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Merck
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重要文件

699292

Sigma-Aldrich

反式-2-苯基乙烯基硼酸甲基亚氨基二乙酸酯

95%

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About This Item

經驗公式(希爾表示法):
C13H14BNO4
CAS號碼:
分子量::
259.07
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

powder

mp

185-195 °C

SMILES 字串

CN1CC(=O)OB(OC(=O)C1)\C=C\c2ccccc2

InChI

1S/C13H14BNO4/c1-15-9-12(16)18-14(19-13(17)10-15)8-7-11-5-3-2-4-6-11/h2-8H,9-10H2,1H3/b8-7+

InChI 密鑰

OFLDLTAQNBBGGU-BQYQJAHWSA-N

應用

trans-2-Phenylvinylboronic acid MIDA ester is a stable boronic acid surrogate, which can be used as a reactant in Suzuki-Miyaura cross-coupling reactions . It is also used as a precursor to prepare α-borylated phenyl ketone via the Wacker-type oxidation method.

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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分析證明 (COA)

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Synthesis of ?-borylated ketones by regioselective wacker oxidation of alkenylboronates
Corless VB, et al.
Organic Letters, 20(17), 5300-5303 (2018)
Nicholas A Isley et al.
Journal of the American Chemical Society, 135(47), 17707-17710 (2013-11-15)
New technology has been developed that enables Suzuki-Miyaura couplings involving widely utilized MIDA boronates to be run in water as the only medium, mainly at room temperature. The protocol is such that no organic solvent is involved at any stage;
Panchanan Maiti et al.
International journal of molecular sciences, 21(18) (2020-09-17)
Alzheimer's disease (AD) is characterized by amyloid (Aβ) aggregation, hyperphosphorylated tau, neuroinflammation, and severe memory deficits. Reports that certain boronic compounds can reduce amyloid accumulation and neuroinflammation prompted us to compare trans-2-phenyl-vinyl-boronic-acid-MIDA-ester (TPVA) and trans-beta-styryl-boronic-acid (TBSA) as treatments of deficits

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