D3474;FT-0614743;EN300-146935;A829980;W-105671;F1945-0017

Chemical Property of 3,5-Dimethylphenyl isocyanate

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.2 psi ( 20 °C)
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 229.9 °C at 760 mmHg
• Flash Point: 81.1 °C
• PSA: 29.43000
• Density: 0.98 g/cm³
• LogP: 2.27070
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dimethylphenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-27-28-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)N=C=O)C
• Uses: 3,5-Dimethylphenyl isocyanate is applications include linking with oligosaccharides and cyclodextrins for chiral chromatography stationary phases.

Technology Process of 3,5-Dimethylphenyl isocyanate

There total 10 articles about 3,5-Dimethylphenyl 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: 84.52%

→ 3,5-dimethylphenyl isocyanate (54132-75-1)

Guidance literature:

In 1,2-dichloro-ethane; at 0 - 20 ℃; Reflux;

Reference yield: 62.0%

bis(trichloromethyl) carbonate (32315-10-9) + 3,5-dimethylaminoaniline (108-69-0) → 3,5-dimethylphenyl isocyanate (54132-75-1)

Guidance literature:

With triethylamine; In dichloromethane; at -35 - 20 ℃; for 2h;

DOI:10.1039/c5ob01121c

Reference yield:

benzyl 3,5-(dimethyl)phenylcarbamate → 3,5-dimethylphenyl isocyanate (54132-75-1)

Guidance literature:

With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 1.08333h;

DOI:10.1039/d1ra02242c

upstream raw materials:

3,5-dimethylaminoaniline

trichloromethyl chloroformate

potassium cyanate

phosgene

Downstream raw materials:

N'-(3,5-dimethyl-phenyl)-N-formyl-N-methyl-urea

3,5-dimethylphenylcarbamate of cellotetraose

1-Benzyl-1-butyl-3-(3,5-dimethyl-phenyl)-urea

C₁₅₀H₁₆₈N₁₄O₃₅

Refernces

• 1、 Chen, Jia-Nian,Li, Ting,Cheng, Li,Qin, Tai-Sheng,Sun, Ye-Xiang,Chen, Chu-Ting,He, Yue-Zhen,Liu, Guang,Yao, Di,Wei, Ying,Li, Qiu-Yin,Zhang, Guang-Ji. "Synthesis and in vitro anti-bladder cancer activity evaluation of quinazolinyl-arylurea derivatives". . . Retrieved 2020/09/09.
• 2、 -. "With anti-tumor effect of a quinazoline-urea derivative and its application (by machine translation)". Paragraph 0139-0142; 0150. . Retrieved 2016/11/02.