三乙基硼

  • 1M in THF
有货

库存信息

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
T106572-100ml
100ml 现货 Stock Image
T106572-500ml
500ml 现货 Stock Image

基本描述

别名 三乙基硼烷
英文别名 Boron triethyl | triethyl-borane | triethyl borane | triethylboran | Triethylborine | BEt3 | Et3B | Borethyl | Boron ethyl
规格或纯度 1M in THF
英文名称 Triethylborane
储存温度 2-8°C储存,充氩
运输条件 冰袋运输
产品介绍

三乙基硼为无色液体。在空气中能自燃。与氧形成爆炸性混合物。遇水或氧化剂剧烈反应,受高温也能燃烧,100℃时分解。遇水分解放出有毒易燃气体。不溶于冷水,但溶于热水。能溶于乙醇和乙醚。比三丁基硼活泼。

用途

三乙基硼烷作为催化剂用于:
醛的烯丙基化;
脱羧酶 C-C 键断裂反应;
氢化铼/硼路易斯酸共催化烯烃加氢反应;
不饱和肟醚的区域选择性羟基烷基化;
N -杂环卡宾硼烷还原烷基溴的反应物;
具有氧化电位的四甲基铵三烷基苯硼酸酯盐合成用反应物。

Usually used as catalyst for Allylation of aldehydes,Decarboxylative C-C bond cleavage reactions,Regioselective hydroxyalkylation of unsaturated oxime ethers.And also used as reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes,synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential.

Purpose

Triethylborane is used as a catalyst for:
Allylation of aldehydes.
Decarboxylative C-C bond cleavage reactions.
Rhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenations.
Regioselective hydroxyalkylation of unsaturated oxime ethers.
It can be employed as a reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes and for the synthesis of tetramethylammonium trialkylphenylborate salts.

名称和识别符

分子类型 小分子
UN Number 3399
Packing Group II

化学和物理性质

溶解性 Reacts with water.
密度 0.675
敏感性 对空气敏感;对湿度敏感
分子量 98.000 g/mol
XLogP3
氢键供体数Hydrogen Bond Donor Count 0
氢键受体数Hydrogen Bond Acceptor Count 0
可旋转键计数Rotatable Bond Count 3
精确质量Exact Mass 98.1267 Da
单同位素质量Monoisotopic Mass 98.1267 Da
拓扑极表面积Topological Polar Surface Area 0.000 Ų
重原子数Heavy Atom Count 7
形式电荷Formal Charge 0
复杂度Complexity 25.700
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

一般危化品 一般危化品
象形图 GHS08,   GHS05,   GHS07,   GHS02
信号词 Danger
危险声明

H335: 可能引起呼吸道刺激

H351: 怀疑引起遗传缺陷

H314: 造成严重的皮肤灼伤和眼睛损伤

H302: 吞食有害

H225: 高度易燃的液体和蒸气

H336: 可能引起嗜睡或头晕

H250: 暴露在空气中会自燃

H261: 与水接触释放出易燃气体

H333: 吸入可能对身体有害

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

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。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P370+P378: 火灾时:使用干砂、干粉或抗醇泡沫灭火。

P210: 远离热源,热表面,火花,明火和其他点火源。 - 禁止抽烟。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P233: 保持容器密闭。

P240: 地面/粘结容器和接收设备

P264: 处理后要彻底洗手。

P403+P235: 存放在通风良好的地方。保持低温。

P303+P361+P353: 如皮肤(或头发)沾染:立即脱掉所有沾染的衣服。用水清洗皮肤/淋浴。

P201: 使用前获取特殊说明

P308+P313: 如接触到或有疑虑:求医/就诊。

P271: 仅在室外或通风良好的地方使用。

P241: 使用防爆的[电气/通风/照明/.../]设备。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P301+P330+P331: 如误吞咽:漱口。不要诱导呕吐。

P363: 再次使用之前,请清洗受污染的衣物。

P403+P233: 存放在通风良好的地方。保持容器密闭。

P202: 在阅读并理解所有安全预防措施之前,不要进行操作。

P302+P334: 如皮肤接触:浸入冷水中[或用湿绷带包扎]。

P242: 仅使用无火花的工具。

P243: 采取防静电措施

P335+P334: 掸掉皮肤上的细小颗粒。浸入冷水中/用湿绷带包扎。

P301+P312+P330: 如误吞咽:如感觉不适,呼叫急救中心/医生。漱口

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。

Class 4.3(3)

技术规格说明书

Concentration 9-11(%)
Appearance(T106572) Colorless to light yellow liquid
Solvent(THF) Conform

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找到10个结果

批号(Lot Number) 证书类型 日期 货号
D2511561 分析证书 25-03-05 T106572
D2511562 分析证书 25-03-05 T106572
C2510315 分析证书 25-02-28 T106572
C2510316 分析证书 25-02-28 T106572
C2510317 分析证书 25-02-28 T106572
E2408013 分析证书 22-07-05 T106572
F2307313 分析证书 22-07-05 T106572
H2203696 分析证书 22-07-05 T106572
H2203697 分析证书 22-07-05 T106572
K2426311 分析证书 22-07-05 T106572

此产品的引用文献

1. Qing Huang, Wen-Zhen Wang, Shuang Liu, Xin-Gang Jia, Li Xia, Fang-Ling Qin, Qian Wang, Yun Liu, Hong-Jiu Li.  (2023)  Green fabrication of carbon dioxide-based polycarbonates with durable antimicrobial properties and UV resistance.  CHEMICAL ENGINEERING JOURNAL,  477  (147107).  [PMID:11252887] [10.1016/j.cej.2023.147107]
2. Xin Huang, Krill Alferov, Tingting Zhao, Jingyao Yin, Shuanjin Wang, Dongmei Han, Sheng Huang, Zhiheng Huang, Min Xiao, Yuezhong Meng.  (2023)  Facile and direct synthesis of oligocarbonate diols from carbon dioxide and their application as sustainable feedstock for polyurethane.  Journal of CO2 Utilization,  75  (102571).  [10.1016/j.jcou.2023.102571]
3. Lijun Wang, Fang Wang, Qiang Zhou, Yanfei Wang, Haixiang Song, Haiyang Yang.  (2022)  Metal-free Lewis pairs catalysed synthesis of fluorescently labelled polyester-based amphiphilic polymers for biological imaging.  EUROPEAN POLYMER JOURNAL,  166  (111033).  [10.1016/j.eurpolymj.2022.111033]
4. Boru Zhang, Heng Li, Huitong Luo, Junpeng Zhao.  (2020)  Ring-opening alternating copolymerization of epichlorohydrin and cyclic anhydrides using single- and two-component metal-free catalysts.  EUROPEAN POLYMER JOURNAL,  134  (109820).  [10.1016/j.eurpolymj.2020.109820]
5. Xin Huang, Tingting Zhao, Shuanjin Wang, Dongmei Han, Sheng Huang, Hui Guo, Min Xiao, Yuezhong Meng.  (2024)  Self-Healable, Transparent, Biodegradable, and Shape Memorable Polyurethanes Derived from Carbon Dioxide-Based Diols.  MOLECULES,  29  (18): (4364).  [PMID:39339359] [10.3390/molecules29184364]

参考文献

1. H Miyabe.  (2000-08-18)  [Development of solid-phase radical reactions using oxime ethers as a radical acceptor]..  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,  120  ((8)): (667-676).  [PMID:10946616]
2. Hideto Miyabe,Chihiro Konishi,Takeaki Naito.  (2003-05-09)  Diastereoselective solid-phase radical addition to oxime ether anchored to polymer support..  Chemical & pharmaceutical bulletin,  51  ((5)): (540-544).  [PMID:12736453]
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4. Hideto Miyabe,Hirotaka Tanaka,Takeaki Naito.  (2004-01-08)  Stannyl radical addition-cyclization of oxime ethers connected with olefins..  Chemical & pharmaceutical bulletin,  52  ((1)): (74-78).  [PMID:14709871]
5. Masafumi Ueda.  (2004-06-01)  [Development of radical reactions in water aimed at environmentally benign synthetic reactions]..  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,  124  ((6)): (311-319).  [PMID:15170066]
6. Hideto Miyabe,Hirotaka Tanaka,Takeaki Naito.  (2004-07-17)  Solid-phase tandem radical addition-cyclization reaction: triethylborane-induced reaction of oxime ethers anchored to polymer support..  Chemical & pharmaceutical bulletin,  52  ((7)): (842-847).  [PMID:15256705]
7. Masanari Kimura,Makoto Futamata,Ryutaro Mukai,Yoshinao Tamaru.  (2005-03-31)  Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane..  Journal of the American Chemical Society,  127  ((13)): (4592-4593).  [PMID:15796522]
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9. Masamichi Nakakoshi,Masafumi Ueda,Satoshi Sakurai,K Asakura,Hiroshi Utsumi,Okiko Miyata,Takeaki Naito,Yutaka Takahashi.  (2007-10-10)  Direct observation of the unstable intermediates in radical addition reaction by using an interfacing microchip combined with an NMR..  Magnetic resonance in chemistry : MRC,  45  ((11)): (989-992).  [PMID:17924352]
10. James D Trenkle,Timothy F Jamison.  (2009-06-19)  Macrocyclization by nickel-catalyzed, ester-promoted, epoxide-alkyne reductive coupling: total synthesis of (-)-gloeosporone..  Angewandte Chemie (International ed. in English),  48  ((29)): (5366-5368).  [PMID:19536804]
11. Masanari Kimura,Daisuke Nojiri,Masahiro Fukushima,Shuichi Oi,Yusuke Sonoda,Yoshio Inoue.  (2009-08-12)  Rh-catalyzed reductive coupling reaction of aldehydes with conjugated dienes promoted by triethylborane..  Organic letters,  11  ((17)): (3794-3797).  [PMID:19663391]
12. Mahesh P Paudyal,Nigam P Rath,Christopher D Spilling.  (2010-06-10)  A formal synthesis of the C1-C9 fragment of amphidinolide C employing the Tamaru reaction..  Organic letters,  12  ((13)): (2954-2957).  [PMID:20527780]
13. Daichi Takaki,Tetsuya Okayama,Hiroshi Shuto,Sawako Matsumoto,Yoshitaka Yamaguchi,Shinya Matsumoto.  (2011-01-15)  Indenyl-functionalised triethylborane adduct of N-heterocyclic carbene: stepwise coordination of indenyl and NHC ligands toward molybdenum fragment..  Dalton transactions (Cambridge, England : 2003),  40  ((7)): (1445-1447).  [PMID:21234495]
14. Ken-ichi Yamada,Takehito Konishi,Mayu Nakano,Shintaro Fujii,Romain Cadou,Yasutomo Yamamoto,Kiyoshi Tomioka.  (2012-01-03)  High performance of N-alkoxycarbonyl-imines in triethylborane-mediated tin-free radical addition..  The Journal of organic chemistry,  77  ((3)): (1547-1553).  [PMID:22208724]
15. Qing Huang, Wen-Zhen Wang, Shuang Liu, Xin-Gang Jia, Li Xia, Fang-Ling Qin, Qian Wang, Yun Liu, Hong-Jiu Li.  (2023)  Green fabrication of carbon dioxide-based polycarbonates with durable antimicrobial properties and UV resistance.  CHEMICAL ENGINEERING JOURNAL,  477  (147107).  [PMID:11252887] [10.1016/j.cej.2023.147107]
16. Xin Huang, Krill Alferov, Tingting Zhao, Jingyao Yin, Shuanjin Wang, Dongmei Han, Sheng Huang, Zhiheng Huang, Min Xiao, Yuezhong Meng.  (2023)  Facile and direct synthesis of oligocarbonate diols from carbon dioxide and their application as sustainable feedstock for polyurethane.  Journal of CO2 Utilization,  75  (102571).  [10.1016/j.jcou.2023.102571]
17. Lijun Wang, Fang Wang, Qiang Zhou, Yanfei Wang, Haixiang Song, Haiyang Yang.  (2022)  Metal-free Lewis pairs catalysed synthesis of fluorescently labelled polyester-based amphiphilic polymers for biological imaging.  EUROPEAN POLYMER JOURNAL,  166  (111033).  [10.1016/j.eurpolymj.2022.111033]
18. Boru Zhang, Heng Li, Huitong Luo, Junpeng Zhao.  (2020)  Ring-opening alternating copolymerization of epichlorohydrin and cyclic anhydrides using single- and two-component metal-free catalysts.  EUROPEAN POLYMER JOURNAL,  134  (109820).  [10.1016/j.eurpolymj.2020.109820]
19. Xin Huang, Tingting Zhao, Shuanjin Wang, Dongmei Han, Sheng Huang, Hui Guo, Min Xiao, Yuezhong Meng.  (2024)  Self-Healable, Transparent, Biodegradable, and Shape Memorable Polyurethanes Derived from Carbon Dioxide-Based Diols.  MOLECULES,  29  (18): (4364).  [PMID:39339359] [10.3390/molecules29184364]

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