1-Naphthyl isocyanate

Base Information

• Chemical Name: 1-Naphthyl isocyanate
• CAS No.: 86-84-0
• Molecular Formula: C11H7 N O
• Molecular Weight: 169.183
• Hs Code.: 29291090
• European Community (EC) Number: 201-703-7,250-067-7
• NSC Number: 4023
• UNII: 5LH2P0691E
• DSSTox Substance ID: DTXSID9058949
• Nikkaji Number: J56.211D
• Wikidata: Q27262522
• ChEMBL ID: CHEMBL2074791
• Mol file: 86-84-0.mol

Synonyms:1-isocyanatonaphthalene;1-naphthyl isocyanate;alpha-naphthyl isocyanate

Chemical Property of 1-Naphthyl isocyanate

Chemical Property:

• Appearance/Colour: colourless or slightly yellow liquid
• Vapor Pressure: 168.8 mm Hg ( 37.7 °C)
• Melting Point: 4-7 °C(lit.)
• Refractive Index: n20/D 1.6344(lit.)
• Boiling Point: 270 ºC
• Flash Point: 135 ºC
• PSA: 29.43000
• Density: 1.18
• LogP: 2.80710
• Storage Temp.: 0-10°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with alcohol, chloroform and diethyl ether.
• 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:

99.9% ^*data from raw suppliers

1-Naphthyl isocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 9-16-25-33-60-61-62-36/37/39-26-45-27-23

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2N=C=O
• Uses: 1-Naphthyl isocyanate is used in the preparation of cationic aromatic urethane. It is useful for the study of cholangiolitic hepatotoxicity in laboratory animals. It is also employed as separate enantiomers of beta-blockers.

Technology Process of 1-Naphthyl isocyanate

There total 13 articles about 1-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: 94.0%

bis(trichloromethyl) carbonate (32315-10-9) + 1-amino-naphthalene (134-32-7) → 1-Naphthyl isocyanate (86-84-0)

Guidance literature:

In ethyl acetate; for 4h; Heating;

DOI:10.1080/00397910601055156

Reference yield: 91.0%

methyl 1-naphthylcarbamate (5449-00-3) → 1-Naphthyl isocyanate (86-84-0)

Guidance literature:

With 2-chloro-1,3,2-benzodioxaborole; triethylamine; In toluene; 1.) reflux, 5 min, 2.) 0.5 h;

DOI:10.1021/jo00106a044

Reference yield: 86.13%

→ 1-Naphthyl isocyanate (86-84-0)

Guidance literature:

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

upstream raw materials:

1-<(Triphenylphosphoranylidene)amino>naphthalene

methylammonium carbonate

phosgene

1-amino-naphthalene

Downstream raw materials:

1-methyl-1H-imidazole-2-carboxylic acid naphthalen-1-ylamide

[1]naphthyl-carbamic acid furfuryl ester

N-(3,5-dimethyl-pyrazole-1-carboximidoyl)-N'-[1]naphthyl-urea

N-[1]naphthyl-N'-p-tolyl-urea

Refernces

• 1、 Kondo, Shin-ichi,Osawa, Kohei,Tagaya, Hideyuki. "Naked eye detection of anions by 2,2¤-bianthracene derivative bearing urea groups in various organic solvents". supporting information. p. 290 - 294. Retrieved 2020/04/10.
• 2、 Trivedi, Prakruti,Adhikari, Nilanjan,Amin, Sk. Abdul,Bobde, Yamini,Ganesh, Routholla,Jha, Tarun,Ghosh, Balaram. "Design, synthesis, biological evaluation and molecular docking study of arylcarboxamido piperidine and piperazine-based hydroxamates as potential HDAC8 inhibitors with promising anticancer activity". . . Retrieved 2019/08/20.