2-Naphthyl isocyanate

Base Information

• Chemical Name: 2-Naphthyl isocyanate
• CAS No.: 2243-54-1
• Molecular Formula: C11H7 N O
• Molecular Weight: 169.183
• Hs Code.: 29291090
• European Community (EC) Number: 218-815-7
• NSC Number: 5529
• UNII: 9ZE6124VOI
• DSSTox Substance ID: DTXSID00176956
• Nikkaji Number: J95.523J
• Wikidata: Q27273416
• Mol file: 2243-54-1.mol

Synonyms:2-isocyanatonaphthalene;2-naphthyl isocyanate;beta-naphthyl isocyanate

Chemical Property of 2-Naphthyl isocyanate

Chemical Property:

• Appearance/Colour: white chunks
• Vapor Pressure: 0.00393mmHg at 25°C
• Melting Point: 53-56 °C(lit.)
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 83 °C0.2 mm Hg(lit.)
• Flash Point: 102.1°C
• PSA: 29.43000
• Density: 1.09g/cm³
• LogP: 2.80710
• Sensitive.: Moisture Sensitive
• Water Solubility.: It hydrolyzes in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.052763847
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99.5% ^*data from raw suppliers

2-Naphthyl isocyanate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)N=C=O

Technology Process of 2-Naphthyl isocyanate

There total 11 articles about 2-Naphthyl 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: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + naphthalen-2-ylamine (91-59-8) → 2-naphthylisocyanate (2243-54-1)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 0 ℃; for 1.25h;

Reference yield:

naphthalene-2-carboxylate (93-09-4) → 2-naphthylisocyanate (2243-54-1)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 80 ℃; for 2h;

DOI:10.1021/jm030428j

Reference yield:

naphthalene-2-carboxylic acid hydroxyamide (10335-79-2) → 2-naphthylisocyanate (2243-54-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 4-Nitrobenzenesulfonyl chloride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol303424b

upstream raw materials:

2-naphthoyl azide

phosgene

naphthalen-2-ylamine

1,1,1,3,3,3-hexachloro-propan-2-one

Downstream raw materials:

1,1-dimethyl-4-[2]naphthyl semicarbazide

[2]naphthyl-carbamic acid-(2-phenyl-[3]quinolyl ester)

C₁₈H₁₆N₂O₂S

C₂₅H₁₈ClN₅O₂

Refernces

• 1、 -. "INHIBITION OF OLIG2 ACTIVITY". Paragraph 00297-00298. . Retrieved 2018/03/25.
• 2、 Vinogradova, Ekaterina V.,Fors, Brett P.,Buchwald, Stephen L.. "Palladium-catalyzed cross-coupling of aryl chlorides and triflates with sodium cyanate: A practical synthesis of unsymmetrical ureas". supporting information; experimental part. p. 11132 - 11135. Retrieved 2012/08/28.