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655856

Sigma-Aldrich

4,4,5,5-四甲基-1,3,2-二杂氧戊硼烷

97%

别名:

HBpin, 频哪醇硼烷

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About This Item

经验公式（希尔记法）:
C6H13BO2
CAS号:
25015-63-8
分子量:
127.98
MDL编号:
MFCD00674030
UNSPSC代码:
12352103
PubChem化学物质编号:
24884127
NACRES:
NA.22

质量水平

100

方案

97%

折射率

n20/D 1.396 (lit.)

沸点

42-43 °C/50 mmHg (lit.)

密度

0.882 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

CC1(C)OBOC1(C)C

InChI

1S/C6H13BO2/c1-5(2)6(3,4)9-7-8-5/h7H,1-4H3

InChI key

UCFSYHMCKWNKAH-UHFFFAOYSA-N

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应用

4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷可用于：
  • 在钯催化存在下，烷基苯的苄基C-H键的硼酸化，形成频哪醇苄基硼酸酯。
  • 在过渡金属催化剂存在下，烷基或芳基炔烃和烯烃的硼氢化反应。
  • 在铜催化剂存在下，与芳基碘化物偶联形成芳基硼酸酯。
  • 1,3-烯炔的不对称硼氢化反应，形成手性烯丙基硼酸酯。

相关产品

产品编号
说明
价格

907847

HB(trip)2, ≥95%

象形图

Flame
GHS02

警示用语：

Danger

危险声明

H225,H261

危险分类

Flam. Liq. 2 - Water-react 2

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

闪点(°F)

41.0 °F - closed cup

闪点(°C)

5 °C - closed cup

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000413688
0000413688
SHBR2341
SHBP9512
SHBR2342

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Formation of arylboronates by a CuI-catalyzed coupling reaction of pinacolborane with aryl iodides at room temperature.
Zhu W
Organic Letters, 8(2), 261-263 (2006)
Palladium-catalyzed benzylic C?H borylation of alkylbenzenes with bis (pinacolato) diboron or pinacolborane.
Ishiyama T
Chemistry Letters (Jpn), 30(11), 1082-1083 (2001)
A study of hydroboration of alkenes and alkynes with pinacolborane catalyzed by transition metals.
Pereira S
Tetrahedron Letters, 37(19), 3283-3286 (1996)
Copper-Catalyzed Asymmetric Hydroboration of 1, 3-Enynes with Pinacolborane to Access Chiral Allenylboronates.
Sang HL
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry (2018)

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