Diethyl P-(cyanomethyl)phosphonate
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Diethyl P-(cyanomethyl)phosphonate
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CAS No:
2537-48-6
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Formula:
C6H12NO3P
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Chemical Name:
Diethyl P-(cyanomethyl)phosphonate
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Synonyms:
Phosphonic acid,P-(cyanomethyl)-,diethyl ester;Phosphonic acid,(cyanomethyl)-,diethyl ester;Cyanomethanephosphonic acid,diethyl ester;Diethyl P-(cyanomethyl)phosphonate;(Diethylphosphono)acetonitrile;(Cyanomethyl)diethoxyphosphine oxide;2-(Diethylphosphonyl)acetonitrile;Diethyl (cyanomethyl)phosphonate;(Diethoxyphosphono)acetonitrile;O,O-Diethyl (cyanomethyl)phosphonate;(Diethoxyphosphinyl)acetonitrile;Diethyl cyanomethanephosphonate;NSC 407826;(Cyanomethyl)phosphonic acid diethyl ester;Diethyl cyanomethylphosphonoacetate;2-Diethoxyphosphorylacetonitrile
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CAS No:
Diethyl P-(cyanomethyl)phosphonate Basic Attributes
177.14
177.14
1772981
219-806-0
407826
DTXSID20180015
29310095
Characteristics
59.3
0
Clear colorless to light yellow Liquid
1.1264 g/cm3 @ Temp: 20 °C
127-131 °C @ Press: 3 Torr
>230 °F
1.422
Miscible with water, chloroform, terahydrofuran, ethyl acetate and methylene chloride.
2-8°C
0.000831mmHg at 25°C
Safety Information
III
6.1
UN 1760 8/PG 2
3
38-36/37/38-20/21/22-34-36/38
26-28-36/37/39-23-45-27-36/37-9
Xi,Xn,C
Irritant
Stable under normal temperatures and pressures.
P264, P270, P280, P301+P312, P302+P352, P321, P330, P332+P313, P362, P501
H302
UN 1760
|Warning|H302 (32.81%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, and P501|Aggregated GHS information provided by 64 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Diethyl P-(cyanomethyl)phosphonate Use and Manufacturing
677.5 g (4.0 mol) triethyl phosphite were heated to 150 °C. 152.4 g (2.0 mol) chloroacetonitrile were added at 150 °C over a period of 2 h (offgas chloroethane). The mixture was held for 2 more hours at 150 °C (until gas evolvement is finished). The mixture was distilled over a small Vigreux column (10 cm). The last fraction with bp 110 - 139 °C at 1mbar contained the product. Yield : 99 percent in respect to chloracetonitrile (based on GC area-percent)Chloroacetonitrile (145.7 g, 1.93 mols) and 336 ml of triethyl phosphite are mixed together and slowly heated up to 160° C. whereby the sideproducts are continuously distilled off. When the distillation has ceased, usually after 24 h, the residue is distilled at 120° C. and 0.3 mbar. Compound C is obtained in a yield of 63percent.
Wittig reagent.
Computed Properties
Molecular Weight:177.14
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:177.05548024
Monoisotopic Mass:177.05548024
Topological Polar Surface Area:59.3
Heavy Atom Count:11
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Diethyl P-(cyanomethyl)phosphonate
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