9H-Fluoren-9-yl isocyanate

Base Information

• Chemical Name: 9H-Fluoren-9-yl isocyanate
• CAS No.: 131056-82-1
• Molecular Formula: C14H9 N O
• Molecular Weight: 207.232
• Hs Code.: 2929109000
• European Community (EC) Number: 624-474-9
• DSSTox Substance ID: DTXSID60394896
• Nikkaji Number: J2.765.993D
• Mol file: 131056-82-1.mol

Synonyms:9H-Fluoren-9-yl isocyanate;9-isocyanato-9H-fluorene;131056-82-1;9H-Fluorene, 9-isocyanato-;SCHEMBL3837050;(9H-Fluorene-9-yl) isocyanate;DTXSID60394896;ZCUDVRDYVSFUTC-UHFFFAOYSA-N;9H-Fluoren-9-yl isocyanate,98%;9H-Fluoren-9-yl isocyanate, 95%;9H-FLUOREN-9-YL ISOCYANATE 95;BP-12445;EN300-2006623;J-005927

Chemical Property of 9H-Fluoren-9-yl isocyanate

Chemical Property:

• Vapor Pressure: 3.06E-05mmHg at 25°C
• Melting Point: 44-46 °C(lit.)
• Refractive Index: 1.646
• Boiling Point: 355.8°C at 760 mmHg
• Flash Point: >230 °F
• PSA: 29.43000
• Density: 1.18g/cm³
• LogP: 3.09220
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

97% ^*data from raw suppliers

9-isocyanato-9H-fluorene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)N=C=O

Technology Process of 9H-Fluoren-9-yl isocyanate

There total 4 articles about 9H-Fluoren-9-yl 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:

bis(trichloromethyl) carbonate (32315-10-9) + 9-aminofluorene (525-03-1) → 9H-fluoren-9-yl isocyanate (131056-82-1)

Guidance literature:

bis(trichloromethyl) carbonate; 9-aminofluorene; In 1,2-dichloro-ethane; at 0 ℃;

With triethylamine; In 1,2-dichloro-ethane; Reflux;

DOI:10.1021/jm9008295

Reference yield:

9-aminofluorene (525-03-1) + trichloromethyl chloroformate → 9H-fluoren-9-yl isocyanate (131056-82-1)

Guidance literature:

pyrographite; In ethyl acetate; for 4h; Heating;

DOI:10.1016/S0968-0896(00)00050-X

Reference yield:

9-fluorenone (486-25-9,952573-42-1) → 9H-fluoren-9-yl isocyanate (131056-82-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride / ethanol; water / 3 h / Reflux

2: zinc; acetic acid / water / 1 h / 110 °C

3: triethylamine / 1,2-dichloro-ethane / Reflux

With hydroxylamine hydrochloride; acetic acid; triethylamine; zinc; In ethanol; water; 1,2-dichloro-ethane;

DOI:10.1016/j.bmcl.2015.11.002

upstream raw materials:

9-aminofluorene

bis(trichloromethyl) carbonate

9-fluorenone

9-fluorenone oxime

Downstream raw materials:

1-(2-fluoro-6-(methylthio)benzoyl)-3-(9H-fluoren-9-yl)-urea

1-(2-fluoro-6-methoxybenzoyl)-3-(9H-fluoren-9-yl)-urea

1-(2-chloro-6-methoxybenzoyl)-3-(9H-fluoren-9-yl)-urea

1-(2-fluoro-6-benzyloxybenzoyl)-3-(9H-fluoren-9-yl)-urea

Refernces

• 1、 Ni, Shuaishuai,Yuan, Yaxia,Huang, Jin,Mao, Xiaona,Lv, Maosheng,Zhu, Jin,Shen, Xu,Pei, Jianfeng,Lai, Luhua,Jiang, Hualiang,Li, Jian. "Discovering potent small molecule inhibitors of cyclophilin A using de novo drug design approach". supporting information; experimental part. p. 5295 - 5298. Retrieved 2010/02/28.