tert-butyl 3-oxobutanoate

• ChemBase编号: 109032
• 分子式: C8H14O3
• 平均质量: 158.19496
• 单一同位素质量: 158.09429431
• SMILES: CC(=O)CC(=O)OC(C)(C)C
• Canonical SMILES: CC(=O)CC(=O)OC(C)(C)C
• InChI: InChI=1S/C8H14O3/c1-6(9)5-7(10)11-8(2,3)4/h5H2,1-4H3
• InChIKey: JKUYRAMKJLMYLO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl 3-oxobutanoate
• IUPAC传统名: tert-butyl 3-oxobutanoate
• 别名: 乙酰乙酸叔丁酯; tert-BUTYL ACETOACETATE; ACTB; tert-Butyl acetoacetate; TBAA; tert-Butyl 3-oxobutanoate; Acetoacetic acid tert-butyl ester

登记号

• CAS号: 1694-31-1
• EC号: 216-904-5
• MDL号: MFCD00008811
• Beilstein号: 1680303
• PubChem SID: 162094731; 24846862; 24878235; 24845032; 24892099
• PubChem CID: 15538

理论计算性质

• Acid pKa: 9.3923
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.4316397
• LogD (pH = 7.4): 1.4272999
• Log P: 1.198362
• 摩尔折射率: 41.1136 cm^3
• 极化性: 16.33082 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

• 外观: APHA: ≤100 liquid; clear
• 熔点: -38°C
• 沸点: 71-72 °C/11 mmHg(lit.); 71-72°C/11mm
• 闪点: 150.8 °F; 66 °C; 76°C(169°F)
• 密度: 0.954 g/mL at 25 °C(lit.); 0.961
• 折射率: 1.4200; n20/D 1.419; n20/D 1.419(lit.)

安全信息

• 德国WGK号: 1
• TSCA收录: 是
• GHS危险声明: H227
• GHS警示性声明: P210-P280-P370+P378A-P403+P235-P501A
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (GC); ≥98.0% (GC); ≥98.0% (w/w) (GC); 95+%; 97%; 98%; 98+%
• 级别: Lonza quality; produced by Wacker; purum; reagent grade
• 杂质: ≤0.1% water; ≤0.5% acid (as acetic acid); ≤2.0% tert-butanol
• 线性分子式: CH3COCH2COOC(CH3)3

详细说明

MP Biomedicals - 05209591

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 537594

包装
1, 4 L in poly bottle
100, 500 mL in poly bottle

Sigma Aldrich - B88608

包装
100 mL in glass bottle

Sigma Aldrich - 10911

Other Notes
根据要求提供批量采购价

Sigma Aldrich - 688770

包装
1 kg in glass bottle

参考文献

• Alternative to Ethyl acetoacetate, A12544, allowing decarboxylative cleavage of the ester group by acid catalyzed thermolysis, as in a general synthesis of ɑ?-unsaturated ketones: Acta Chem. Scand., 17, 2216 (1963). Application in the synthesis of acyloins: Arkiv. Chem., 17, 457 (1961); levulinic acids and δ-keto nitriles: Acta Chem. Scand., 16, 1191, 1324 (1962). Alkylation, NBS bromination and decarboxylative cleavage provide a sequence for the regiospecific synthesis of ɑ-bromo ketones: Synth. Commun., 25, 1045 (1995).
• The dimetallated species reacts selectively with electrophiles at the 4-position: J. Am. Chem. Soc., 96, 1082 (1974); J. Org. Chem., 43, 788 (1978).