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(Methoxymethyl)triphenylphosphonium chloride

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(Methoxymethyl)triphenylphosphonium chloride Basic information

Product Name:
(Methoxymethyl)triphenylphosphonium chloride
Synonyms:
  • MMC
  • AURORA KA-1153
  • (METHOXYMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE
  • METHOXYMETHYL-TRIPHENYLPHOSPHONIUM-
  • [1aS-(1aa,8b,8aa,8ba)-6-Amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-5-methylazirino[2,3,4]pyrrolo[1,2-a]indole-4,7-dione
  • Phosphonium, (methoxymethyl)triphenyl-, chloride
  • METHOXY METHYL TRIPHENYL PHOSPHONIUM CHLORIDE LOW WATER
  • (METHOXYMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE, 98+%
CAS:
4009-98-7
MF:
C20H20ClOP
MW:
342.8
EINECS:
223-664-5
Product Categories:
  • Phosphonium Compounds
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • C-C Bond Formation
  • Olefination
  • Wittig Reagents
Mol File:
4009-98-7.mol
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(Methoxymethyl)triphenylphosphonium chloride Chemical Properties

Melting point:
185-195 °C (dec.)(lit.)
bulk density
450-500kg/m3
vapor pressure 
<1 hPa ( 20 °C)
Flash point:
>250°C
storage temp. 
Store below +30°C.
solubility 
>1100g/l soluble,(decomposition)
form 
Crystalline Powder
color 
White to almost white
PH
2.2 (1100g/l, H2O, 20℃)
Water Solubility 
decomposes
Sensitive 
Hygroscopic
BRN 
924215
InChIKey
SJFNDMHZXCUXSA-UHFFFAOYSA-M
LogP
-1.17
CAS DataBase Reference
4009-98-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36-24/25
RIDADR 
UN 1390 4.3/PG 2
WGK Germany 
3
3-10
Hazard Note 
Harmful
HS Code 
29310095

MSDS

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(Methoxymethyl)triphenylphosphonium chloride Usage And Synthesis

Chemical Properties

WHITE TO ALMOST WHITE FINE CRYSTALLINE POWDER

Uses

(Methoxymethyl)triphenylphosphonium chloride is used as a phase transfer catalyst and in the synthesis of taxol-A fragment. It is widely used in the synthesis of pharmaceutical product cephalotaxine, which is used as an antiviral and antitumor agent.

Uses

Intermediates of Liquid Crystals

Uses

PTC catalyst

reaction suitability

reaction type: C-C Bond Formation

Synthesis

107-30-2

603-35-0

4009-98-7

The general procedure for the synthesis of (methoxymethyl)triphenylphosphonium chloride from chloromethyl methyl ether and triphenylphosphine was as follows: 20.0 g of triphenylphosphine was placed in a round-bottomed flask, dissolved in an appropriate amount of toluene, and heated to 95°C. The reaction was carried out at a constant temperature for 16 hours. Subsequently, 6.37 mL of chloromethyl methyl ether was slowly added dropwise and the reaction was kept at temperature for 16 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the solid product was collected by filtration. The filter cake was washed three times with toluene to remove impurities and then dried to give 25.4 g of white phosphonium salt in 97.3% yield.

References

[1] Synthesis (Germany), 2013, vol. 45, # 5, p. 596 - 600
[2] Patent: CN107936009, 2018, A. Location in patent: Paragraph 0042; 0087-0088
[3] Bulletin of the Chemical Society of Japan, 1980, vol. 53, # 12, p. 3436 - 3438
[4] Patent: CN106588982, 2017, A. Location in patent: Paragraph 0008; 0017; 0018; 0019; 0020; 0021; 0022-0025
[5] Journal of the American Chemical Society, 1976, vol. 98, p. 6613 - 6623

(Methoxymethyl)triphenylphosphonium chloride Preparation Products And Raw materials

Raw materials

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