238902

2-(Trimethylsilyl)-ethoxymethylchlorid

technical grade

• Synonym(e): (2-Chlormethoxyethyl)-trimethylsilan, Chlormethyl-2-trimethylsilylethylether, SEM-Cl, SEM-chlorid
• Lineare Formel: (CH₃)₃SiCH₂CH₂OCH₂Cl
• CAS-Nummer: 76513-69-4
• Molekulargewicht: 166.72
• UNSPSC Code: 12352101
• NACRES: NA.22
• PubChem Substance ID: 24854351
• EC Number: 278-483-4
• Beilstein/REAXYS Number: 3587289
• MDL number: MFCD00009919
• Form: liquid

Eigenschaften

• grade: technical grade
• Quality Segment: 100
• form: liquid
• reaction suitability: reactivity: alcohol reactive, reactivity: amine reactive, reagent type: protection reagent
• refractive index: n20/D 1.435 (lit.)
• bp: 170-172 °C (lit.), 57-59 °C/8 mmHg (lit.)
• density: 0.942 g/mL at 25 °C (lit.)
• functional group: chloro, ether
• storage temp.: −20°C
• SMILES string: C[Si](C)(C)CCOCCl
• InChI: 1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
• InChI key: BPXKZEMBEZGUAH-UHFFFAOYSA-N

Beschreibung

General description

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.

Application

Phenol protecting group in the synthesis of laterifluorones.

Used to prepare a SEM-ether which was, in turn, removed with BBr₃ and cyclized to a benzo-oxapane.

Features and Benefits

Convenient hydroxyl-protecting reagent. SEM-ethers are stable over a wide pH range, and can be selectively cleaved with fluoride ion under mild aprotic conditions.

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05
• Signalwort: Danger
• Gefahrencodes: H226,H314
• Sicherheitshinweise: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Flam. Liq. 3 - Skin Corr. 1B
• Lagerklasse: 3 - Flammable liquids
• Was ist los?: WGK 3
• Flammpunkt (°F): 114.8 °F - closed cup
• Flammpunkt (°C): 46 °C - closed cup
• PSA (Persönliche Schutzausrüstung): Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter