ethyl 3-oxobutanoate

• ChemBase编号: 102058
• 分子式: C6H10O3
• 平均质量: 130.1418
• 单一同位素质量: 130.06299418
• SMILES: CCOC(=O)CC(=O)C
• Canonical SMILES: CCOC(=O)CC(=O)C
• InChI: InChI=1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
• InChIKey: XYIBRDXRRQCHLP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 3-oxobutanoate
• IUPAC传统名: ethyl acetoacetate
• 别名: 乙酰醋酸乙酯; 乙酰乙酸乙酯; EAA; ethyl 3-oxobutanoate; Ethyl acetoacetate; Ethyl Acetoacetate; Acetoacetic ester; ACETOACETIC ACID ETHYL ESTER; Acetoacetic acid ethyl ester; Ethyl acetylacetate; 3-Oxobutanoic acid ethyl ester; Ethyl acetoacetate; ACE

登记号

• CAS号: 141-97-9
• EC号: 205-516-1
• MDL号: MFCD00009199
• Beilstein号: 385838
• 默克索引号: 143758
• PubChem SID: 24846884; 24845029; 24878213; 162088364; 24901056; 24901055; 24845025
• PubChem CID: 8868
• CHEMBL: 169176
• Chemspider ID: 13865426
• FEMA编号: 2415
• KEGG ID: C03500
• 美国药典/FDA物质标识码: IZP61H3TB1
• 维基百科标题: Ethyl_acetoacetate
• 欧洲委员会编号: 240; 240c
• Flavis Number: 9.402

理论计算性质

• Acid pKa: 9.93099
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.7345275
• LogD (pH = 7.4): 0.73326755
• Log P: 0.5012103
• 摩尔折射率: 32.0566 cm^3
• 极化性: 12.67607 Å^3
• 极化表面积: 43.37 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 2.86 g/100 ml (20 °C) in water
• 外观: APHA: ≤15; Colourless liquid; with fruit or rum odour
• 熔点: -39 - -44 °C; -43 °C(lit.); -43°C; -45 °C (228 K)
• 沸点: 178 - 187 °C at 1013 hPa; 180 °C; 180.8 °C (454.0 K); 180-181°C; 181 °C(lit.)
• 闪点: 185 °F; 70 °C; 84.4°C; 84°C(183°F); 85 °C
• 自燃点: 280 °C; 580 °F
• 密度: 1.021 g/cm^3, liquid; 1.025; 1.027 - 1.03 g/cm^3 at 20 °C; 1.029 g/mL at 20 °C(lit.)
• 折射率: 1.4190; n20/D 1.419
• 蒸汽压: 1 hPa at 20 °C; 1 mmHg ( 28.5 °C)
• 蒸汽密度: 4.48 (vs air); 4.49 (air = 1)
• pKa: 10.68 (in H₂O); 14.2 (in DMSO)
• 感官: ethereal; sweet; fruity; ethereal

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: AK5250000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 36; R:36/37/38
• 安全公开号: 26; 26-60; S:20-25-26-37/39
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• NFPA704:
  

  2

  2
• 爆炸极限: 9.5 %
• GHS危险声明: H319; H319-H227-H303
• GHS警示性声明: P210-P280-P305+P351+P338-P312-P403+P235-P501A; P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515); FDA 21 CFR (175.300)

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥98.0% (GC); ≥99%; ≥99.0% (GC); 99%; 99+%
• 级别: FG; Halal; Kosher; Lonza quality; natural; NI; produced by Wacker; puriss. p.a.; ReagentPlus®
• 杂质: ≤0.05% water; ≤0.10% acid (as acetic acid); ≤0.5% water
• 痕量阳离子: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.5 mg/kg
• 线性分子式: CH3COCH2COOC2H5

详细说明

MP Biomedicals - 02100019

1 ml = approx. 1.02 g

Sigma Aldrich - 537349

包装
1, 3 kg in poly bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 10912

Other Notes
根据要求提供批量采购价

Sigma Aldrich - 688983

包装
1 kg in poly bottle

Sigma Aldrich - W241512

包装
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Sigma Aldrich - W241504

包装
1 kg in poly bottle
1 sample in glass bottle
5, 10, 25 kg in poly drum

参考文献

• Under the conditions of the classical acetoacetic ester route to methyl ketones [see, e.g.: Org. Synth. Coll., 1, 248, 351 (1941)], varying amounts of O-alkylation occur. Regioselective C-alkylation can be obtained by phase-transfer procedures: J. Org. Chem., 39, 3271 (1974). For improved alkylation using TBAB, see: Org. Prep. Proced. Int., 26, 469 (1994).
• Many techniques have been devised for the decarboalkoxylation of substituted ?-ketoesters (compare Diethyl malonate, A15468); for reviews, see: Synthesis, 805, 893 (1982). Enolisable ?-keto esters can be decarboalkoxylated by heating in toluene in the presence of a catalytic amount of DMAP. Other bases are ineffective: J. Org. Chem., 54, 3474 (1989).
• For use in diazo transfer reactions, see 4-Acetamidobenzenesulfonyl azide, L15916.