butane-2,3-dione

• ChemBase编号: 89667
• 分子式: C4H6O2
• 平均质量: 86.08924
• 单一同位素质量: 86.03677943
• SMILES: O=C(C)C(=O)C
• Canonical SMILES: CC(=O)C(=O)C
• InChI: InChI=1S/C4H6O2/c1-3(5)4(2)6/h1-2H3
• InChIKey: QSJXEFYPDANLFS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: butane-2,3-dione
• IUPAC传统名: diacetyl
• 别名: 双乙酰; 联乙酰; 2,3-丁二酮; 2,3-丁烷二酮; Biacetyl; Dimethyl diketone; 2,3-Diketobutane; Diacetyl; Butane-2,3-dione; Diacetyl; Dimethylglyoxal; biacetyl; 2,3-Butanedione; 2,3-Butanedione

登记号

• CAS号: 431-03-8
• EC号: 207-069-8
• MDL号: MFCD00008756
• Beilstein号: 605398
• 默克索引号: 142966
• PubChem SID: 24858987; 24846980; 24892076; 162076530
• PubChem CID: 650
• CHEBI ID: 16583
• CHEMBL: 365809
• Chemspider ID: 630
• KEGG ID: C00741
• 美国药典/FDA物质标识码: K324J5K4HM
• 维基百科标题: Diacetyl

理论计算性质

• Acid pKa: 15.977073
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.39549947
• LogD (pH = 7.4): 0.39549947
• Log P: 0.39549947
• 摩尔折射率: 21.5408 cm^3
• 极化性: 8.28327 Å^3
• 极化表面积: 34.14 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Soluble in 4 parts in water
• 外观: Yellowish green liquid
• 熔点: -2 to -4 °C; -3°C; -4 to -2°C
• 沸点: 87-88°C; 88 °C(lit.); 88°C; 88 °C
• 闪点: 10°C(50°F); 44.6 °F; 7 °C; 7-10°C
• 自燃点: 345 °C
• 密度: 0.981; 0.981 g/mL(lit.); 0.983; 0.985 g/mL at 20 °C; 0.990 g/mL at 15 °C
• 折射率: 1.3950; n20/D 1.394; n20/D 1.394(lit.)
• 蒸汽压: 52.2 mmHg ( 20 °C)
• 蒸汽密度: 3 (vs air)
• 转变温度: solidification point -3-1 °C

安全信息

• 保存注意事项: Highly Flammable/Toxic/Harmful/Irritant/Stench/Moisture Sensitive/Air Sensitive/Keep Cold/Store under Argon
• RTECS编号: EK2625000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2346; UN2346
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-20/22-36/38; 11-20/22-37/38-41; R10 R22 R36 R37 R38
• 安全公开号: 16-26-36/37; 26-39; S9 S16 S33
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS07
• GHS警示词: Danger
• 主要危害: Harmful, flammable
• GHS危险声明: H225-H302-H315-H318-H331-H335; H225-H302-H332-H315-H319
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P403+P235-P501A; P210-P261-P280-P305 + P351 + P338-P311
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, Heavyweight Gloves, multi-purpose combination respirator cartridge (US), Safety Clothing, type ABEK (EN14387) respirator filter; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2346 3/PG 2
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... ACHE(43), BCHE(590), CES1(1066)

产品相关信息

• 纯度: ≥99.0% (GC); 97%; 98%; 99%
• 级别: analytical standard; puriss.
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: CH3COCOCH3

详细说明

Sigma Aldrich - B85307

包装
5, 100, 500 mL in glass bottle
Application
可用于灭活氨肽酶-N。1与胺发生环缩合反应，用于形成三嗪2和蝶啶环体系。3也可用作 α-二酮的前体。4

Sigma Aldrich - 31530

Other Notes
蛋白质精氨酸残基的特异性修饰试剂1,2,3,4

参考文献

• Sensitizer for the photochemical epoxidation of alkenes: J. Am. Chem. Soc., 98, 4193 (1976).
• Like 1,2-Cyclohexanedione, A14401, has been used by Ley's group in combination with trimethyl orthoformate and camphorsulfonic acid for the protection of trans-1,2-diols as cyclic diacetals. The method is particularly applicable to the carbohydrate field: Synlett, 793 (1996); J. Chem. Soc., Perkin 1, 2023 (1997). See also 9,10-Phenanthrenequinone, A11762.