9-Fluorenylmethyl chloroformate (HCID 34367)

概要

used for tagging silica-based derivatization reagents in HPLC

名称と識別子

優先名称: 9-Fluorenylmethyl chloroformate
IUPAC: 9H-fluoren-9-ylmethyl carbonochloridate
現地名: クロロぎ酸9-フルオレニルメチル
英語名: 9-Fluorenylmethyl chloroformate
分子式: C15H11ClO2
分子量: 258.7

名称と別名

28920-43-69-Fluorenylmethyl chloroformate9-Fluorenylmethoxycarbonyl chloride1-(9-Fluorenyl)methyl chloroformateFluoren-9-ylmethyl chloroformate9PLB0BTT90FORMIC ACID, CHLORO-, FLUOREN-9-YLMETHYL ESTERDTXSID10183116RefChem:746059-FLMCDTXCID20105607249-313-6

名称をさらに表示

クロロぎ酸9-フルオレニルメチル9H-フルオレン-9-イルメチル=クロロホルマートクロロぎ酸(9H-フルオレン-9-イル)メチルクロロぎ酸[(9H-フルオレン-9-イル)メチル]9H-フルオレン-9-イルメチルクロロホルマートクロロぎ酸(9H-フルオレン-9-イルメチル)9H-フルオレン-9-イルメトキシぎ酸クロリドクロロぎ酸9H-フルオレン-9-イルメチル(9H-フルオレン-9-イルメトキシカルボニル)クロリドクロリド炭酸(9H-フルオレン-9-イル)メチル9-(クロロホルミルオキシメチル)-9H-フルオレン9-フルオレニルメチルオキシカルボニルクロリド9-フルオレニルメチルクロロホルマートクロリド炭酸9H-フルオレン-9-イルメチル[(9H-フルオレン-9-イルメトキシ)カルボニル]クロリドクロロぎ酸[9H-フルオレン-9-イル]メチルクロロ炭酸(9H-フルオレン-9-イルメチル)クロロ炭酸(9H-フルオレン-9-イル)メチルクロロギ酸9フルオレニルメチル9-フルオレニルメトキシカルボニルクロライド塩化物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

データベース識別子

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

物性

構造計算による物性

XLogP: 4.3
極性表面積: 26.3 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 18
形式電荷: 0
複雑度: 296

物理化学的性質

融点: 62 · 62-64 °C(lit.)
沸点: 365.79 °C · 365.79°C (rough estimate)
比重(密度): 1.178 · 1.1780 (rough estimate)
屈折率: 1.533 · 1.5330 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: 0.1 g/mL、透明、無色 · ジオキサン: 0.1 g/mL、透明、無色
外見: 結晶性粉末
色: 白色から非常に淡い黄色
BRN: 2279177 · 2279177
安定性: 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 · 3.45
CAS データベース: 28920 · 28920-43-6(CAS DataBase Reference)

化学的性質

化学的特性9-Fluorenyl chloroformate appears as white crystals with a melting point of 62–64 °C. It is soluble in organic solvents such as CH₂Cl₂, THF, and dioxane. It reacts with alcohols, ammonia or amines, and water.

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 3 件

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%)

安全データ

F: 10-21
wgk: 3
tsca: No
rtecs: LQ6250000
ridadr: UN 3261 8/PG 2
hs_code: 29159020
risk_code: 34-20/21/22
hazard_code: C,T
safety_code: 26-36/37/39-45-27
hazard_class: 6.1
packing_group: II
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

薬理情報

MeSH Pharmacological Classification · 1 件

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)

応用分野 · 4 件

用途ペプチド合成は、医薬品工業、食品化学工業、基礎生化学などの分野で、ペプチドの構造確認、機能解明、物性研究のための材料提供や、貴重なペプチドの大量合成および天然物より優れた類似体の創作を目的に幅広く行われています。

説明9-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].

使用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).

一般的な説明Fmoc chloride is a derivatizing agent.

調製方法 · 1 件

純化方法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.]