188913
儿茶酚硼烷
98%
别名:
Catecholatoborane, Catecholborane (CB), Pyrocatecholborane
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关于此项目
经验公式（希尔记法）:
C6H5BO2
化学文摘社编号:
分子量:
119.91
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-991-5
Beilstein/REAXYS Number:
972072
MDL number:
Assay:
98%
Form:
liquid
Quality Level
assay
98%
form
liquid
reaction suitability
reagent type: reductant
refractive index
n20/D 1.507 (lit.)
bp
50 °C/50 mmHg (lit.)
mp
12 °C (lit.)
density
1.125 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
[bH]1oc2ccccc2o1
InChI
1S/C6H5BO2/c1-2-4-6-5(3-1)8-7-9-6/h1-4,7H
InChI key
CENMEJUYOOMFFZ-UHFFFAOYSA-N
Application
单官能硼氢化试剂，可将 β-羟基酮还原为 1,3-二醇。可影响 α,β-烯酮共轭还原反应。
用于制备 B-烷基儿茶酚硼烷，B-烷基儿茶酚硼烷又可产生烷基自由基，与醌作用形成芳基醚。可用于与亚甲基双(噁唑啉)作用制备 C2-对称硼络合物，亚甲基双(噁唑啉)还可用于酮的不对称还原反应。
Other Notes
Material may precipitate naturally over time; the precipitate isinert
Legal Information
根据美国专利：6,204,405。
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
supp_hazards
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
35.6 °F - closed cup
flash_point_c
2 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
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Arylboronic acids and esters, vital tools in chemical transformations, find extensive use, particularly in the Suzuki-Miyaura cross-coupling reaction.
Eveline Kumli et al.
Organic letters, 8(25), 5861-5864 (2006-12-01)
Addition of alkyl radicals generated from B-alkylcatecholboranes onto 1,4-benzoquinones leads to substituted hydroquinones in good overall yields. Formation of aryl ethers via a unique radical addition to the oxygen atom of the enone system is the main reaction when bulky
The Journal of Organic Chemistry, 55, 5678-5678 (1990)
The Journal of Organic Chemistry, 55, 5190-5190 (1990)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 188913-100G-A | 04061838134936 |
| 188913-25G-A | 04061838758989 |