9-Fluorenylmethyl chloroformate

HCID 34367CAS 28920-43-6
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(Cl)OCC1c2ccccc2-c2ccccc21
InChIKey
IRXSLJNXXZKURP-UHFFFAOYSA-N
Molecular formula
C15H11ClO2
Average molar mass
258.7 g/mol
Monoisotopic mass
258.04475727

Overview

used for tagging silica-based derivatization reagents in HPLC

Names & identifiers

Preferred name
9-Fluorenylmethyl chloroformate
IUPAC
9H-fluoren-9-ylmethyl carbonochloridate
English name
9-Fluorenylmethyl chloroformate
Molecular formula
C15H11ClO2
Molecular weight
258.7

Names & synonyms

28920-43-69-Fluorenylmethyl chloroformate9-Fluorenylmethoxycarbonyl chloride1-(9-Fluorenyl)methyl chloroformateFluoren-9-ylmethyl chloroformate9PLB0BTT90FORMIC ACID, CHLORO-, FLUOREN-9-YLMETHYL ESTERDTXSID10183116RefChem:746059-FLMCDTXCID20105607249-313-6
Show more names
FoMc-ClFMOC-Cfmoc-ci9-FluorenylmethylFMOC-C1Fluorenylmethyloxycarbonyl chloride
Fmoc-ClFmoc-chloride(9h-fluoren-9-yl)methyl carbonochloridateFmoc chlorideCarbonochloridic acid, 9H-fluoren-9-ylmethyl ester9H-Fluoren-9-ylmethyl chloroformate9H-fluoren-9-ylmethyl carbonochloridate(9H-Fluoren-9-ylmethoxy)carbonyl Chloride

Database identifiers

CAS
28920-43-6
PubChem CID
34367
DTXSID
DTXSID10183116
UNII
9PLB0BTT90
EC Number
249-313-6
Nikkaji
J311E

Properties

Computed structural properties

XLogP
4.3
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
18

Physicochemical properties

Melting point
62 · 62-64 °C(lit.)
Boiling point
365.79 °C · 365.79°C (rough estimate)
Density
1.178 · 1.1780 (rough estimate)
refractive index
1.533 · 1.5330 (estimate)
storage temp.
2 · 2-8°C
solubility
0.1 g/mL, · dioxane: 0.1 g/mL, clear, colorless

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (17.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 80 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Carbonochloridic acid, 9H-fluoren-9-ylmethyl ester

Status: Active Update: 29-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28092

(9-Fluorenylmethyl) chloroformate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazard Classes and CategoriesAcute Tox. 4 (17.5%)

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
No
rtecs
LQ6250000
ridadr
UN 3261 8/PG 2

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

Applications · 4 items

Description9-Fluorenylmethyl chloroformate (Fmoc-C1) is a significant biochemical reagent introduced by Carpino. It has been widely utilized as a reagent for the introduction of the 9-fluorenylmethoxycarbonyl (Fmoc moiety) in both peptide and nucleotide synthesis, as well as serving as a coupling agent in peptide synthesis[1]. Furthermore, Fmoc-C1 can function as a versatile fluorescent labeling reagent for primary and secondary amines[2].

Uses9-Fluorenylmethyl chloroformate can be used as N-protecting reagent for oligonucleotide and peptide syntheses. It 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.

Uses9-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).

General DescriptionFmoc chloride is a derivatizing agent.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
新乡市巨源生物科技有限公司373-5071400 13937360405 · [email protected]

Related reactions

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Linked notes

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