DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE
- CAS No.
- 20061-84-1
- Chemical Name:
- DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE
- Synonyms
- DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE;DIETHYL CYCLOHEXYLAMINOVINYLPHOSPHONATE;Diethyl b-(Cyclohexylimino)ethylphosphonate;diethyl 2-(cyclohexylimino)ethylphosphonate;diethyl [2-(cyclohexylamino)vinyl]phosphonate;diethyl (E)-(2-(cyclohexylamino)vinyl)phosphonate;CYCLOHEXYLAMINOETHENEPHOSPHORIC ACID DIETHYL ESTER;N-[(E)-2-diethoxyphosphorylethenyl]cyclohexanamine;(E)-diethyl (2-(cyclohexylaMino)vinyl) phosphonate;[2-(Cyclohexylamino)-vinyl]-phosphonic acid diethyl ester
- CBNumber:
- CB1471526
- Molecular Formula:
- C12H24NO3P
- Molecular Weight:
- 261.3
- MDL Number:
- MFCD00014287
- MOL File:
- 20061-84-1.mol
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H335-H315-H319-H314 |
| Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501 |
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Chemical Properties,Uses,Production
Uses
Diethyl β-(Cyclohexylimino)ethylphosphonate is used as a reagent for formylalkenation at carbonyl centers.[1]
Preparation
Preparative Methods of Diethyl β-(Cyclohexylimino)ethylphosphonate: (EtO)2CHCH2P(O)(OEt)2 is prepared by reaction of Triethyl Phosphite with BrCH2CH(OEt)2. Acetal hydrolysis affords diethyl formylmethylphosphonate, which is combined with an equimolar quantity of cyclohexylamine in MeOH. The product is isolated by fractional distillation in the presence of K2CO3, to prevent acid-catalyzed dimerization, and at reduced pressure, followed by crystallization from cold pentane.[1b] Yields are 65-75%. A modified procedure for imine formation uses MeCN as solvent with isolation of product from Et2O at -40 °C to afford white crystalline material in 70% yield.[2]
storage
Crystalline material of Diethyl β-(Cyclohexylimino)ethylphosphonate is stable for several months when stored under anhydrous conditions at 0 °C.
Purification Methods
Purification of Diethyl β-(Cyclohexylimino)ethylphosphonate: distillation at reduced pressure. Crystallization from pentane at 0 °C.
References
1. (a) Nagata, W.; Hayase, Y. TL 1968, 4359. (b) Nagata, W.; Wakabayashi, T.; Hayase, Y. OS 1973, 53, 44. (c)
Nagata, W.; Wakabayashi, T.; Hayase, Y. OS 1973, 53, 104. (d) Nagata, W.; Hayase, Y. JCS(C) 1969, 460.
2. Farnum, D. G.; Ghandi, M.; Raghu, S.; Reitz, T. JOC 1982, 47, 2598.
DIETHYL CYCLOHEXYLAMINOVINYL PHOSPHATE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49734 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
| Shanghai zhigan biotechnology co., LTD | zhiqianbio@126.com | China | 19778 | 58 | |
| Wuhan Taiyicheng Biopharmaceutical Co., Ltd. | 027-88320699 | tycshyy@126.com | China | 1000 | 58 |
| Shaanxi Dideu Newmaterial Co., Ltd. | 029-63373950 17392213970 | 1052@dideu.com | China | 10000 | 58 |
