1,5-dimethyl 3-oxopentanedioate

• ChemBase编号: 69503
• 分子式: C7H10O5
• 平均质量: 174.1513
• 单一同位素质量: 174.05282342
• SMILES: C(C(=O)CC(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)CC(=O)CC(=O)OC
• InChI: InChI=1S/C7H10O5/c1-11-6(9)3-5(8)4-7(10)12-2/h3-4H2,1-2H3
• InChIKey: RNJOKCPFLQMDEC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,5-dimethyl 3-oxopentanedioate
• IUPAC传统名: 1,5-dimethyl 3-oxopentanedioate
• 别名: 3-氧代戊二酸二甲酯; 1,3-丙酮二羧酸二甲酯; 丙酮二羧酸二甲酯; ACETONEDICARBOXYLIC ACID, DIMETHYLESTER; Dimethyl-3-oxoglutarate; Dimethyl-1,3-acetonedicarboxylate; Acetone-1,3-dicarboxylic acid dimethyl ester; Dimethyl 3-oxoglutarate; Dimethyl acetone-1,3-dicarboxylate; Dimethyl acetone-1,3-dicarboxylate; Dimethyl 3-oxopentane-1,5-dioate; Dimethyl acetone-1,3-dicarboxylate; Dimethyl-3-oxoglutarate; dimethyl 3-oxopentanedioate

登记号

• CAS号: 1830-54-2
• EC号: 217-385-8
• MDL号: MFCD00008462
• Beilstein号: 1366042
• PubChem SID: 162035229; 24893418
• PubChem CID: 74591

理论计算性质

• Acid pKa: 9.98486
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.41584393
• LogD (pH = 7.4): 0.41473073
• Log P: 0.18252482
• 摩尔折射率: 38.4212 cm^3
• 极化性: 15.412765 Å^3
• 极化表面积: 69.67 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 16-17°C; 16-17°C
• 沸点: 237-241 °C/760 mmHg(lit.); 237-241°C; 237-241°C
• 闪点: >110°C; >110°C(230°F); 113 °C; 235.4 °F
• 密度: 1.185; 1.206 g/mL at 20 °C(lit.)
• 折射率: 1.4440; n20/D 1.444(lit.); n20/D 1.445

安全信息

• 保存注意事项: IRRITANT; Irritant/Keep Cold
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 43
• 安全公开号: 24-37; 36/37
• TSCA收录: false; 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280; P280G-P262
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (GC); 95%; 95+%; 96%; 97%; TECH
• 级别: Lonza quality; purum
• 杂质: ≤0.3% impurity, main unknown; ≤0.5% trimethyl citrate; ≤1.0% methyl acetoacetate; ≤5.0% 1,3-di-MeO-carbonyl-2-MeO-propene
• 品质说明: dist.
• 线性分子式: CO(CH2COOCH3)2

详细说明

MP Biomedicals - 05212340

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 690856

包装
1 kg in poly bottle
25 kg in comp drum

Sigma Aldrich - D138002

包装
25, 100 g in glass bottle

参考文献

• Reacts with ɑ-diketones in aqueous buffer to give bicyclic diketones (Weiss-Cook condensation): Tetrahedron Lett., 4885 (1968); Org. Synth. Coll., 7, 50 (1990):
  
• See also: J. Chem. Soc., Perkin 1, 1425 (1997). Use of cyclic ɑ-diketones leads to propellanes: Can. J. Chem., 189 (1978).
• The Na salt (NaH/THF) reacts with alkynals: J. Org. Chem., 62, 5688 (1997), or ynones: Synth. Commun., 28, 1525 (1998), under mild conditions to give 4-substituted dimethyl 2-hydroxyisophthalates via a Michael addition - aldol cyclization process; see 3-Butyn-2-one, L05527 for scheme.
• See also Diethyl acetone-1,3-dicarboxylate, A10933.