text.skipToContent text.skipToNavigation

Maximum quantity allowed is 999

请选择数量

CAS RN: 73183-34-3 | 产品编码: B1964

Bis(pinacolato)diboron


纯度/分析方法: >99.0%(GC)
别名:
  • 双(频哪醇合)二硼
  • 4,4,4',4',5,5,5',5'-八甲基-2,2-联-1,3,2-二氧杂环戊硼烷
  • 4,4,4',4',5,5,5',5'-Octamethyl-2,2'-bi-1,3,2-dioxaborolane
文档:
1G
¥110.00
18   1   ≥20 
5G
¥250.00
≥20  5   ≥20 
25G
¥510.00
≥20  ≥20  ≥20 
100G
¥1,450.00
≥20  ≥20  ≥20 
* 我们将以最优方式从上海/天津两大仓库发货。国内库存不足,需两周左右向日本总部调货。
* 对于可分装产品,11:30前的订单,当天发货;11:30后的订单,隔天发货。
* 如需大包装,请点击“大包装询价”按钮(对于某些产品我们无法提供大包装)。
* TCI会经常复审储藏条件以对其进行优化,请以在线目录为准,敬请留意。
* 更多信息,请联系营业部:021-67121386 / Sales-CN@TCIchemicals.com 。任何货期、规格或包装方面的需求,请联系我们

产品编码 B1964
纯度/分析方法 >99.0%(GC)
分子式/分子量 C__1__2H__2__4B__2O__4 = 253.94  
外观与形状(20°C) 固体
储存温度 0-10°C
储存在惰性气体下 存放于惰性气体之中
应避免的情况 湿气 (分解),加热
CAS RN 73183-34-3
Reaxys-RN 7703552
PubChem物质ID 87564847
Merck Index (14) 1300
MDL编号

MFCD00799570

技术规格
Appearance White to Almost white powder to crystal
Purity(GC) min. 99.0 %
Melting point 135.0 to 142.0 °C
Solubility in Methanol almost transparency
物性(参考值)
熔点 138 °C
溶解性(可溶于) 乙醇,甲醇,苯
GHS
象形图 Pictogram
信号词 警告
危险性说明 H302 + H312 + H332 : 吞咽、皮肤接触或吸入有害。
H315 : 造成皮肤刺激。
H319 : 造成严重眼刺激。
防范说明 P501 : 将内装物/容器送到批准的废物处理厂处理。
P261 : 避免吸入粉尘/烟/气体/烟雾/蒸气/喷雾。
P270 : 使用本产品时不要进食、饮水或吸烟。
P271 : 只能在室外或通风良好之处使用。
P264 : 作业后彻底清洗皮肤。
P280 : 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P337 + P313 : 如仍觉眼刺激:求医/就诊。
P305 + P351 + P338 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。
P362+P364 : 脱掉沾污的衣服,清洗后方可重新使用。
P332 + P313 : 如发生皮肤刺激:求医/就诊。
P301 + P312 + P330 : 如误吞咽:如感觉不适,呼叫急救中心/医生。漱口。
P302 + P352 + P312 : 如皮肤沾染:用水充分清洗。如感觉不适,呼叫急救中心/医生。
P304 + P340 + P312 : 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。如感觉不适,呼叫急救中心/医生。
相关法规
运输信息
监管条件代码(*)
应用
TCI Practical Example: Miyaura-Ishiyama Borylation using Pd(OAc)2

Used Chemicals

Procedure

To the solution of 3-iodobenzalehyde (1.16 g, 5.00 mmol) in dry DMF (15.0 mL) were added potassium acetate (981 mg, 10.0 mmol), palladium(II) acetate (112 mg, 0.500 mmol, 10 mol%) and bis(pinacolato)diborane (1.27 g, 5.00 mmol). The reaction mixture was stirred at 80 ºC for 7 h. The reaction mixture was cooled to room temperature and quenched with H2O (15 mL) and saturated NH4Cl aq. (10 mL), then the mixture was extracted twice with hexane : EtOAc = 4 : 1. The combined organic layer was washed with H2O (50 mL) and brine (50 mL), dried over Na2SO4, and concentrated under reduced pressure to afford the crude product as a yellow oil. The crude product was purified by column chromatography on silica-gel (hexane → hexane : EtOAc = 1:1) to afford 3-formylphenylboronic acid pinacol ester as a yellow oil (500 mg, 2.15 mmol, 43%).

Experimenter's Comments

(1) DMF was dried over molecular sieves.

(2) Completion of the reaction was confirmed by TLC (hexane : EtOAc = 1 : 1, Rf = 0.30) and GC.

Analytical Data(3-Formylphenylboronic Acid Pinacol Ester)

1H NMR (400 MHz, CDCl3); δ 10.1 (s, 1H), 8.30 (s, 1H), 8.06 (d, J = 4.0 Hz, 1H), 7.99 (ddd, J = 1.6, 1.8, 7.8 Hz, 1H), 7.53 (t, J = 8.0 Hz, 1H), 1.37 (s, 12H).

Lead Reference


应用
Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes

B1964, B3095

Typical procedure (R = 4-Ph):
To a solution of 4-fluorobiphenyl (34.0 mg, 0.2 mmol, 1 eq.), bis(pinacolato)diboron (102 mg, 0.402 mmol, 2.0 eq.), copper iodide (7.6 mg, 0.04 mmol, 0.20 eq.), and cesium fluoride (91.0 mg, 0.6 mmol, 3.0 eq.) in toluene (0.5 mL) is added a solution of bis(1,5-cyclooctadiene)nickel(0) (5.1 mg, 0.02 mmol, 0.10 eq.) and tricyclohexylphosphine (28 mg, 99.8 µmol, 0.50 eq.) in toluene (0.5 mL) at room temperature. After stirring for 1 min at the same temperature, the mixture is heated at 80 °C with stirring for 20 h. After cooling to room temperature, saturated aqueous ammonium chloride (ca. 3 mL) is added to the mixture followed by extraction with EtOAc (ca. 3 mL × 3). The combined organic extract is dried over Na2SO4, and the filtrate is concentrated under reduced pressure. The residue is purified by preparative TLC (solvent: benzene/acetic acid = 20/1) to give 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl (55.6 mg, 0.198 mmol, 99% yield) as a colorless solid.

References


应用
C-H Borylation of Arenes

Typical Procedure:
A 25 mL-flask assembled a magnetic stirring bar, a septum inlet, and a condenser is charged with chloro(1,5-cyclooctadiene)iridium(I) dimer (10.1 mg, 0.015 mmol), 2,2’-bipyridyl (4.7 mg, 0.03 mmol), and bis-(pinacolato)diboron (254.0 mg, 1.0 mmol) and then flushed with nitrogen. An arene (60 mmol) is added, and the mixture is stirred at 80 °C for 16 h. The reaction mixture is analyzed by GC and GC mass spectroscopy. The product is extracted with benzene, washed with brine, and dried over MgSO4. Kugelrohr distillation gives analytically pure samples.

References


应用
Diastereoselective Synthesis of Homoallyic Alcohols by Diboron-Promoted Coupling of Dienes and Aldehydes

References


参考文献


文档 (部分产品的分析图谱无法提供,敬请谅解。)
化学品安全说明书(SDS)
请选择语言。

如需更多帮助,请联系我 们。

技术规格
CoA及其他文档
请输入批号 输入的批号不正确
分析图谱
请输入批号 输入的批号不正确

很抱歉,您搜索的分析图谱无法提供。

其他文件