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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 122
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
- 溶解性
- Chloroform, Methanol (Slightly)
- 外見
- 液体
- 色
- クリアアンバーからダークブラウン
- 水溶解度
- 有機溶剤と混和します。水とわずかに混和する。
- BRN
- 3588613 · 3588613
- InChI
- 1S/C5H7NO2/c1-3-8-5(7)4-6-2/h3-4H2,1H3
- InChIKey
- FPULFENIJDPZBX-UHFFFAOYSA-N
- SMILES
- CCOC(=O)C[N+]#[C-]
- LogP
- 0.91 at · 0.91 at 25℃
- CAS データベース
- 2999 · 2999-46-4(CAS DataBase Reference)
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
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
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
- 消防法
- 危-4-3-III
- hazard_code
- Xn
- safety_code
- 36/37/39-26-36/37-24/25
- hazard_class
- 6.1
- packing_group
- III
- Hazard Classifications
- Acute Tox. 4 InhalationAcute Tox. 4 Oral
- ストレージクラス
- 10 - Combustible liquids
化学と産業
応用分野
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
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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