287381-46-8

Basic information

• Product Name: 2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL
• Synonyms: 2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL;Carbonochloridic acid, [2,7-bis(1,1-diMethylethyl)-9H-fluoren-9-yl]Methyl ester;2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate 97%
• CAS NO: 287381-46-8
• Molecular Formula: C₂₃H₂₇ClO₂
• Molecular Weight: 370.92
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks;Acid Halides;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 287381-46-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 66-70 °C(lit.)
• Boiling Point: 447.8°C at 760 mmHg
• Flash Point: 165.9°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 3.28E-08mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL(CAS DataBase Reference)
• NIST Chemistry Reference: 2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL(287381-46-8)
• EPA Substance Registry System: 2 7-DI(TERT-BUTYL)-9-FLUORENYLMETHYL(287381-46-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 287381-46-8(Hazardous Substances Data)

Usage

Uses

2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate may be used in the preparation of polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), a polymeric reagent for protecting amino groups.

General Description

2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate contains 2,7-di-tert-butyl-Fmoc protecting group (Fmoc= fluorenylmethoxycarbonyl), which is more soluble in organic solvents when compared to its Fmoc analog. It can be prepared from fluorene in three steps, by di-tert-butylation, hydroxymethylation and phosgenation.

InChI:InChI=1/C23H27ClO2/c1-22(2,3)14-7-9-16-17-10-8-15(23(4,5)6)12-19(17)20(18(16)11-14)13-26-21(24)25/h7-12,20H,13H2,1-6H3

Upstream product

• 58775-05-6 2,7-di-tert-butyl-9H-fluorene 
• 86-73-7 9H-fluorene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 136453-59-3 [2,7-di-(tert-butyl)-9H-fluoren-9-yl]methanol 
• 75-44-5 phosgene 

Downstream Products

• 295800-32-7 N-{3-[N'-(2,7-di-tert-butyl-9H-fluoren-9-ylmethoxycarbonyl)-hydrazinocarbonyl]-4-methoxy-phenyl}-oxalamic acid ethyl ester 
• 295800-33-8 N-{3-[N'-(2,7-di-tert-butyl-9H-fluoren-9-ylmethoxycarbonyl)-hydrazinocarbonyl]-4-methoxy-phenyl}-oxalamic acid 
• 295800-31-6 N'-(5-amino-2-methoxy-benzoyl)-hydrazinecarboxylic acid 2,7-di-tert-butyl-9H-fluoren-9-ylmethyl ester 
• 287381-48-0 N'-(2-methoxy-5-nitro-benzoyl)-hydrazinecarboxylic acid 2,7-di-tert-butyl-9H-fluoren-9-ylmethyl ester 

Relevant articles and documents

2,7-Di-tert-butyl-Fmoc-P-OSu: a new polymer-supported reagent for the protection of the amino group.

The polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), derived from (2,7-di-tert-butyl-9-fluorenyl)methyl chloroformate (Fmoc-Cl) and a polymeric N-hydroxysuccinimide (P-HOSu), has been used for the preparatio

Oligospiroketals as novel molecular rods

A modular approach for the synthesis of molecular rods based on oligospiroketals has been developed. The strategy relies on different terminal and intermediate segments, which are joined by ketal formation between ketones and diols. For this purpose it was necessary to develop a new ketalization method to circumvent some problems related with the established methods. The terminal segments are either derived from 4-piperidinone or from 4-oxocyclohexane carboxylic acid whereas the intermediate segments rest on pentaerythritol and cyclohexane-1,4-dione. A series of trispiro (14-18), hexaspiro (19) and nonaspiro (20) compounds have been prepared and characterized. From these we realized that it is imperative to use solubility enhancing groups if more than seven rings are joined.