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Basic information

  • Name:
  • 9-Fluorenylmethyl chloroformate

  • CAS No.:
  • 28920-43-6

  • Molecular Structure:
  • Formula:
  • C15H11ClO2
  • Molecular Weight:
  • 258.70 .
  • Synonyms:
  • Formicacid, chloro-, fluoren-9-ylmethyl ester (8CI);Fluorene-9-methanol,chloroformate (8CI);(9H-Fluoren-9-ylmethoxy)carbonyl chloride;9H-Fluoren-9-ylmethyl chloroformate;AminoTag;FMOC chloride;FmocCl;Fmoc-Cl;Carbonochloridic acid,9H-fluoren-9-ylmethyl ester;
  • EINECS:
  • 249-313-6
  • Density:
  • 1.288 g/cm3
  • Melting Point:
  • 62-64 °C(lit.)
  • Boiling Point:
  • 393.9 °C at 760 mmHg
  • Flash Point:
  • 143.6 °C
  • Solubility:
  • dioxane: 0.1 g/mL, clear, colorless
  • Appearance:
  • white to off-white powder
  • Hazard Symbols:
  • CorrosiveC,ToxicT
  • Risk Codes:
  • 34-20/21/22
  • Safety Description:
  • 26-36/37/39-45-27 Details
  • Transport Information:
  • UN 3261 8/PG 2

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Chemistry


IUPAC Name: 9H-Fluoren-9-ylmethyl carbonochloridate
Molecular Formula: C15H11ClO2
Molecular Weight: 258.70 g/mol
SMILES: C1(c2c(cccc2)c2c1cccc2)COC(=O)Cl
InChI: InChI=1/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
EINECS: 249-313-6
Classification Code: Indicators and reagents; Mutation data
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
Index of Refraction: 1.611 
Molar Refractivity: 69.74 cm
Molar Volume: 200.7 cm
Polarizability: 27.64×10-24 cm3 
Surface Tension: 50 dyne/cm 
Density: 1.288 g/cm
Flash Point: 143.6 °C 
Enthalpy of Vaporization: 64.38 kJ/mol 
Boiling Point: 393.9 °C at 760 mmHg 
Melting Point: 62-64 °C(lit.)
Storage temperature: 2-8 °C
Solubility: dioxane: 0.1 g/mL, clear, colorless
Sensitive  Moisture Sensitive
Vapour Pressure of 9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6): 2.06E-06 mmHg at 25 °C

Uses

 9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6) is used for tagging silica-based derivatization reagents in HPLC. It is also used to introduce FMOC group as the FMOC carbamate.

Production

As can be expected, this compound may be prepared by reacting 9-fluorenylmethanol with phosgene:

Toxicity Data With Reference

1.    

mma-sat 100 µg/plate

    MUREAV    Mutation Research. 170 (1986),23.

Safety Profile

Hazard Codes: CorrosiveC,ToxicT
Risk Statements: 34-20/21/22 
R34:Causes burns. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-45-27 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
RTECS: LQ6250000
F: 10-21
HazardClass: 6.1
PackingGroup of 9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6): II

Standards and Recommendations

DOT Classification:  6.1; Label: Poison, Corrosive

Specification

  9-Fluorenylmethyl chloroformate (CAS NO.28920-43-6), its Synonyms are 1-(9-Fluorenyl)methyl chloroformate ; Carbonochloridic acid, 9H-fluoren-9-ylmethyl ester ; 9H-Fluoren-9-ylmethyl chloroformate ; Fluoren-9-ylmethyl chloroformate ; Formic acid, chloro-, fluoren-9-ylmethyl ester . It is white to off white crystalline powder.

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