トリフルオロメタンスルホン酸ジブチルボロン,ジクロロメタン溶液

Methanesulfonic acid, 1,1,1-trifluoro-, anhydride with B,B-dibutylborinic acid

HCID 2724243

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 60669-69-4
標準SMILES: CCCCB(CCCC)OS(=O)(=O)C(F)(F)F
InChIKey: FAVAVMFXAKZTMV-UHFFFAOYSA-N
分子式: C9H18BF3O3S
平均分子量: 274.11 g/mol
単同位体質量: 274.1021803

名称と識別子

優先名称: Methanesulfonic acid, 1,1,1-trifluoro-, anhydride with B,B-dibutylborinic acid
IUPAC: dibutylboranyl trifluoromethanesulfonate
現地名: トリフルオロメタンスルホン酸ジブチルボロン,ジクロロメタン溶液
英語名: Dibutylboron trifluoromethanesulfonate
分子式: C9H18BF3O3S
分子量: 274.11

名称と別名

60669-69-4RefChem:811498Methanesulfonic acid, 1,1,1-trifluoro-, anhydride with B,B-dibutylborinic acid612-008-7dibutylboranyl trifluoromethanesulfonateDibutylboron trifluoromethanesulfonateDIBUTYLBORYL TRIFLUOROMETHANESULFONATEDibutylboron triflateC9H18BF3O3SDibutylboron triflate; Dibutylboron trifluoromethanesulfonate; Dibutylboryl triflateDibutylboryl trifluoromethanesulfonate - 1M dichloromethane solutionnBu2BOTf

名称をさらに表示

トリフルオロメタンスルホン酸ジブチルボロントリフルオロメタンスルホン酸ジブチルボロン,ジクロロメタン溶液ジブチルボリルトリフルオロメタンスルホナート溶液dibutylboryl triflateDibutylboryl trifluoromethanesulfonate solutiondibutylboron triflate solutionDi-Butyl Boron Triflate (1.0M in Toluene)Dibutylboron trifluoromethanesulfonate,98%

Bu2BOTf(n-Bu)2BOTfDibutyl(((trifluoromethyl)sulfonyl)oxy)boraneSCHEMBL408053DTXSID20369121BP-20540AMFCD00009669AKOS015915614

データベース識別子

CAS: 60669-69-4
PubChem CID: 2724243
DTXSID: DTXSID20369121
EC Number: 612-008-7
Nikkaji: J274.160A

物性

構造計算による物性

極性表面積: 51.8 Å²
水素結合供与体数: 0
水素結合受容体数: 6
回転可能結合数: 8
重原子数: 17
形式電荷: 0
複雑度: 290

実験および物理化学的性質

Density0.815 @25 °C

物理化学的性質

沸点: 37 ℃ · 37℃ (0.12 Torr)
比重(密度): 1.271 g/mL · 1.271 g/mL at 25 °C
闪点: 80 °F · 80 °F
貯蔵温度: 2 · 2-8°C
外見: 解決
色: クリアライトイエロー～オレンジ
BRN: 1968660 · 1968660
InChI: InChI=1S/C9H18BF3O3S/c1-3-5-7-10(8-6-4-2)16-17(14,15)9(11,12)13/h3-8H2,1-2H3
InChIKey: FAVAVMFXAKZTMV-UHFFFAOYSA-N
SMILES: B(CCCC)(CCCC)OS(=O)(=O)C(F)(F)F

化学的性質

化学的特性clear light yellow to orange solution

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H318 (73.6%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 144 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesSkin Corr. 1B (100%)；Eye Dam. 1 (73.6%)

安全と保護具

Protective Action Criteria (PAC) · 3 件

36 [mg/m3]

400 [mg/m3]

2400 [mg/m3]

安全データ

F: 1-10
wgk: 3
ridadr: UN 2924 3/PG 1
PRTR法: 1-405,1-186
hs_code: 29310099
risk_code: 12-22-34-66-67-40-10-37-65-48/20-11-63-19
安衛法: 特定化学物質障害予防規則:第2類物質(特有),57,57-2
消防法: 危-4-2-III
hazard_code: C,F+,F
safety_code: 9-16-26-33-36/37/39-45-62
hazard_class: 3.2
packing_group: III
Hazard Classifications: Carc. 2Eye Dam. 1Flam. Liq. 3Skin Corr. 1BSTOT SE 3
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 2 件

使用Dibutylboryl trifluoromethanesulfonate may be used in the following studies:Stereo- and regio-selective synthesis of erythro aldols. As a promoter for the solution and polymer-supported trichloroacetimidate-based glycosylations.Synthesis of β-alkoxy carbonyl compounds via one-step Mukaiyama aldol-type reaction.Aldol-type cyclization for the stereoselective synthesis of cyclic ethers.As a reagent for the formation of boron enolates. As a complexation aid for the isolation of 1-acyldipyrromethanes.As a promoter in [1,2]-Wittig reaction between aldehydes and O-benzyl or O-allyl glycolate esters, creating two contiguous stereocenters (1,2-diol) in good yield without the need for strong base.

一般的な説明Dibutylboryl trifluoromethanesulfonate (Dibutylboron triflate, Bu2BOTf) is an organometallic reagent. It efficiently promotes the1,4-addition of benzylic and allylic organocopper reagents.

調製方法 · 1 件

純化方法Distil it in a vacuum under argon and store it under argon. It should be used within 2 weeks of purchase or after redistillation. Use a short path distillation system. It has IR bands in CCl4 at max 1405, 1380, 1320, 1200 and 1550cm1 , and 1 3C NMR (CDCl3) with at 118.1, 25.1, 21.5 and 13.6ppm. [Gage & Evans Org Synth 68 83 1990, Evans et al. J Am Chem Soc 103, 3099 1981.] TOXIC