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76513-69-4 molecular structure
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[2-(chloromethoxy)ethyl]trimethylsilane

ChemBase ID: 150670
Molecular Formular: C6H15ClOSi
Molecular Mass: 166.7212
Monoisotopic Mass: 166.05806931
SMILES and InChIs

SMILES:
C[Si](C)(C)CCOCCl
Canonical SMILES:
ClCOCC[Si](C)(C)C
InChI:
InChI=1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
InChIKey:
BPXKZEMBEZGUAH-UHFFFAOYSA-N

Cite this record

CBID:150670 http://www.chembase.cn/molecule-150670.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[2-(chloromethoxy)ethyl]trimethylsilane
IUPAC Traditional name
[2-(chloromethoxy)ethyl]trimethylsilane
Synonyms
SEM-Cl
(2-Chloromethoxyethyl)trimethylsilane
Chloromethyl 2-trimethylsilylethyl ether
SEM-chloride
2-(Trimethylsilyl)ethoxymethyl chloride
(2-(Chloromethoxy)ethyl)trimethylsilane
[2-(chloromethoxy)ethyl]trimethylsilane
2-(Trimethylsilyl)ethoxymethyl chloride
(2-氯甲氧基乙基)三甲基硅烷
SEM-氯化物
氯甲基三甲基硅乙基醚
2-(三甲基硅烷基)乙氧甲基氯
CAS Number
76513-69-4
EC Number
278-483-4
MDL Number
MFCD00009919
Beilstein Number
3587289
PubChem SID
162244831
24854351
24889710
PubChem CID
2724271

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 2.5247  LogD (pH = 7.4) 2.5247 
Log P 2.5247  Molar Refractivity 38.0825 cm3
Polarizability 17.253086 Å3 Polar Surface Area 9.23 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Boiling Point
170-172 °C(lit.) expand Show data source
57-59 °C/8 mmHg(lit.) expand Show data source
Flash Point
114.8 °F expand Show data source
46 °C expand Show data source
Density
0.942 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
n20/D 1.435(lit.) expand Show data source
n20/D 1.436 expand Show data source
Hydrophobicity(logP)
2.575 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
UN Number
2920 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
10-34 expand Show data source
Safety Statements
26-28-36/37/39-45 expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS05 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H226-H314 expand Show data source
GHS Precautionary statements
P280-P305 + P351 + P338-P310 expand Show data source
Personal Protective Equipment
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 2920 8/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥95.0% (GC) expand Show data source
95% expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
Grade
technical grade expand Show data source
Contains
10 ppm diisopropylethylamine as stabilizer expand Show data source
Shipped in
wet ice expand Show data source
Linear Formula
(CH3)3SiCH2CH2OCH2Cl expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 92749 external link
Other Notes
Protecting-group reagent for alcohols and other functional groups selectively removable with Bu4NF 1,2,3; Protecting group for pyrroles and imidazoles, facilitating selective metalation 4; Reagent for the introduction of a protected C1 building block 5
Packaging
5, 25 mL in glass bottle
Sigma Aldrich - 238902 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Phenol protecting group in the synthesis of laterifluorones.1
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.2,3
Packaging
1, 5, 25, 100 g in glass bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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