トリフルオロメタンスルホン酸トリイソプロピルシリル

Triisopropylsilyl trifluoromethanesulfonate

HCID 2724529

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 80522-42-5
標準SMILES: CC(C)[Si](OS(=O)(=O)C(F)(F)F)(C(C)C)C(C)C
InChIKey: LHJCZOXMCGQVDQ-UHFFFAOYSA-N
分子式: C10H21F3O3SSi
平均分子量: 306.42 g/mol
単同位体質量: 306.09327672

名称と識別子

優先名称: Triisopropylsilyl trifluoromethanesulfonate
IUPAC: tri(propan-2-yl)silyl trifluoromethanesulfonate
現地名: トリフルオロメタンスルホン酸トリイソプロピルシリル
英語名: Triisopropylsilyl Trifluoromethanesulfonate
分子式: C10H21F3O3SSi
分子量: 306.42

名称と別名

Triisopropylsilyl trifluoromethanesulfonate80522-42-5DTXSID10369150RefChem:386312DTXCID70320186638-988-6Triisopropylsilyl triflateTrifluoromethanesulfonic acid triisopropylsilyl estertriisopropylsilyltrifluoromethanesulfonatetriisopropylsilyl trifluoromethanesulphonateMFCD00009913tri(propan-2-yl)silyl trifluoromethanesulfonate

名称をさらに表示

トリフルオロメタンスルホン酸トリイソプロピルシリルトリイソプロピル(トリフルオロメチルスルホニルオキシ)シラントリフルオロメタンスルホン酸(トリイソプロピルシリル)トリイソプロピルシリルトリフラートトリフルオロメタンスルホン酸トリイソプロピルシリル, 97%トリス(プロパン-2-イル)シリルトリフルオロメタンスルホナートトリフル酸トリイソプロピルシリルTriisopropylsilylTriisopropyl trifluoromethane sulfonate(i-Pr)3SiOTfDKSI152DKFELEX0272SILANE IP3-TRIFLATE

triisopropylsilyl-trifluoromethanesulfonateC10H21F3O3SSiTIPS triflatetris(propan-2-yl)silyl trifluoromethanesulfonatetri-iso-propylsilyl trifluoromethane sulfonatetips-otfTIPSOTf; Triisopropyl(trifluoromethanesulfonato)silane; Triisopropylsilyl Triflate; TIPS Triflate; 1,1,1-Trifluoromethanesulfonic Acid Tris(1-methylethyl)silyl EsterTIPSOTf

データベース識別子

CAS: 80522-42-5
PubChem CID: 2724529
DTXSID: DTXSID10369150
UNII: R7C8KB3N7A
EC Number: 638-988-6
Nikkaji: J364.634C

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: 5
重原子数: 18
形式電荷: 0
複雑度: 347

物理化学的性質

沸点: 45 · 45-46 °C/0.03 mmHg
比重(密度): 1.14 g/mL · 1.14 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.415(lit.)
闪点: 213 °F · 213 °F
貯蔵温度: 2 · under inert gas (nitrogen or Argon) at 2-8°C
溶解性: クロロホルムおよび酢酸エチルと混和します。
外見: 液体
比重: 1.14 · 1.14
色: クリアライトブラウン～オレンジブラウン
BRN: 3591541 · 3591541
InChI: InChI=1S/C10H21F3O3SSi/c1-7(2)18(8(3)4,9(5)6)16-17(14,15)10(11,12)13/h7-9H,1-6H3
InChIKey: LHJCZOXMCGQVDQ-UHFFFAOYSA-N
SMILES: C(F)(F)(F)S(O[Si](C(C)C)(C(C)C)C(C)C)(=O)=O
CAS データベース: 80522 · 80522-42-5(CAS DataBase Reference)

化学的性質

化学的特性clear light brown to orange-brown liquid

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

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

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

Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationStatus: Active Update: 11-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33840

Hazard Classes and CategoriesSkin Corr. 1B (100%)

安全データ

F: 3-10-21
wgk: 3
tsca: No
ridadr: UN 3265 8/PG 2
hs_code: 29319090
risk_code: 34
消防法: 危-4-3-III
hazard_code: C
safety_code: 26-36/37/39-45-28A-27
hazard_class: 8
packing_group: II
Hazard Classifications: Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

応用分野 · 1 件

使用Triisopropylsilyl Trifluoromethanesulfonate is a highly reactive silylating agent and Lewis acid capable of converting primary and secondary alcohols to the corresponding triisopropylsilyl ethers and converting ketones and lactones into their enol silyl ethers; protection of terminal alkynes; promoting conjugate addition of alkynylzinc compounds to α,β-enones; preparation of (triisopropylsilyl)diazomethane, participating in the following (but not limited to) reactions: Silylation of Alcohols, Formations of Enol Silyl Ethers, Alkynyltriisopropylsilanes, Conjugate Addition of Alkynylzinc Bromides, (Triisopropylsilyl)diazomethane, Triisopropylsiloxycarbonyl (Tsoc) and BIPSOP Protecting Groups for Amines, TIPS Protection for Oxazoles/Regioselective Trapping of C-2 Oxazole Anions, Benzannulation Using Triisopropylsilyl Vinyl Ketenes, Cyclization of 1-Silyloxy-1,5-diynes, Desymmetrization of Tartaric Acid Esters etc.

調製方法 · 1 件

製造方法To 38.2 g (0.242 mol) of triisopropylsilane at 0°C under argon is added 23.8 mL (0.266 mol) of trifluoromethanesulfonic acid dropwise. The solution is stirred at 22°C for 16 h, at which time no further hydrogen gas evolves (removed through a bubbler). The resulting product is distilled through a 30-cm vacuum jacketed Vigreux column under reduced pressure: 71.7 g (97% yield) of TIPS triflate; bp 83–87°C/1.7 mmHg.