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CAS No.: | 15715-41-0 |
---|---|
Name: | Methyldiethoxyphosphine |
Article Data: | 30 |
Molecular Structure: | |
Formula: | C5H13O2P |
Molecular Weight: | 136.131 |
Synonyms: | Phosphonousacid, methyl-, diethyl ester (6CI,7CI,8CI,9CI);Diethoxymethylphosphine;Diethyl methanephosphonite;Diethyl methylphosphonite;Methyldiethoxyphosphine;O,O-Diethyl methylphosphonite; |
EINECS: | 239-805-9 |
Density: | 0.9 g/cm3 |
Boiling Point: | 124.497 °C at 760 mmHg |
Flash Point: | 26.513 °C |
Solubility: | It slowly hydrolyses in water. |
Appearance: | colorless liquid |
Hazard Symbols: | Xn |
Risk Codes: | 10-36/37/38 |
Safety: | 16-26-36/37/39 |
Transport Information: | UN 1993 |
PSA: | 32.05000 |
LogP: | 2.00110 |
Conditions | Yield |
---|---|
With triethylamine In Petroleum ether at 25 - 60℃; for 1.5h; Time; Flow reactor; Large scale; | 98% |
Stage #1: ethanol With calcium oxide In 1,3,5-trimethyl-benzene for 2h; Reflux; Stage #2: methyldichlorophosphane In 1,3,5-trimethyl-benzene at 0 - 30℃; for 4h; Temperature; Solvent; Inert atmosphere; | 96.7% |
at 10 - 120℃; for 0.0833333h; Temperature; Inert atmosphere; | 96% |
diethyl phosphorylchloridite
methylmagnesium chloride
methyldiethoxyphosphine
Conditions | Yield |
---|---|
Stage #1: diethyl phosphorylchloridite; methylmagnesium chloride In tetrahydrofuran at -10 - 0℃; for 2h; Inert atmosphere; Stage #2: With dibutyl ether; benzylamine In tetrahydrofuran at -5℃; for 10h; Reagent/catalyst; Temperature; | 89.3% |
In tetrahydrofuran at 0℃; for 2.5h; Temperature; | |
In tetrahydrofuran at -10 - -5℃; Inert atmosphere; | 10.15 g |
diethyl phosphorylchloridite
methyl magnesium iodide
methyldiethoxyphosphine
Conditions | Yield |
---|---|
In diethyl ether | 60% |
diethyl peroxide
1,3,4-trimethyl-Δ3-phospholene
A
methyldiethoxyphosphine
B
Diethyl methylphosphonate
C
tetraethoxy-methyl-λ5-phosphane
D
1,3,4-trimethyl-Δ3-phospholene oxide
E
1,3,4-trimethyl-2,3-dihydro-1H-phosphole 1-oxide
Conditions | Yield |
---|---|
In [D3]acetonitrile for 1.91667h; Rate constant; Product distribution; further reaction times; | A 10 % Spectr. B 6 % Spectr. C 15 % Spectr. D 7 % Spectr. E n/a |
Conditions | Yield |
---|---|
In diethyl ether at -12 - 0℃; for 16h; | 30.4 g |
In diethyl ether -20 deg C then r.t., 1 h; |
Conditions | Yield |
---|---|
Stage #1: methylene chloride With magnesium In tetrahydrofuran; toluene for 2h; Stage #2: diethyl phosphorylchloridite In tetrahydrofuran; toluene at 15 - 30℃; for 6h; Solvent; Temperature; |
ethanol
methyldiethoxyphosphine
Conditions | Yield |
---|---|
With aluminium at -10 - 150℃; for 2h; Temperature; | 71.62 g |
methyldiethoxyphosphine
ethyl methylphosphinate
Conditions | Yield |
---|---|
With water at 22℃; for 17h; | 100% |
With water at 5 - 20℃; for 18h; | |
In water at 0 - 22℃; for 17h; | |
With water; hexadecyltributylammonium chloride; sodium chloride at -5 - 0℃; Inert atmosphere; | 8.8 g |
With water at 20℃; for 18h; Inert atmosphere; |
Conditions | Yield |
---|---|
for 2.5h; Heating; | 100% |
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The IUPAC name of Methyldiethoxyphosphine is diethoxy(methyl)phosphane. With the CAS registry number 15715-41-0, it is also named as O,O-Diethyl methylphosphonite. The product's category is Phosphorus Compounds, and it is air & moisture sensitive. Besides, it is colorless liquid, which should be stored in dry inert gas in a dark, closed and ventilated place at room temperature.
The other characteristics of this product can be summarized as: (1)EINECS: 239-805-9; (2)ACD/LogP: 2.78; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.78; (5)ACD/LogD (pH 7.4): 2.78; (6)ACD/BCF (pH 5.5): 76.87; (7)ACD/BCF (pH 7.4): 76.87; (8)ACD/KOC (pH 5.5): 778.82; (9)ACD/KOC (pH 7.4): 778.82; (10)H bond acceptors: 2; (11)H bond donors: 0; (12)Freely Rotating Bonds: 4; (13)Density: 0.9 g/cm3; (14)Flash Point: 26.5 °C; (15)Enthalpy of Vaporization: 34.74 kJ/mol; (16)Boiling Point: 124.5 °C at 760 mmHg; (17)Vapour Pressure: 15.4 mmHg at 25 °C.
Preparation of Methyldiethoxyphosphine: this chemical can be prepared by Ethanol and Methylphosphinous acid dichloride.
This reaction needs N,N-Diethylaniline and Pentane at temperature of 0 °C. The reaction time is 30 min. The yield is 90 %.
Uses of Methyldiethoxyphosphine: it can react with Adipic acid ethyl ester chloride to get 5-Ethoxy-adipyl-P-methyl-phosphinsaeure-O-ethylester.
This reaction will occur at temperature of 30 °C. The yield is 98 %.
When you are using this chemical, please be cautious about it as the following: it is flammable, so please keep away from sources of ignition. And it is also irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye/face protection when use it. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES:O(P(OCC)C)CC
(2)InChI:InChI=1/C5H13O2P/c1-4-6-8(3)7-5-2/h4-5H2,1-3H3
(3)InChIKey:NSSMTQDEWVTEKN-UHFFFAOYAD
(4)Std. InChI:InChI=1S/C5H13O2P/c1-4-6-8(3)7-5-2/h4-5H2,1-3H3
(5)Std. InChIKey:NSSMTQDEWVTEKN-UHFFFAOYSA-N