2-(TRIMETHYLSILYLOXY)FURAN

Base Information

• Chemical Name: 2-(TRIMETHYLSILYLOXY)FURAN
• CAS No.: 61550-02-5
• Molecular Formula: C7H12O2Si
• Molecular Weight: 156.257
• Hs Code.: 2932190090
• Mol file: 61550-02-5.mol

Synonyms:Silane,(2-furanyloxy)trimethyl- (9CI);2-(Trimethylsiloxy)furan;2-(Trimethylsilyloxy)furan;2-Furyl trimethylsilyl ether;

Chemical Property of 2-(TRIMETHYLSILYLOXY)FURAN

Chemical Property:

• Vapor Pressure: 5.32mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 148.6 °C at 760 mmHg
• Flash Point: 42.5 °C
• PSA: 22.37000
• Density: 0.947 g/cm³
• LogP: 2.49330
• Storage Temp.: −20°C
• Solubility.: sol most organic solvents, e.g. CH2Cl2, Et2O, benzene, THF, MeCN.

Purity/Quality:

98% ^*data from raw suppliers

2-(Trimethylsilyloxy)furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Physical properties: bp 44–46 °C/17 mmHg; d 0.93 gmL?1.
• Uses: 2-Trimethylsilyloxyfuran provides 5-substituted 2(5H)-furanones by alkylation, aldolization, 3 and conjugate addition; transforms quinones into furo-[3,2-b]benzofurans; useful for the four-carbon elongation of sugars. It is used in Synthetic Applications, Carbon–Heteroatom Bond Formation, Alkylation, Aldol-Type Reactions, Conjugate Addition, and Diels–Alder Reaction. 2-(Trimethylsilyloxy)furan is a useful reagent for the preparation of natural and synthetic furanones with anticancer activity.

Technology Process of 2-(TRIMETHYLSILYLOXY)FURAN

There total 7 articles about 2-(TRIMETHYLSILYLOXY)FURAN which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

chloro-trimethyl-silane (75-77-4) + 2-buten-4-olide (497-23-4) → (furan-2-yloxy)-trimethylsilane (61550-02-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2021.153056

Reference yield: 88.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → (furan-2-yloxy)-trimethylsilane (61550-02-5)

Guidance literature:

With silica supported Sn(Cl)4-n; In acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1002/jccs.200900181

Reference yield: 83.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 2-buten-4-olide (497-23-4) → (furan-2-yloxy)-trimethylsilane (61550-02-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja804659n

upstream raw materials:

2-lithiofuran

bis-trimethylsilanyl peroxide

chloro-trimethyl-silane

2-buten-4-olide

Downstream raw materials:

5-(hydroxy(thiophen-2-yl)methyl)furan-2(5H)-one

5-(1-hydroxy-3-phenylpropyl)furan-2(5H)-one

5-((E)-3-Phenyl-allyl)-5H-furan-2-one

5-O-(Trimethylsilyl)-6,7:8,9:10,11-tri-O-isopropylidene-2,3-dideoxy-D-arabino-L-altro-undec-2-enono-1,4-lactone

Refernces

• 1、 Shi, Yu-Hua,Wang, Zheng,Shi, Ying,Deng, Wei-Ping. "Facile and highly diastereoselective synthesis of 3-aminooxindoles via AgOAc-catalyzed vinylogous Mannich reaction". experimental part. p. 3649 - 3653. Retrieved 2012/06/18.
• 2、 Niknam, Khodabakhsh,Zolfigol, Mohammad Ali,Saberi, Dariush,Molaee, Hajar. "Preparation of silica supported tin chloride: As a recyclable catalyst for the silylation of hydroxyl groups with HMDS". experimental part. p. 1257 - 1264. Retrieved 2010/08/19.