(2,3-dihydro-1,4-benzodioxin-6-yl)boronic acid

• ChemBase编号: 10543
• 分子式: C8H9BO4
• 平均质量: 179.96566
• 单一同位素质量: 180.05938917
• SMILES: c1cc(cc2c1OCCO2)B(O)O
• Canonical SMILES: OB(c1ccc2c(c1)OCCO2)O
• InChI: InChI=1S/C8H9BO4/c10-9(11)6-1-2-7-8(5-6)13-4-3-12-7/h1-2,5,10-11H,3-4H2
• InChIKey: SQDUGGGBJXULJR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2,3-dihydro-1,4-benzodioxin-6-yl)boronic acid
• IUPAC传统名: 2,3-dihydro-1,4-benzodioxin-6-ylboronic acid
• 别名: 1,4-苯二氧烷-6-硼酸; 1,4-苯并二噁烷-6-硼酸; 6-(1,4-苯并二噁烷)硼酸; 苯并-1,4-二氧六环-6-硼酸; 1,4-Benzodioxane-6-boronic acid; 3,4-Ethylenedioxybenzeneboronic acid; 2,3-Dihydro-1,4-benzodioxine-6-boronic acid; 2,3-Dihydro-1,4-benzodioxin-6-ylboronic acid; 3,4-(Ethylenedioxy)benzeneboronic acid; 1,4-Benzodioxane-6-boronic acid; 1,4-Benzodioxan-6-boronic acid; 6-(1,4-Benzodioxanyl)boronic acid; 1,4-Benzodioxane-6-boronic acid

登记号

• CAS号: 164014-95-3
• MDL号: MFCD01009696
• Beilstein号: 7478648
• PubChem SID: 160973850; 24882748
• PubChem CID: 2776178

理论计算性质

• Acid pKa: 8.779501
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.9563731
• LogD (pH = 7.4): 0.93893784
• Log P: 0.9566
• 摩尔折射率: 41.5609 cm^3
• 极化性: 17.870665 Å^3
• 极化表面积: 58.92 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

安全信息

• 保存注意事项: IRRITANT; Irritant/Keep Cold/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: 26-36/37; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%; 98%
• Empirical Formula (Hill Notation): C8H9BO4

详细说明

Sigma Aldrich - 635995

Other Notes
含不定量的酸酐
包装
1, 5 g in glass bottle
Application
Reactant involved in:
• Addition reactions with 1,8-naphthyridine N-oxides1
• Iodocyclization and palladium-catalyzed coupling reactions for synthesis of pyranoquinolines2
• Suzuki coupling reactions for synthesis of combretastatin analogs3
• Suzuki-Miyaura coupling reactions for synthesis of aryl-substituted oxabenzindoles and methanobenzindoles4
• Palladium-catalyzed oxyarylation of Heck reaction intermediates5
• C-H functionalization of quinones6