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238902

2-(Trimethylsilyl)ethoxymethyl chloride

technical grade

Synonym(s):

(2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-Cl, SEM-chloride

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About This Item

Linear Formula:
(CH3)3SiCH2CH2OCH2Cl
CAS Number:
76513-69-4
Molecular Weight:
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
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grade

technical grade

Quality Segment

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

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.

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Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Codes

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

114.8 °F - closed cup

Flash Point (°C)

46 °C - closed cup

PPE (personal protective equipment)

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water insoluble liquid

fsl

238902-1G: + 238902-BULK: + 238902-25G: + 238902-VAR: + 238902-1KG: + 238902-100G: + 238902-10KG: + 238902-5G:

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