2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

• ChemBase编号: 10020
• 分子式: C10H20B2O4
• 平均质量: 225.8854
• 单一同位素质量: 226.15476992
• SMILES: B1(B2OCC(CO2)(C)C)OCC(CO1)(C)C
• Canonical SMILES: CC1(C)COB(OC1)B1OCC(CO1)(C)C
• InChI: InChI=1S/C10H20B2O4/c1-9(2)5-13-11(14-6-9)12-15-7-10(3,4)8-16-12/h5-8H2,1-4H3
• InChIKey: MDNDJMCSXOXBFZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• IUPAC传统名: 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane
• 别名: 双(新戊基 乙二醇)二硼; 5,5,5′,5′-四甲基-2,2′-二-1,3,2-二氧杂硼烷; 双(新戊基乙二醇)二硼; Bis(neopentanediolato)diboron; 5,5,5′,5′-Tetramethyl-2,2′-bi-1,3,2-dioxaborinane; Bis(neopentyl glycolato)diboron; 5,5,5',5'-Tetramethyl-2,2'-bi-1,3,2-dioxaborinane; Bis(neopentylglycolato)diboron; Bis(neopentyl glycolato)diboron; 5,5,5',5'-Tetramethyl-2,2'-bi(1,3,2-dioxaborinane)

登记号

• CAS号: 201733-56-4
• MDL号: MFCD02093062
• Beilstein号: 8839038
• PubChem SID: 24874048; 160973327
• PubChem CID: 2734316

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 4.9312
• LogD (pH = 7.4): 4.9312
• Log P: 4.9312
• 摩尔折射率: 51.499 cm^3
• 极化性: 24.433949 Å^3
• 极化表面积: 36.92 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

• 熔点: 170-178°C; 175-185°C; 180.5-184.5 °C(lit.)

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT; Irritant/Store under Argon
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 96%; 97%
• Empirical Formula (Hill Notation): C10H20B2O4

详细说明

Sigma Aldrich - 518808

Application
制备硼酸酯的试剂。1
包装
1, 5 g in glass bottle

Toronto Research Chemicals - B504800

Makes borate adducts used for Suzuki coupling.

参考文献

• Wilson, K., et al.: Bioorg. Med. Chem. Lett., 20, 3925 (2010)
• Boronation reagent, cf Bis(pinacolato)diboron, L16088, which undergoes Pd-catalyzed coupling with aryl halides to give neopentylato boronic esters, more readily hydrolyzed to boronic acids than the corresponding pinacolato esters: Chem. Abs., 129, 290220 (1998). Found to be much more efficient than bis(pinacolato)diboron for the synthesis of hindered ortho-substituted arylboronic acids: Tetrahedron Lett., 46, 1671 (2005).