magnesium(2+) ion ethoxyethane dibromide

• ChemBase编号: 302425
• 分子式: C4H10Br2MgO
• 平均质量: 258.2346
• 单一同位素质量: 255.89488064
• SMILES: CCOCC.[Mg+2].[Br-].[Br-]
• Canonical SMILES: CCOCC.[Mg+2].[Br-].[Br-]
• InChI: InChI=1S/C4H10O.2BrH.Mg/c1-3-5-4-2;;;/h3-4H2,1-2H3;2*1H;/q;;;+2/p-2
• InChIKey: JGZKUKYUQJUUNE-UHFFFAOYSA-L

名称和登记号

名称

• IUPAC标准名: magnesium(2+) ion ethoxyethane dibromide
• IUPAC传统名: magnesium(2+) ion diethyl ether dibromide
• 别名: 乙醚溴化镁; Magnesium bromide diethyl etherate

登记号

• CAS号: 29858-07-9
• MDL号: MFCD00064500

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.83816534
• LogD (pH = 7.4): 0.83816534
• Log P: 0.83816534
• 摩尔折射率: 22.5097 cm^3
• 极化性: 8.788117 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 闪点: 35°C(95°F)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: UN1325
• 联合国危险货物等级: 4.1
• 联合国危险货物包装类别(PG): II
• 危险公开号: 11
• 安全公开号: 7-16-33
• TSCA收录: 否
• GHS危险品标识: GHS02
• GHS危险声明: H228
• GHS警示性声明: P210-P241-P280-P240-P370+P378A

产品相关信息

• 纯度: 98%

参考文献

• Lewis acid which can influence the regio- and stereochemical outcome of reactions because of its chelating character. Mediates the rearrangement of epoxides to aldehydes and ketones: J. Am. Chem. Soc., 77, 5083 (1955); Tetrahedron Lett., 33, 4457 (1992); or ring-opening to bromohydrins: J. Org. Chem., 61, 3557 (1996); 68, 3660 (2003); Tetrahedron Lett., 45, 5969 (2004). Promotes anti-selectivity in aldol reactions: J. Org. Chem., 56, 5978 (1991). Activates amides to selective N-acylation: Tetrahedron Lett., 43, 647 (2002).
• In combination with Me₂S, promotes chemoselective deprotection of p-methoxybenzyl ethers, in the presence of benzyl or TBDMS ethers, benzoate esters or acetonides: Tetrahedron Lett., 38, 1443 (1997). In the presence of triethylamine, promotes the room-temperature Cannizzaro reaction of aryl and heteroaryl aldehydes to the corresponding alcohol and carboxylic acid: Org. Lett., 7, 5893 (2005).
• For a brief feature on uses of this reagent, see: Synlett, 912 (2004).