2,6-Dimethylphenyl isocyanate

Base Information

• Chemical Name: 2,6-Dimethylphenyl isocyanate
• CAS No.: 28556-81-2
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2929109000
• European Community (EC) Number: 628-230-2
• NSC Number: 165602
• UNII: 2QL5MU0E0C
• DSSTox Substance ID: DTXSID0067397
• Nikkaji Number: J246.369E
• Mol file: 28556-81-2.mol

Synonyms:2,6-Dimethylphenyl isocyanate;28556-81-2;2-Isocyanato-1,3-dimethylbenzene;Benzene, 2-isocyanato-1,3-dimethyl-;2,6-Dimethylphenylisocyanate;2,6-xylyl isocyanate;2QL5MU0E0C;2-isocyanato-1,3-dimethyl-benzene;NSC 165602;NSC-165602;MFCD00002012;NSC165602;Isocyanic Acid 2,6-Dimethylphenyl Ester;UNII-2QL5MU0E0C;SCHEMBL374209;2,6-dimethyl phenyl isocyanate;DTXSID0067397;2-Isocyanato-1,3-dimethylbenzene #;STK504620;2,6-Dimethylphenyl isocyanate, 99%;AKOS005171728;2,6-DIMETHYLPHENYLENEISOCYANATE;ISOCYANIC ACID, 2,6-XYLYL ESTER;LS-02813;BB 0260806;Benzene, 2-isocyanato-1,3-dimethyl-, ester;FT-0610734;I0410;D91142;EN300-146878;A819486;J-017125

Chemical Property of 2,6-Dimethylphenyl isocyanate

Chemical Property:

• Appearance/Colour: Colorless liquid.
• Refractive Index: 1.5346-1.5366
• Boiling Point: 205.64 °C at 760 mmHg
• Flash Point: 74.51 °C
• PSA: 29.43000
• Density: 0.987 g/cm³
• LogP: 2.27070
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• 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%,99%, ^*data from raw suppliers

2,6-Dimethylphenyl Isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 42-36/37/38-20/21/22
• Safety Statements: 45-36/37/39-26-23-37/39-28-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)N=C=O
• Uses: 2,6-Dimethylphenyl isocyanate has been used in the preparation of:derivatized β-cyclodextrins, used as chiral stationary phase in normal-phase liquid chromatographytris( 2,6-dimethylphenylimido)methylrhenium (VII)1-(2-isopropylphenyl)-3-(2,6-dimethylphenyl)urea

Technology Process of 2,6-Dimethylphenyl isocyanate

There total 24 articles about 2,6-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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 2,6-dimethylaniline (87-62-7) → 2,6-dimethylphenylisocyanate (28556-81-2)

Guidance literature:

With dmap; In acetonitrile; at 25 ℃; for 0.166667h;

Reference yield: 92.0%

phosgene (75-44-5) + 2,6-dimethylaniline (87-62-7) → 2,6-dimethylphenylisocyanate (28556-81-2)

Guidance literature:

In ethyl acetate; for 2h; Heating;

DOI:10.1016/j.tet.2004.03.056

Reference yield: 89.0%

carbon dioxide (124-38-9,18923-20-1) + 2,6-dimethylaniline (87-62-7) → 2,6-dimethylphenylisocyanate (28556-81-2)

Guidance literature:

With tributylphosphine; di-isopropyl azodicarboxylate; In dichloromethane; at -78 - 20 ℃; under 760 Torr;

DOI:10.1021/jo982362j

upstream raw materials:

ethyl 2,6-dimethylphenylcarbamate

phosgene

2,6-dimethylaniline

2,6-dimethylaniline hydrochloride

Downstream raw materials:

(2,6-dimethyl-phenyl)-carbamic acid-(2-piperidino-ethyl ester)

1-(2,6-dimethyl-phenylcarbamoyloxy)-2-phenylcarbamoyloxy-3-piperidino-propane

N,N'-di (2,6-dimethylphenyl) urea

N-2,6-Dimethylphenyl-N',N'-di-sec-butylharnstoff

Refernces

• 1、 Sun, Ying,Shan, Yuanyuan,Li, Chuansheng,Si, Ru,Pan, Xiaoyan,Wang, Binghe,Zhang, Jie. "Discovery of novel anti-angiogenesis agents. Part 8: Diaryl thiourea bearing 1H-indazole-3-amine as multi-target RTKs inhibitors". . p. 373 - 385. Retrieved 2017/10/16.
• 2、 Jiang, Nan,Bu, Yanxin,Wang, Yu,Nie, Minhua,Zhang, Dajun,Zhai, Xin. "Design, synthesis and structure-activity relationships of novel diaryl urea derivatives as potential EGFR inhibitors". . . Retrieved 2016/12/03.