92749

2-(Trimethylsilyl)ethoxymethyl chloride

≥95.0% (GC)

• 동의어(들): (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-Cl, SEM-chloride
• Linear Formula: (CH₃)₃SiCH₂CH₂OCH₂Cl
• CAS Number: 76513-69-4
• Molecular Weight: 166.72
• Beilstein: 3587289
• EC Number: 278-483-4
• MDL number: MFCD00009919
• UNSPSC 코드: 12352101
• PubChem Substance ID: 57653488
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: ≥95.0% (GC)
• 형태: liquid
• refractive index: n20/D 1.435 (lit.); n20/D 1.436
• bp: 170-172 °C (lit.); 57-59 °C/8 mmHg (lit.)
• density: 0.942 g/mL at 25 °C (lit.)
• 작용기: chloro; ether
• 배송 상태: wet ice
• 저장 온도: −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

설명

일반 설명

2-(Trimethylsilyl)ethoxymethyl chloride (SEM-Cl) is a widely used reagent for the preparation protection groups for amines, alcohols, phenols, and carboxy groups. The nitrogen of amides and sulfonamides groups are also protected by using SEM-Cl reagent.

애플리케이션

SEM-Cl can be used as a reagent for the preparation of 2,4,5-trisubstituted tetrahydropyrans form homoallylic alcohols by a Prins-type cyclization reaction. It can also be used in the synthesis of amino acid SEM esters from N-protected amino acids in the presence of lithium carbonate.

기타 정보

Protecting-group reagent for alcohols and other functional groups selectively removable with Bu₄NF ; Protecting group for pyrroles and imidazoles, facilitating selective metalation ; Reagent for the introduction of a protected C₁ building block

안전성 정보

• 픽토그램: GHS02,GHS05
• 신호어: Danger
• 유해 및 위험 성명서: H226,H314
• 예방조치 성명서: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Flam. Liq. 3 - Skin Corr. 1B
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point (°F): 114.8 °F - closed cup
• Flash Point (°C): 46 °C - closed cup
• 개인 보호 장비: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter