基本情報
- 標準SMILES
CC(=O)OC1CC(=O)N1- InChIKey
OEYMQQDJCUHKQS-UHFFFAOYSA-N- 分子式
- C5H7NO3
- 平均分子量
- 129.11 g/mol
- 単同位体質量
- 129.04259309
名称と識別子
- 優先名称
- 4-Acetoxy-2-azetidinone
- IUPAC
- (4-oxoazetidin-2-yl) acetate
- 現地名
- 酢酸4-オキソアゼチジン-2-イル
- 英語名
- 4-Acetoxy-2-azetidinone
- 分子式
- C5H7NO3
- 分子量
- 129.11
名称と別名
名称をさらに表示
データベース識別子
- CAS
28562-53-0- PubChem CID
- 119981
- ChEMBL
CHEMBL122408- EC Number
- 249-083-7
- Nikkaji
- J250.737D
物性
構造計算による物性
- XLogP
- -0.3
- 極性表面積
- 55.4 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 9
- 形式電荷
- 0
- 複雑度
- 154
物理化学的性質
- 融点
- 38 · 38-40 °C (lit.)
- 沸点
- 239.15 °C · 239.15°C (rough estimate)
- 比重(密度)
- 1.3816 · 1.3816 (rough estimate)
- 屈折率
- 1.422 · 1.4220 (estimate)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 50 mg/mL、透明、黄橙色 · ギ酸:可溶50mg/mL、透明、黄橙色
- 酸解離定数(Pka)
- 13.41 · 13.41±0.40(Predicted)
- 外見
- solid
- BRN
- 1524738 · 1524738
- InChI
- InChI=1S/C5H7NO3/c1-3(7)9-5-2-4(8)6-5/h5H,2H2,1H3,(H,6,8)
- InChIKey
- OEYMQQDJCUHKQS-UHFFFAOYSA-N
- SMILES
- N1C(OC(C)=O)CC1=O
- CAS データベース
- 28562 · 28562-53-0(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · 4-Acetoxy-2-azetidinone(28562-53-0)
化学的性質
化学的特性White crystalline powder
安全と法規制
GHS分類
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H334 (97.6%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
P233, P260, P264, P271, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P342+P316, P363, P403, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
安全データ
- wgk
- 3
- ridadr
- UN 1759 8/PG 2
- risk_code
- 34-43
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- packing_group
- III
- Hazard Classifications
- Resp. Sens. 1Skin Corr. 1B
- ストレージクラス
- 8A - Combustible corrosive hazardous materials
化学と産業
応用分野
使用4-Acetoxy-2-azetidinone was used in the synthesis of derivatized cyclopentenes in high regio- and diastereoselectivity. It was also used as a heterocyclic synthon for antibiotic and anti-inflammatory agents.
調製方法
純化方法Dissolve it in CHCl3, dry (MgSO4) concentrate at 40o/70mm, or better at room temperature to avoid decomposition. Wash and stir the residual oil with hexane by decantation and discard the wash. Dry the oil at high vacuum when it should solidify, m 34o. It can be distilled at high vacuum, 80-82o/10-3mm, but this results in extensive losses. The purity can be checked by TLC using Merck Silica Gel F254 and eluting with EtOAc. The azetidinone has RF 0.38 (typical impurities have RF 0.67). The spots can be detected by the TDM spray. This is prepared from (A) 2.5g 4,4'-tetramethyldiaminodiphenylmethane (TDM) in 10mL AcOH and diluted with 50mL of H2O, (B) 5g KI in 100mL of H2O and (C) 0.3g ninhydrin in 10mL of AcOH and 90mL of H2O. The spray is prepared by mixing (A) and (B) with 1.5mL of (C) and stored in a brown bottle. [Clau et al. Justus Liebigs Ann Chem 539 1974, Michel et al. Org Synth 65 135 1987, Beilstein 21/12 V 4.]
上流・下流製品情報
上流原料
サプライヤー50 社
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