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Merck
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重要文件

665533

Sigma-Aldrich

反式-2-(3-氯苯基)乙烯基硼酸频哪醇酯

97%

同義詞:

2-(E-2-(3-氯苯基)乙烯基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷

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About This Item

經驗公式(希爾表示法):
C14H18BClO2
CAS號碼:
分子量::
264.56
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

97%

折射率

n20/D 1.536

bp

138-140 °C/0.9-1.0 mmHg

密度

1.049 g/mL at 25 °C

SMILES 字串

CC1(C)OB(OC1(C)C)\C=C\c2cccc(Cl)c2

InChI

1S/C14H18BClO2/c1-13(2)14(3,4)18-15(17-13)9-8-11-6-5-7-12(16)10-11/h5-10H,1-4H3/b9-8+

InChI 密鑰

NZBKTAJNGYXYSQ-CMDGGOBGSA-N

應用

trans-2-(3-Chlorophenyl)vinylboronic acid pinacol ester can be used as a reactant:
  • To prepare aryl derivatives by C−C bond formation via palladium-catalyzed Suzuki−Miyaura reaction.
  • In the diastereoselective synthesis of alkenes via K3PO4-promoted transition metal-free nucleophilic substitution of unactivated alkyl triflates.
  • To synthesize (3-chlorophenyl)cyclopropyl boronic acid pinacol ester by reacting with diazomethane.

儲存類別代碼

12 - Non Combustible Liquids

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


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分析證明 (COA)

Lot/Batch Number

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Automated library synthesis of cyclopropyl boronic esters employing diazomethane in a tube-in-tube flow reactor
Koolman HF, et al.
Organic & Biomolecular Chemistry, 14(27), 6591-6595 (2016)
Mild Base Promoted Nucleophilic Substitution of Unactivated sp3-Carbon Electrophiles with Alkenylboronic Acids
Liu Shiwen, et al.
Advanced Synthesis & Catalysis, 360(19), 3667-3671 (2018)
Mild Base Promoted Nucleophilic Substitution of Unactivated sp3-Carbon Electrophiles with Alkenylboronic Acids
Liu Shiwen, et al.
advanced synthesis and catalysis, 360(19), 3667-3671 (2018)

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