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9-Fluorenylmethyl chloroformate

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9-Fluorenylmethyl chloroformate Basic information

Product Name:
9-Fluorenylmethyl chloroformate
Synonyms:
  • 1-(9-fluorenyl)methylchloroformate
  • CHLOROFORMIC ACID 9-FLUORENYLMETHYL ESTER
  • EMOCCI
  • FMOC-CL
  • FMOC-CHLORIDE
  • fmoc-ci
  • 9-FLUORENYLMETHYL CHLOROFORMATE (FMOC CL)
  • Fmoc-Cl(9-FluorenylmethoxycarbonylChloride)
CAS:
28920-43-6
MF:
C15H11ClO2
MW:
258.7
EINECS:
249-313-6
Product Categories:
  • Aromatic Esters
  • N-Protecting Reagents
  • Biochemistry
  • Fluorenes
  • Fluorenes & Fluorenones
  • Peptide Synthesis
  • Protection & Derivatization Reagents (for Synthesis)
  • Protective Reagents (Peptide Synthesis)
  • Synthetic Organic Chemistry
  • Fmoc-Amino acid series
  • peptides
Mol File:
28920-43-6.mol
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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
CAS DataBase Reference
28920-43-6(CAS DataBase Reference)
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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
10-21
TSCA 
No
HazardClass 
6.1
PackingGroup 
II
HS Code 
29159020

MSDS

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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 be used as N-protecting reagent for oligonucleotide and peptide syntheses.

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.

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 chloroformateSupplier

Alfa Aesar Gold
Tel
400-610-6006; 021-67582000
Email
saleschina@alfa-asia.com
Suzhou Highfine Biotech Co., Ltd Gold
Tel
0512-68071238- ;0512-68071238-
Email
sales@highfine.com;sales@highfine.com
Shanghai LanRun Chemical Co., Ltd. Gold
Tel
021-69515658- ;021-69515628-
Email
longrunchem@163.com;longrunchem@163.com
Wuxi Asia Peptide Biotechnology Limited Company Gold
Tel
0510-83583050- ;0510-83583039-
Email
willsun@peptide-search.com;frog5235@peptide-search.com
Zhengzhou Alpha Chemical Co. LTD Gold
Tel
0371-53732842-
Email
3002612166@qq.com