(Carbomethoxymethyl)triphenylphosphonium bromide
- Product Name
- (Carbomethoxymethyl)triphenylphosphonium bromide
- CAS No.
- 1779-58-4
- Chemical Name
- (Carbomethoxymethyl)triphenylphosphonium bromide
- Synonyms
- CMMTPPB;NSC 136109;methyl (triphenylphosphonio)acetate bromide;(2-methoxy-2-oxoethyl)-triphenylphosphanium;CARBOMETHOXYMETHYL TRIPHENYLPHOSPHONIUM BROMIDE;carbmethoxy Methyl Triphenyl Phosphonium Bromide;MethoxycarbonylMethyl)triphenylphosphoniuM broMi;(2-Oxo-2-methoxyethyl)triphenylphosphonium·bromide;(2-methoxy-2-oxoethyl)triphenylphosphonium bromide;Triphenyl(2-oxo-2-methoxyethyl)phosphonium·bromide
- CBNumber
- CB0254687
- Molecular Formula
- C21H20BrO2P
- Formula Weight
- 415.26
- MOL File
- 1779-58-4.mol
(Carbomethoxymethyl)triphenylphosphonium bromide Property
- Melting point:
- 165-170 °C (dec.) (lit.)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in methanol(almost transparency).
- form
- solid
- color
- White to Almost white
- Sensitive
- Hygroscopic
- BRN
- 3812975
- InChIKey
- VCWBQLMDSMSVRL-UHFFFAOYSA-M
- CAS DataBase Reference
- 1779-58-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 9
- HS Code
- 29319019
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 259063
- Product name
- (Methoxycarbonylmethyl)triphenylphosphonium bromide
- Purity
- 98%
- Packaging
- 50g
- Price
- $85.2
- Updated
- 2023/01/07
- Product number
- 259063
- Product name
- (Methoxycarbonylmethyl)triphenylphosphonium bromide
- Purity
- 98%
- Packaging
- 250g
- Price
- $326
- Updated
- 2023/01/07
- Product number
- M1326
- Product name
- Methoxycarbonylmethyl(triphenyl)phosphonium Bromide
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- M329973
- Product name
- (Methoxycarbonylmethyl)triphenylphosphonium bromide
- Packaging
- 100g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 099907
- Product name
- (2-Methoxy-2-oxoethyl)triphenylphosphonium bromide
- Purity
- 95+%
- Packaging
- 100g
- Price
- $135
- Updated
- 2021/12/16
(Carbomethoxymethyl)triphenylphosphonium bromide Chemical Properties,Usage,Production
Chemical Properties
white powder
Uses
(Methoxycarbonylmethyl)triphenylphosphonium bromide is a reactant for the synthesis of GSK-3 inhibitors using the Wittig reaction, substituted furanones for antifungal and cytostatic activities, photochromic dithienylethene derivatives, gem-diiodoalkanes containing allylic alcohols and highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization. As reactant for asymmetric hydrogenation of α,β-unsaturated ester-phosphonates, studies of thermal decomposition of phosphonium alkyl ester salts.
reaction suitability
reaction type: C-C Bond Formation
Synthesis
96-32-2
603-35-0
1779-58-4
To a stirred ethyl acetate solution of triphenylphosphine (1.7 g, 6.7 mmol), an ethyl acetate solution of methyl 2-bromoacetate (0.62 μL, 6.5 mmol) was slowly added at room temperature. The reaction mixture was stirred at room temperature for 17 h to produce a white precipitate. The precipitate was collected by filtration and washed three times with ether, followed by drying in air to afford (2-methoxy-2-oxoethyl)triphenylphosphonium bromide (4, 2.49 g) as a white solid in near quantitative yield. The resulting phosphonium bromide 4 (2.0 g, 4.81 mmol) was added to an ethanol (10 mL) suspension of sodium ethanolate (340 mg), followed by the slow addition of 3a (1.15 g, 4.75 mmol) over a period of 25 min at room temperature. The reaction mixture was stirred at 50-55 °C for 1 h, during which the progress of the reaction was monitored by TLC. Upon completion of the reaction, water (10 mL) was added to the reaction mixture and the product was extracted four times with ether (20 mL). The organic layers were combined, dried with anhydrous sodium sulfate and evaporated under reduced pressure to remove the solvent to give a solid residue. Further purification by column chromatography (eluent: ethyl acetate/hexane, 3:7) afforded a 3.5:1 mixture of E- and Z-cinnamic acid methyl ester derivatives.
Purification Methods
Wash it with pet ether (b 40-50o), recrystallise it from CHCl3/Et2O and dry it at high vacuum at 65o. [Isler et al. Helv Chim Acta 40 1242 1957, Wittig & Haag Chem Ber 88 1654, 1664 1955, Beilstein 16 IV 981.]
References
[1] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2017, vol. 72, # 2, p. 119 - 124
[2] European Journal of Organic Chemistry, 2002, # 13, p. 2094 - 2108
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1188 - 1208
[4] Helvetica Chimica Acta, 2003, vol. 86, # 2, p. 310 - 323
[5] Heterocycles, 2007, vol. 73, # C, p. 751 - 768
(Carbomethoxymethyl)triphenylphosphonium bromide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (Carbomethoxymethyl)triphenylphosphonium bromide manufacturers
- Product
- (Carbomethoxymethyl)triphenylphosphonium bromide 1779-58-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-23
- Product
- (Carbomethoxymethyl)triphenylphosphonium bromide 1779-58-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-10
- Product
- (Carbomethoxymethyl)triphenylphosphonium bromide 1779-58-4
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2025-03-14