イソシアノ酢酸エチル

Ethyl isocyanoacetate

HCID 533707CAS 2999-46-4

基本情報

標準SMILES
[C-]#[N+]CC(=O)OCC
InChIKey
FPULFENIJDPZBX-UHFFFAOYSA-N
分子式
C5H7NO2
平均分子量
113.11 g/mol
単同位体質量
113.04767846

名称と識別子

優先名称
Ethyl isocyanoacetate
IUPAC
ethyl 2-isocyanoacetate
現地名
イソシアノ酢酸エチル
英語名
Ethyl isocyanoacetate
分子式
C5H7NO2
分子量
113.11

名称と別名

Ethyl isocyanoacetate2999-46-4EINECS 221-077-9DTXSID20184078RefChem:596231DTXCID30106569221-077-9ethyl 2-isocyanoacetateIsocyanoacetic Acid Ethyl EsterAcetic acid, isocyano-, ethyl esterethyl-2-isocyanoacetateMFCD00000007
名称をさらに表示
イソシアノ酢酸エチル2-イソシアノ酢酸エチルエトキシカルボニルメチルイソシアニド2-オキソ-2-エトキシエチルイソシアニド(2-オキソ-2-エトキシエチル)イソシアニドエチル 2-イソシアノアセタートエチル=2-イソシアノアセタートIsocyanoacetate2-Oxo-2-ethoxyethyl isocyanideeicaHANSA ISN-0528eica cas2999-46-4BIO-FARMA BF001872IsocyanicAcidEsterethyl isocyanzacetate
ETHYLISOCYANOACETATEAcetic acid, 2-isocyano-, ethyl esterethyl iso-cyanoacetateethyl isocyano-acetateethyl 2-isocyanoacetatethyl isocyano- acetateSCHEMBL7225isocyano-acetic acid ethylester

データベース識別子

CAS
2999-46-4
PubChem CID
533707
DTXSID
DTXSID20184078
EC Number
221-077-9
Nikkaji
J150.099F

物性

構造計算による物性

XLogP
0.4
極性表面積
30.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
3
重原子数
8

物理化学的性質

沸点
194 · 194-196 °C (lit.)
比重(密度)
1.035 g/mL · 1.035 g/mL at 25 °C (lit.)
蒸気圧
61.7 Pa · 61.7Pa at 25℃
屈折率
20 · n20/D 1.418(lit.)
闪点
184 °F · 184 °F
貯蔵温度
2 · 2-8°C

化学的性質

化学的特性Light yellow to brom liquid. Slightly soluble in water and lye, miscible in ethanol and ether.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 1.8% (1 of 55) of reports.

Danger

H302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 55 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 11-04-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17093
Hazard Classes and CategoriesAcute Tox. 4 (89.1%)

安全データ

F
8-9-21
wgk
3
ridadr
UN 2810 6.1/PG 3
hs_code
29299090
risk_code
20/22-20/21/22
化審法
(2)-4114

化学と産業

応用分野 · 3 件

用途有機合成用試薬。

使用Ethyl Isocyanoacetate, is a cyclization synthon used to prepare pyrroles, oxazolines, benzodiazepines, oxazoles and imidazoles. Ethyl isocyanoacetate can be used to prepare pyrroles,1,2 oxazolines, benzodiazepines, oxazoles and imidazoles.

一般的な説明Material may darken upon storage

調製方法 · 1 件

製造方法synthesis of ethyl isocyanoacetate A solution containing N-formyl glycine ethyl ester (1, 1.31 g, 10 mmol), DIPEA (2.62 g, 20 mmol) and DMAP (0.45 g, 3 mmol) in dry DCM (10 mL) was loaded in a sample loop and combined with a second stream containing triphosgene (2, 0.98 g, 3.3 mmol) also dissolved in dry DCM (10 mL) at individual channel flow rates of 0.5 mL/min. The combined stream was directed into two linked 10 mL FEP reactor vessels to achieve a 20 minutes residence time at ambient temperature. The output was collect and the solvent was carefully evaporated to 80% of its total volume. The crude material was filtered through silica (5 g) and washed with DCM (2 × 10 mL) to obtain the salt-free product. The desired product 3 was obtained as dark yellow oil after evaporation of the organic phase (1.03 g, 91 % isolated yield, >97% purity by 1H NMR).

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関連反応

235 件

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