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:
Molecular Weight:
166.72
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
278-483-4
Beilstein/REAXYS Number:
3587289
MDL number:
Form:
liquid
grade
technical grade
Quality Segment
form
liquid
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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Danger
hcodes
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
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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