p-Tolyl isocyanate

Base Information

• Chemical Name: p-Tolyl isocyanate
• CAS No.: 622-58-2
• Deprecated CAS: 863480-54-0
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2929.10
• European Community (EC) Number: 210-743-4
• UNII: BTR9S4N53V
• DSSTox Substance ID: DTXSID2060755
• Nikkaji Number: J32.131A
• Wikidata: Q26840811
• Metabolomics Workbench ID: 58727
• Mol file: 622-58-2.mol

Synonyms:4-tolyl isocyanate;para-tolyl isocyanate;tolyl mono-isocyanate

Chemical Property of p-Tolyl isocyanate

Chemical Property:

• Appearance/Colour: Clear slightly brown liquid
• Vapor Pressure: 0.537mmHg at 25°C
• Melting Point: 155-156 °C(Solv: acetonitrile (75-05-8); hexane (110-54-3))
• Refractive Index: n20/D 1.531(lit.)
• Boiling Point: 190.6 °C at 760 mmHg
• Flash Point: 63.9 °C
• PSA: 29.43000
• Density: 0.99 g/cm³
• LogP: 1.96230
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Moisture Sensitive
• Water Solubility.: 7.5g/L at 20℃
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

p-Tolyl Isocyanate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N=C=O
• Uses: p-Tolyl isocyanate was used to study the catalytic role of supported Rhodium(I) complex toward the reductive carbonylation of nitrobenzene in DMF medium.

Technology Process of p-Tolyl isocyanate

There total 89 articles about p-Tolyl 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: 90.0%

bis(trichloromethyl) carbonate (32315-10-9) + p-toluidine (106-49-0,12221-03-3) → p-Tolylisocyanate (622-58-2,374675-64-6)

Guidance literature:

In chloroform; at 20 ℃; for 2h; Cooling with ice;

DOI:10.1038/ja.2016.42

Reference yield: 90.0%

methyl p-tolylcarbamate (5602-96-0) → p-Tolylisocyanate (622-58-2,374675-64-6)

Guidance literature:

With phosphorus pentachloride; at 120 - 140 ℃; for 3h;

Reference yield: 80.0%

para-methylbenzamide (619-55-6) → p-Tolylisocyanate (622-58-2,374675-64-6)

Guidance literature:

With [N-(p-tolylsulfonyl)imino]phenyliodinane; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jo300007c

upstream raw materials:

phosgene

p-toluidine hydrochloride

benzyl-p-tolyl-carbamoyl chloride

p-tolylurea

Downstream raw materials:

1-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)-3-p-tolyl-urea

1,3-di-p-tolylurea

p-tolyl-carbamic acid-((S)-2-methyl-butyl ester)

N-p-tolylcarbamoyl-L-methionine

Refernces

• 1、 Hong, Wan Pyo,Tran, Van Hieu,Kim, Hee-Kwon. "Practical one-pot amidation of N -Alloc-, N -Boc-, and N -Cbz protected amines under mild conditions". . p. 15890 - 15895. Retrieved 2021/05/19.
• 2、 Asahina, Yoshikazu,Wurtz, Nicholas R.,Arakawa, Kazuto,Carson, Nancy,Fujii, Kiyoshi,Fukuchi, Kazunori,Garcia, Ricardo,Hsu, Mei-Yin,Ishiyama, Junichi,Ito, Bruce,Kick, Ellen,Lupisella, John,Matsushima, Shingo,Ohata, Kohei,Ostrowski, Jacek,Saito, Yoshifumi,Tsuda, Kosuke,Villarreal, Francisco,Yamada, Hitomi,Yamaoka, Toshikazu,Wexler, Ruth,Gordon, David,Kohno, Yasushi. "Discovery of BMS-986235/LAR-1219: A Potent Formyl Peptide Receptor 2 (FPR2) Selective Agonist for the Prevention of Heart Failure". supporting information. p. 9003 - 9019. Retrieved 2020/10/18.