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Merck

659851

Sigma-Aldrich

环丙基硼酸频哪醇酯

96%

别名:

2-环丙基-4,4,5,5-四甲基-1,3,2-二恶硼烷

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About This Item

经验公式(希尔记法):
C9H17BO2
分子量:
168.04
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

化驗

96%

折射率

n20/D 1.433

bp

146 °C

密度

0.922 g/mL at 25 °C

SMILES 字串

CC1(C)OB(OC1(C)C)C2CC2

InChI

1S/C9H17BO2/c1-8(2)9(3,4)12-10(11-8)7-5-6-7/h7H,5-6H2,1-4H3

InChI 密鑰

XGBMQBPLWXTEPM-UHFFFAOYSA-N

應用

Cyclopropylboronic acid pinacol ester can be used:
  • As a cyclopropylating reagent in the study of thiophenol S-cyclopropylation, catalyzed by copper(II) acetate.
  • In one of the key synthetic steps for the preparation of 5-lipoxygenase activating protein (FLAP) inhibitor.

象形圖

Flame

訊號詞

Warning

危險聲明

防範說明

危險分類

Flam. Liq. 3

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

104.0 °F

閃點(°C)

40 °C

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Emeline Benoit et al.
Beilstein journal of organic chemistry, 15, 1162-1171 (2019-07-12)
The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as
Keith R Fandrick et al.
The Journal of organic chemistry, 80(3), 1651-1660 (2015-01-07)
A practical sequence involving a noncryogenic stereospecific boronate rearrangement followed by a robust formylation with an in situ generated DCM anion has been developed for the asymmetric construction of an all-carbon quaternary stereogenic center of a FLAP inhibitor. The key

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