CAS 22560-16-3 Lithium triethylborohydride (HCID 23712863)

基本情報

CAS: 22560-16-3
標準SMILES: CC[B-](CC)CC.[Li+]
InChIKey: AMCNGINELBODDW-UHFFFAOYSA-N
分子式: C6H15BLi
平均分子量: 105 g/mol

名称と識別子

優先名称: Lithium triethylborohydride
現地名: リチウムトリエチルボロヒドリド
英語名: Lithium Triethylborohydride
分子式: C6H13BLi
分子量: 102.92

名称と別名

Lithium triethylborohydride22560-16-3Lithium triethylhydroborateSuper-HydrideQ1ML638JFDEINECS 245-076-8SUPER-HDTXSID10897726LITHIUM HYDROTRIETHYLBORATE(1-)LITHIUM TRIETHYLHYDROBORATE(1-)LITHIUM TRIETHYLBOROHYDRIDE [MI]BORATE(1-), TRIETHYLHYDRO-, LITHIUM (1:1), (T-4)-

名称をさらに表示

水素化トリエチルほう素リチウム,テトラヒドロフラン溶液リチウムトリエチルボロヒドリド (約12%テトラヒドロフラン溶液, 約1.0mol/L)水素化トリエチルほう素リチウム,テトラヒドロフラン溶液,1.0MOL/Lトリエチルヒドロほう酸リチウム・テトラヒドロフラン溶液SUPER-HYDRIDE® 溶液リチウムトリエチルボロヒドリドLiBHEt3ithium triethyLSUPER-HYDRIDE(R)super-hydride solutionLITHIUM TRIETHYLHYDROBORLithiumtriethylhydroboratSuper-Hydride(R) solution

RefChem:799635DTXCID801326946(T4)Lithium triethylhydroborate(1) (1:1)245-076-8UNII-Q1ML638JFDLithium triethyl(hydrido)borate(1-)Super Hydridelithium triethyl boron

データベース識別子

CAS: 22560-16-3
PubChem CID: 23712863
UNII: Q1ML638JFD
EC Number: 245-076-8
Nikkaji: J1.545.302H、J2.664.243D

物性

構造計算による物性

極性表面積: 0 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 0
重原子数: 8
形式電荷: 0
複雑度: 30

実験および物理化学的性質

Chemical ClassesMetals -> Metals, Inorganic Compounds

Physical DescriptionColorless or white solid; [Merck Index] 10.59% Tetrahydrofuran solution: Clear colorless liquid; [Acros Organics MSDS]

物理化学的性質

融点: 66 · 66-67° (Binger); mp 78-83° (dec) (Brown, 1977)
比重(密度): 0.892 g/mL · 0.892 g/mL at 25 °C
闪点: 1 °F · 1 °F
貯蔵温度: Flammables + water-Freezer (-20°C)e area
溶解性: テトラヒドロフランおよびベンゼンと混和性。
外見: 液体
色: 無色～薄灰色
Merck: 14 · 14,5544
BRN: 4151240 · 4151240
InChI: InChI=1S/C6H13B.Li/c1-4-7(5-2)6-3;/h4-7H,1-3H3;/q-1;+1
InChIKey: NOLZOGXVNKCSTH-UHFFFAOYSA-N
SMILES: [B+3]([H-])([CH-]C)([CH-]C)[CH-]C.[Li+]
CAS データベース: 22560 · 22560-16-3(CAS DataBase Reference)

化学的性質

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H250 (15.4%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]

P210, P222, P223, P231, P231+P232, P233, P260, P261, P264, P271, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P402+P404, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 175 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 23-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23334

Borate(1-), triethylhydro-, lithium, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

Reacts violently with water; [Merck Index] 10.59% Tetrahydrofuran (CAS# 109-99-9) solution: Reacts with water; May form explosive peroxides; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; May cause CNS depression and liver and kidney injury; [Acros Organics MSDS] See Potassium borohydride. See Lithium tri-sec-butylborohydride.

Hazard Classes and CategoriesPyr. Sol. 1 (15.4%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

化学と産業

用途と製造

UsesUsed as a reducing agent; [Merck Index]

応用分野 · 4 件

用途水素化トリエチルホウ素リチウム（すいそかトリエチルホウそリチウム、lithium triethylborohydride, LiTEBH）とは有機金属化合物の一種で、ヒドリド還元に用いられる試薬。求核性や選択性が極めて強いヒドリド化剤。

説明Lithium triethylborohydride is the organoboron compound with the formula LiEt3BH. Commonly referred to as LiTEBH or Superhydride, it is a powerful reducing agent used in organometallic and organic chemistry. It is a colorless or white liquid but is typically marketed and used as a THF solution. The related reducing agent sodium triethylborohydride is commercially available as toluene solutions.LiBHEt3 is a stronger reducing agent than lithium borohydride and lithium aluminium hydride.

使用Powerful and selective reducing agent.As a reducing agentLithium triethylborohydride is used as a powerful reducing agent in organic synthesis for the conversion of carbonyl compounds to alcohols. It is also used in the preparation of alkynyl alcohols from the cleavage of cyclic keto-vinyl triflates. It is also used in the reduction of esters and lactones to alcohol and diol respectively. Further, it is used to prepare 1-methylcyclohexanol and 1,4-butanediol from 1,2-epoxybutane and gamma-butyrolactone respectively. It is also utilized for reductive cleavage of mesylates and tosylates in synthetic organic chemistry.

一般的な説明Super-Hydride solution (Lithium triethylborohydride or LiTEBH) is widely used as a powerful and selective reducing agent that shows super hydride activity in organic synthesis.

調製方法

製造方法LiBHEt3 is prepared by the reaction of lithium hydride (LiH) and triethylborane (Et3B) in tetrahydrofuran (THF):LiH + Et3B → LiEt3BHIts THF solutions are stable indefinitely in the absence of moisture and air.