Acetylferrocene
1-ACETYLFERROCENE · Acetylferrocene,95% · Monoacetylferrocene · Acetoferrocene · Acetyferrocene · 25gx1 · 50gx3 · 24.6gx1)
식별자 및 물리적 특성
| CAS No. | 1271-55-2 |
|---|---|
| 분자식 | C12H12FeO10* |
| 평균 분자량 | 228.07 g/mol |
| SMILES | CC(=O)[c-]1[c-][c-][c-][c-]1.[Fe+2].[c-]1[c-][c-][cH-][c-]1 |
| PubChem CID | 24190835 |
화학 및 물리적 성질
| 녹는점 | 81-83 °C (lit.) |
|---|---|
| 끓는 점 | 160-163 °C (3.0004 mmHg) |
| 밀도 | >1 g/cm3 (20℃) |
| 인화점 | 160-163°C/4mm |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 바늘 모양의 결정성 분말 |
| 색상 | 오렌지 레드 |
| 용해도 | 불용성 |
| 안정성 | 안정적인. 강산화제, 환원제, 강산, 강염기와 호환되지 않습니다. |
| InChI | InChI=1S/C7H7O.C5H5.Fe/c1-6(8)7-4-2-3-5-71-2-4-5-3-1/h2-5H,1H31-5H |
| InChIKey | PHMAOJNZIFULOG-UHFFFAOYSA-N |
| SMILES | [C]1(C(=O)C)[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.[Fe] |^1:0,4,5,6,7,8,9,10,11,12| |
| NIST | Acetylferrocene(1271-55-2) |
| EPA | Ferrocene, acetyl- (1271-55-2) |
화학적 성질
orange crystalline powder
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | OB3700000 |
| 운송 번호(UN) | UN 2811 6.1/PG 2 |
| 독성 | LDLo orl-rat: 5 mg/kg EPASR* 8EHQ-1285-0578 |
| 관세 코드 | 29310095 |
| 위험 문구(R) | 28 |
| 위험 표시 | T+ |
| 안전 문구(S) | 28-36/37-45-28A-1 |
| 포장분류 | II |
| 위험 등급 | 6.1Acute Tox. 1 DermalAcute Tox. 2 Oral |
| F 고인화성물질 | 10 |
| 저장 분류 | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
용도
용도
1-Acetylferrocene was originally used in military or space field as an additive in rocket propellant, to promote the burning rate. Its ferrocenyl derivative has wide applications to biological and medical fields such as ferrocene-modified beta-lactam because of its physiological activity of anti-malarial, anti-tumor, bactericidal, anti-inflammatory, treatment of anemia, inhibition of enzymatic activity and so on by virtue of its unique structure and diverse properties.
제조 및 합성 방법
제조 방법
Acetylferrocene synthesis: Charge a 25 mL round bottom flask with ferrocene (1 g) and acetic anhydride (3.3 mL). Carefully add phosphoric acid (0.7 mL, 85%) and heat the reaction mixture on a hot water bath for 20 min with stirring. Pour the hot mixture onto crushed ice (27 g). After all the ice has melted, neutralise the solution with solid sodium bicarbonate and cool for a further 5 min. Collect the brown precipitate by filtration, wash with water and dry in the air. The solid obtained is a mixture of unreacted ferrocene and the monosubstituted product acetylferrocene (Figure 1). However, a third compound may also be present in very small amounts as the disubstituted product of acetylation (1,1′-diacetylferrocene).