Skip to Content
Merck
CN

330671

2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride

98%

Synonym(s):

SEM-triphenylphosphonium chloride

Sign In to View Organizational & Contract Pricing.

Select a Size


About This Item

Linear Formula:
(CH3)3SiCH2CH2OCH2P(C6H5)3Cl
CAS Number:
Molecular Weight:
429.01
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4632507
Assay:
98%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

1S/C24H30OPSi.ClH/c1-27(2,3)20-19-25-21-26(22-13-7-4-8-14-22,23-15-9-5-10-16-23)24-17-11-6-12-18-24;/h4-18H,19-21H2,1-3H3;1H/q+1;/p-1

SMILES string

[Cl-].C[Si](C)(C)CCOC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI key

NEUMNYXEDIPGJD-UHFFFAOYSA-M

assay

98%

reaction suitability

reaction type: C-C Bond Formation

mp

145-149 °C (lit.)

functional group

ether, phosphine

Application

Reactant for:
  • Enantioselective synthesis of (-)-sarain A using asymmetric Michael addition, cyclization, ring-closing metathesis, intramolecular Stille coupling, and late-state installation of tertiary amine-aldehyde proximity interaction
  • Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes
  • Wittig reactions
  • Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service