9-Fluorenylmethyl chloroformate Chemical Properties

Melting point:

62-64 °C(lit.)

Boiling point:

365.79°C (rough estimate)

Density 

1.1780 (rough estimate)

refractive index 

1.5330 (estimate)

storage temp. 

2-8°C

solubility 

dioxane: 0.1 g/mL, clear, colorless

form 

Crystalline Powder

color 

White to very pale yellow

Sensitive 

Moisture Sensitive

BRN 

2279177

Stability:

Hygroscopic, Moisture Sensitive

InChI

InChI=1S/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2

InChIKey

IRXSLJNXXZKURP-UHFFFAOYSA-N

SMILES

C(Cl)(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

LogP

3.45

CAS DataBase Reference

28920-43-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,T

Risk Statements 

34-20/21/22

Safety Statements 

26-36/37/39-45-27

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

RTECS 

LQ6250000

F 

10-21

TSCA 

No

HazardClass 

6.1

PackingGroup 

II

HS Code 

29159020

MSDS

• Language:English Provider:FMOC-Chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

9-Fluorenylmethyl chloroformate Usage And Synthesis

Chemical Properties

White to off white crystalline powder

Uses

9-Fluorenylmethyl chloroformate is an N-Protecting agent for peptides research and was used for the pre-column derivatization of the biogenic amines (BAs) cadaverine (Cad), histamine (Him), octopami ne (Ocp), phenylethylamine (Pea), putrescine (Put), spermidine (Spd), spermine (Spm), tyramine (Tym).

Uses

9-Fluorenylmethyl chloroformate can act as reagent for the introduction of Fmoc-amino-protecting group, which is stable towards acids but is readily cleaved under mildly basic non-hydrolytic conditions.

Uses

9-Fluorenylmethyl chloroformate can be used as N-protecting reagent for oligonucleotide and peptide syntheses.

General Description

Fmoc chloride is a derivatizing agent.

Flammability and Explosibility

Not classified

Safety Profile

A poison. Mutation data reported. A corrosive. When heated to decomposition it emits toxic vapors of Cl-.

Purification Methods

If the IR contains no OH bands (at ~3000 cm-1) due to the hydrolysis product 9-fluorenylmethanol, then purify it by recrystallisation from dry Et2O. IR (CHCl3) has a band at 1770 cm-1 (C=O), and the NMR (CDCl3) has  at 4-4.6 (m 2H, CHCH2) and 7.1-7.8 (m, 8 aromatic H) ppm. The azide (FMOC-N3) has m 89-90o (from -1hexane) and IR (CHCl3) at 2135 (N3) and 1730 (C=O) cm , and the carbazate (FMOC-NHNH2) has m 171o(dec) (from nitromethane), IR (KBr) 3310, 3202 (NH) and 1686 (CONH) cm-1. [Caprino & Han J Org Chem 37, 3404 1972 , J Am Chem Soc 92 5748 1970, Koole et al. J Org Chem 59 1657 1989, Fürst et al. J Chromatogr 499 537 1990.]

9-Fluorenylmethyl chloroformate(28920-43-6)Related Product Information

• Benzoyl chloride
• Trimethoxymethane
• Dimethyl succinate
• Fmoc-Aib-OH
• Methyl benzoylformate
• Acryloyl chloride
• Benzenesulfonyl chloride
• N-(9-Fluorenylmethoxycarbonyloxy)succinimide
• Methyl anthranilate
• Methyl formate
• Chloroacetyl chloride
• Tosyl chloride
• Methyl acrylate
• Oxalyl chloride
• Methyl benzoate
• Methylparaben
• Diethyl phthalate
• Benzyl chloroformate