Name | (Methoxymethyl)triphenylphosphonium chloride |
Synonyms | MMC AURORA KA-1153 Chloro(methoxy)triphenylphosphorane phosphorane, chloromethoxytriphenyl- chloro-methoxy-triphenyl-phosphorane methoxymethyl triphenyl phosphonium chloride (Methoxymethyl)triphenylphosphonium chloride Phosphonium, (methoxymethyl)triphenyl-, 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 |
CAS | 4009-98-7 |
EINECS | 223-664-5 |
InChI | InChI=1/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 |
InChIKey | SJFNDMHZXCUXSA-UHFFFAOYSA-M |
Molecular Formula | C20H20ClOP |
Molar Mass | 342.8 |
Melting Point | 195-197℃ (dec.) |
Flash Point | >250°C |
Water Solubility | decomposes |
Solubility | >1100g/l soluble,(decomposition) |
Appearance | Crystalline Powder |
Color | White to almost white |
BRN | 924215 |
PH | 2.2 (1100g/l, H2O, 20℃) |
Storage Condition | Store below +30°C. |
Sensitive | Hygroscopic |
MDL | MFCD00011800 |
Use | (Methoxymethyl) triphenylphosphorus chloride, (p-methoxymethyl) triphenylphosphorus chloride and (2-tetrahydrofuryloxy methyl) triphenylphosphorus chloride are organic synthesis An important reagent in the process, treated with a strong base and subjected to Wittig reaction with various aldehydes or ketones, and the obtained alkoxy or aryloxy alkene is hydrolyzed to form an aldehyde with one more carbon atom than the original aldehyde or ketone. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S24/25 - Avoid contact with skin and eyes. |
UN IDs | UN 1390 4.3/PG 2 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 3-10 |
HS Code | 29310095 |
Hazard Note | Harmful |
Uses
(Methoxymethyl) triphenylphosphorus chloride is used to synthesize cefaltacin, which is an antiviral and anti-tumor drug. It is also used to synthesize a fragment of paclitaxel.
Preparation
A method for synthesizing (methoxymethyl) triphenylphosphorus chloride, comprising the following steps: under the protection of nitrogen, adding 50mL of anhydrous acetone in a reactor, then adding 32g of triphenylphosphine, stirring and raising the temperature to 37°C, maintaining a constant temperature, adding 20g of methyl chloromethyl ether to the reactor, and then reacting at 37°C for 3h, slowly raising the temperature to 47°C at a rate of 1°C/min, the reaction was continued for 3h, the reaction was stopped, and 37.0g (methoxymethyl) triphenylphosphorus chloride was obtained by filtration, anhydric ether washing and drying with a yield of 88.5%.