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(Methoxymethyl)triphenylphosphonium chloride

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CAS:4009-98-7
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(Methoxymethyl)triphenylphosphonium chloride manufacturers

(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
(Methoxymethyl)triphenylphosphonium chloride Structure
(Methoxymethyl)triphenylphosphonium chloride Chemical Properties
Melting point 185-195 °C (dec.)(lit.)
bulk density450-500kg/m3
vapor pressure <1 hPa ( 20 °C)
Fp >250°C
storage temp. Store below +30°C.
solubility >1100g/l soluble,(decomposition)
form Crystalline Powder
color White to almost white
PH2.2 (1100g/l, H2O, 20℃)
Water Solubility decomposes
Sensitive Hygroscopic
BRN 924215
InChI1S/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
InChIKeySJFNDMHZXCUXSA-UHFFFAOYSA-M
SMILES[Cl-].COC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
LogP-1.17
CAS DataBase Reference4009-98-7(CAS DataBase Reference)
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
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 2
Eye Irrit. 2
Skin Irrit. 2
MSDS Information
ProviderLanguage
(Methoxymethyl)triphenylphosphonium chloride English
ACROS English
SigmaAldrich English
ALFA English
(Methoxymethyl)triphenylphosphonium chloride Usage And Synthesis
Chemical PropertiesWHITE TO ALMOST WHITE FINE CRYSTALLINE POWDER
UsesPTC catalyst
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.
UsesIntermediates of Liquid Crystals
reaction suitabilityreaction type: C-C Bond Formation
Synthesis
Chloromethyl methyl ether

107-30-2

Triphenylphosphine

603-35-0

(Methoxymethyl)triphenylphosphonium chloride

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
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