ETHYL (DIETHOXYMETHYL)PHOSPHINATE
- Product Name
- ETHYL (DIETHOXYMETHYL)PHOSPHINATE
- CAS No.
- 65600-74-0
- Chemical Name
- ETHYL (DIETHOXYMETHYL)PHOSPHINATE
- Synonyms
- ETHYL (DIETHOXYMETHYL)PHOSPHINATE;diethoxymethyl-ethoxy-oxophosphonium;(Diethoxymethyl)phosphinic acid ethyl ester;ethyl (diethoxyMethyl) hydrogenophosphinate;Phosphinic acid, (diethoxymethyl)-, ethyl ester;Phosphinic acid, P-(diethoxymethyl)-, ethyl ester
- CBNumber
- CB52582477
- Molecular Formula
- C7H17O4P
- Formula Weight
- 196.18
- MOL File
- 65600-74-0.mol
ETHYL (DIETHOXYMETHYL)PHOSPHINATE Property
- Boiling point:
- 224℃
- Flash point:
- 107℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C7H17O4P/c1-4-9-7(10-5-2)12(8)11-6-3/h7,12H,4-6H2,1-3H3
- InChIKey
- PJXJOBPJYXVTDE-UHFFFAOYSA-N
- SMILES
- P(C(OCC)OCC)(OCC)=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 095001
- Product name
- Ethyl (diethoxymethyl)phosphinate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $435
- Updated
- 2021/12/16
- Product number
- AK101523
- Product name
- Ethyl(diethoxymethyl)phosphinate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $555
- Updated
- 2021/12/16
- Product number
- CHM0079361
- Product name
- ETHYL (DIETHOXYMETHYL)PHOSPHINATE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $909.56
- Updated
- 2021/12/16
- Product number
- 095001
- Product name
- Ethyl (diethoxymethyl)phosphinate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $975
- Updated
- 2021/12/16
- Product number
- 0060AC
- Product name
- Ethyl(diethoxymethyl)phosphinate
- Packaging
- 250mg
- Price
- $135
- Updated
- 2021/12/16
ETHYL (DIETHOXYMETHYL)PHOSPHINATE Chemical Properties,Usage,Production
Synthesis
122-51-0
65600-74-0
General procedure for the synthesis of ethyl (diethoxymethyl)phosphonate from triethyl orthoformate: 1. Synthesis of ethyl (diethoxymethyl)hypophosphite from methanesulfonic acid: under nitrogen protection, triethyl orthoformate (42.1 mL, 253 mmol, 2.1 eq.) was slowly added to a mixture of finely ground ammonium hypophosphite (10 g, 120 mmol, 1.0 eq.), toluene (50 mL), and ethanol (3.5 mL) that had been cooled to 0 °C. The slurry was inerted and maintained at a temperature of about 0 °C. The mixture was then purified by a liquid bath. The slurry was inerted and the temperature was maintained at about 0°C. Methane sulfonic acid (8.4 mL, 127 mmol, 1.05 eq.) was added dropwise over 4 minutes, taking care to control the reaction temperature below 10°C. After the slurry was stirred at 0 °C for 1 h, GC analysis showed 93% conversion of ethyl ester to the target product. After 2 hours of reaction, the reaction was quenched with saturated aqueous sodium bicarbonate (37 mL). The organic phase was separated and concentrated under reduced pressure to 40 °C to give a colorless liquid containing about 50% toluene (28.0 g, GC purity 95%, assayed content 51.2%). Ethyl (diethoxymethyl)hypophosphite was obtained (14.3 g, 73.1 mmol, 61% yield). 2. Scale-up to 2-L scale: Triethyl orthoformate (632 mL, 3.80 mol, 2.1 eq.) was added to a mixture of ammonium hypophosphite (150 g, 1.81 mol, 1.0 eq.), toluene (750 mL), and ethanol (75 mL) cooled to 0 °C under nitrogen protection. The slurry was inerted and the temperature was maintained at about 0°C. Methane sulfonic acid (126 mL, 1.90 mol, 1.05 eq.) was added dropwise over 8 minutes, controlling the temperature below 10°C. After the slurry was stirred at 0 °C for 1 h, GC analysis showed 90% conversion. After 1.5 hours of reaction, the reaction was quenched with saturated aqueous sodium bicarbonate (600 mL). The organic phase was separated and concentrated under reduced pressure to 40°C to give a colorless liquid containing about 65% toluene (579 g, 88% GC purity, 34.4% assay). Ethyl (diethoxymethyl)hypophosphite was obtained (199.2 g, 1.02 mol, 56% yield). 3. Scale-up to 500-L scale: Under nitrogen protection, triethyl orthoformate (133.6 kg, 901.4 mol, 2.1 eq.) was added to a mixture of ammonium hypophosphite (35.6 kg, 429.2 mol, 1.0 eq.), toluene (107 L), and ethanol (11 L) that had been cooled to 0 °C and vigorously stirred. The slurry was inerted and cooled to -0 °C while continuously purged with nitrogen to reduce oxidation by-products. Methane sulfonic acid (43.3 kg, 450.7 mol, 1.05 eq.) was added dropwise over 30 min, controlling the temperature below 10 °C. The slurry was stirred at 0 °C for 2.5 h. After stirring, the reaction was quenched with a mixture of sodium bicarbonate (14.4 kg, 171.7 mol, 0.4 eq.) and water (128 L) to control the temperature below 10 °C. The charge vessel was rinsed with 14 L of water and the reaction mixture was stirred vigorously for 10 minutes. The organic phase was separated and concentrated under reduced pressure to 1/3 of the original volume (82 L, density 0.991 kg/L, 81.3 kg, GC purity 89.6%, assay 61%). Ethyl (diethoxymethyl)hypophosphite was obtained (49.6 kg, 252.7 mol, 58.9% yield).
References
[1] European Journal of Organic Chemistry, 2009, # 34, p. 6048 - 6054
[2] Journal of Organic Chemistry, 2008, vol. 73, # 22, p. 8987 - 8991
[3] Chemistry - A European Journal, 2008, vol. 14, # 20, p. 6049 - 6052
[4] Tetrahedron, 1999, vol. 55, # 3, p. 771 - 780
[5] Patent: WO2006/31180, 2006, A1. Location in patent: Page/Page column 3-5
ETHYL (DIETHOXYMETHYL)PHOSPHINATE Preparation Products And Raw materials
Raw materials
Preparation Products
ETHYL (DIETHOXYMETHYL)PHOSPHINATE Suppliers
- Tel
- 13811761079
- vscichem@163.com
- Country
- China
- ProdList
- 263
- Advantage
- 64
- Tel
- 0931-8235634 13321316780
- Fax
- +86(931) 4873122
- 1455540579@qq.com
- Country
- China
- ProdList
- 958
- Advantage
- 55
- Tel
- 021-61312847; 18021002903
- Fax
- QQ:3008007432
- 3008007409@qq.com
- Country
- China
- ProdList
- 71826
- Advantage
- 60
- Tel
- 15076683720
- Fax
- 022-23754520
- klq@cw-bio.com
- Country
- China
- ProdList
- 8011
- Advantage
- 55
- Tel
- 18511709189
- Fax
- 010-58043593
- sales@hechemist.com
- Country
- China
- ProdList
- 2835
- Advantage
- 58
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
- Tel
- 025-58859352 18068836627
- Fax
- (5)02557626880
- dt3@aikonchem.com
- Country
- China
- ProdList
- 15493
- Advantage
- 58
- Tel
- 400-8210725 400821072
- Fax
- 021-58955996
- malulu@leyan.com
- Country
- China
- ProdList
- 25000
- Advantage
- 58
- Tel
- 021-34625901 18018851262;
- 420970979@qq.com
- Country
- China
- ProdList
- 5894
- Advantage
- 58
- Tel
- 0371-037163312495,13303845143 13303845143
- Fax
- QQ3001379618
- 3001379618@qq.com
- Country
- China
- ProdList
- 10267
- Advantage
- 58