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经验公式(希尔记法):
C6H4BClO2
化学文摘社编号:
分子量:
154.36
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2093985
产品名称
B-氯-1,2-苯二酚硼烷, 97%
InChI
1S/C6H4BClO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H
SMILES string
Clb1oc2ccccc2o1
InChI key
AZYGEWXDKHFOKB-UHFFFAOYSA-N
assay
97%
form
solid
mp
56-58 °C (lit.)
Quality Level
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Application
B-氯邻苯二氧硼烷可用于:
- 通过cis-花生四烯酸亚苄基甘油的缩醛断裂制备2-花生四烯酸甘油。
- 通过氧化加成反应制备氧硼基金属配合物(Rh和Ir配合物)。
- 在(−)-dictyostatin合成的某个关键步骤中除去三苯甲基基团。
General description
B-氯邻苯二氧硼烷是一种硼化试剂和路易斯酸,可促进炔烃的硼化环化而生成硼杂环。它还用于制备内酯和噻吩类化合物。
signalword
Danger
hcodes
Hazard Classifications
Flam. Sol. 1 - Skin Corr. 1B - STOT SE 3
target_organs
Respiratory system
supp_hazards
存储类别
4.1B - Flammable solid hazardous materials
wgk
WGK 3
flash_point_f
140.0 °F - closed cup
flash_point_c
60 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Tetrahedron Letters, 26, 1411-1411 (1985)
Synthesis and biological evaluation of (−)-dictyostatin and stereoisomers
Shin Y, et al.
Tetrahedron, 63(35), 8537-8562 (2007)
Mild acetal cleavage using B-chlorocatecholborane in the synthesis of rearrangement-sensitive 2-arachidonoylglycerol
Roche MJ, et al.
Tetrahedron Letters, 53(30), 3825-3827 (2012)
Synthesis of rhodium and iridium boryl complexes via oxidative addition of haloboranes
Souza FES, et al.
Inorgorganica Chimica Acta, 358(5), 1501-1509 (2005)
Kang Yuan et al.
Organic letters, 19(6), 1462-1465 (2017-03-08)
We report here a facile B(C6F5)3 catalyzed trans-aminoboration of internal alkynes, furnishing 3-position borylated indoles at ambient temperature. This reaction proceeds with the breaking of a B-N bond and the formation of N-C and B-C bonds to produce indole and
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