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309567

(Methoxymethyl)triphenylphosphonium chloride

97%

Synonym(s):

Triphenyl(methoxymethyl)phosphonium chloride

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About This Item

Linear Formula:
(C6H5)3P(Cl)CH2OCH3
CAS Number:
4009-98-7
Molecular Weight:
342.80
UNSPSC Code:
12352107
NACRES:
NA.22
PubChem Substance ID:
24858739
EC Number:
223-664-5
Beilstein/REAXYS Number:
3599844
MDL number:
MFCD00011800
Assay:
97%
Form:
solid
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Quality Segment

100

assay

97%

form

solid

reaction suitability

core: phosphonium, reaction type: C-C Bond Formation

mp

185-195 °C (dec.) (lit.)

functional group

ether, phosphine

SMILES string

[Cl-].COC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C20H20OP.ClH/c1-21-17-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1

InChI key

SJFNDMHZXCUXSA-UHFFFAOYSA-M

Application

(Methoxymethyl)triphenylphosphonium chloride is a Wittig reagent that reacts with aldehydes and ketones to give substituted alkenes. This Wittig reaction finds application as the key step in the synthesis of:
  • Antimalarial drug, (+)-artemisinin.
  • Substituted quinolines.
  • Akuammiline alkaloid picrinine.
  • 7H-pyrrolo[2,3-d]pyrimidine derivatives for signal transducers and activators of transcription 6 (STAT6) inhibitors.

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pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

>482.0 °F

flash_point_c

> 250 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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