Methyldiethoxyphosphine supplier

Name
Methyldiethoxyphosphine
EINECS 239-805-9
CAS No. 15715-41-0
Article Data30
CAS DataBase
Density 0.9 g/cm³
Solubility It slowly hydrolyses in water.
Melting Point
Formula C₅H₁₃O₂P
Boiling Point 124.497 °C at 760 mmHg
Molecular Weight 136.131
Flash Point 26.513 °C
Transport Information UN 1993
Appearance colorless liquid
Safety 16-26-36/37/39
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Phosphonousacid, methyl-, diethyl ester (6CI,7CI,8CI,9CI);Diethoxymethylphosphine;Diethyl methanephosphonite;Diethyl methylphosphonite;Methyldiethoxyphosphine;O,O-Diethyl methylphosphonite;
PSA 32.05000
LogP 2.00110

Synthetic route

: 64-17-5
ethanol

: 676-83-5
methyldichlorophosphane

: 15715-41-0
methyldiethoxyphosphine

Conditions

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%

: 589-57-1
diethyl phosphorylchloridite

: 676-58-4
methylmagnesium chloride

: 15715-41-0
methyldiethoxyphosphine

Conditions

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

: 589-57-1
diethyl phosphorylchloridite

: 917-64-6
methyl magnesium iodide

: 15715-41-0
methyldiethoxyphosphine

Conditions

Conditions	Yield
In diethyl ether	60%

: 628-37-5
diethyl peroxide

: 14410-05-0
1,3,4-trimethyl-Δ3-phospholene

A: 15715-41-0
methyldiethoxyphosphine

B: 683-08-9
Diethyl methylphosphonate

C: 34736-63-5
tetraethoxy-methyl-λ5-phosphane

D: 15450-80-3
1,3,4-trimethyl-Δ3-phospholene oxide

E: 15450-82-5
1,3,4-trimethyl-2,3-dihydro-1H-phosphole 1-oxide

Conditions

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

...Expand

: 589-57-1
diethyl phosphorylchloridite

: 75-16-1
methylmagnesium bromide

: 15715-41-0
methyldiethoxyphosphine

Conditions

Conditions	Yield
In diethyl ether at -12 - 0℃; for 16h;	30.4 g
In diethyl ether -20 deg C then r.t., 1 h;

: 75-16-1
methylmagnesium bromide

: 122-52-1
triethyl phosphite

: 15715-41-0
methyldiethoxyphosphine

: 589-57-1
diethyl phosphorylchloridite

: 74-87-3
methylene chloride

: 15715-41-0
methyldiethoxyphosphine

Conditions

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;

: 64-17-5
ethanol

: trichloro-methyl-phosphonium; compound of chloride with aluminium chloride

: 15715-41-0
methyldiethoxyphosphine

Conditions

Conditions	Yield
With aluminium at -10 - 150℃; for 2h; Temperature;	71.62 g

: 15715-41-0
methyldiethoxyphosphine

: 16391-07-4
ethyl methylphosphinate

Conditions

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;

: 15715-41-0
methyldiethoxyphosphine

: 86-52-2
1-Chloromethylnaphthalene

: 936366-26-6
C14H17O2P

Conditions

Conditions	Yield
for 2.5h; Heating;	100%

: 15715-41-0
methyldiethoxyphosphine

: 71-36-3
butan-1-ol

: 6172-80-1
butyl methylphosphinate

Conditions

Conditions	Yield
Stage #1: methyldiethoxyphosphine; butan-1-ol In water; toluene at 45 - 50℃; for 5h; Inert atmosphere; Stage #2: With tetrabutoxytitanium In water; toluene Reflux;	98.26%
With Amberlyst 15 In water; toluene at 50 - 140℃; Inert atmosphere;	97.9%

: 1071-71-2
ethyl 6-chloro-6-oxohexanoate

: 15715-41-0
methyldiethoxyphosphine

: 115693-04-4
5-Ethoxy-adipyl-P-methyl-phosphinsaeure-O-ethylester

Conditions

Conditions	Yield
at 30℃;	98%

: 15715-41-0
methyldiethoxyphosphine

: 380153-45-7
[(E)-(R)-4-[(1R,2R,3S,5R)-2-((Z)-6-Bromo-hex-2-enyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyloxy]-benzene

: 380153-32-2
(6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester

Conditions

Conditions	Yield
In toluene at 145℃; for 22h; Arbuzov reaction;	98%

: 15715-41-0
methyldiethoxyphosphine

: 138500-85-3
4-bromomethylphenylboronic acid pinacol ester

: 1273492-75-3
ethyl methyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)phosphinate

Conditions

Conditions	Yield
In 1,4-dioxane at 100℃; for 1h; Inert atmosphere;	98%

: 15715-41-0
methyldiethoxyphosphine

: (S)-tert-butyl 3-((4-(7-bromo-1H-indol-3-yl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

: (S)-tert-butyl 3-((4-(7-(ethoxy(methyl)phosphoryl)-1H-indol-3-yl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine In N,N-dimethyl-formamide at 130℃; for 0.0833333h; Sealed tube; Microwave irradiation;	98%

: 15715-41-0
methyldiethoxyphosphine

: 1663-39-4
tert-Butyl acrylate

: C10H21O4P

Conditions

Conditions	Yield
With acetic acid at 70 - 75℃; for 4h; Inert atmosphere;	97.6%

: 15715-41-0
methyldiethoxyphosphine

: 292638-85-8
acrylic acid methyl ester

: methyl 3-(methylethoxyphosphoryl)propionate

Conditions

Conditions	Yield
With acetic acid at 5 - 20℃; for 2h;	96.3%

: 15715-41-0
methyldiethoxyphosphine

: 23145-65-5
1-bromomethyl-3-methoxy-4-nitrobenzene

: 1257996-50-1
(3-methoxy-4-nitrobenzyl)-methyl phosphonic acid ethyl ester

Conditions

Conditions	Yield
In toluene for 16h; Reflux;	96%

: 15715-41-0
methyldiethoxyphosphine

: 140-88-5
ethyl acrylate

: 15090-27-4
ethyl 3-(ethoxymethylphosphinyl)propionate

Conditions

Conditions	Yield
In ethanol at 5℃; for 2h;	95.8%
With acetic acid at 5 - 25℃; for 2.5h; Inert atmosphere;	95%

: 71-41-0
pentan-1-ol

: 15715-41-0
methyldiethoxyphosphine

: 87025-52-3
pentyl hydrogen methylphosphonite

Conditions

Conditions	Yield
With sulfuric acid In water at 50℃; Reflux;	95.8%

: 15715-41-0
methyldiethoxyphosphine

: 1829-28-3
ethyl 2-iodobenzoate

: 57020-81-2
o-ethoxycarbonylphenyl-methylphosphinic acid ethyl ester

Conditions

Conditions	Yield
With nickel dichloride at 170℃;	95%

: 15715-41-0
methyldiethoxyphosphine

: 1215320-42-5
C26H33BrO3Si

: 1215320-44-7
C29H41O5PSi

Conditions

Conditions	Yield
at 110℃; for 17h; Michaelis-Arbuzov reaction;	95%

: 64-17-5
ethanol

: 15715-41-0
methyldiethoxyphosphine

: 108-24-7
acetic anhydride

: 107-02-8
acrolein

: 1-acetoxy-1-ethoxy-3-(ethoxy(methyl)phosphinyl)propane

Conditions

Conditions	Yield
at 25 - 30℃; for 2.33333h; Inert atmosphere;	95%

...Expand

: 15715-41-0
methyldiethoxyphosphine

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 2-(ethoxy(methylphosphoryl))acetaldehyde diethyl acetal

Conditions

Conditions	Yield
In ethanol at 80 - 100℃; for 24h; Solvent;	95%
In toluene at 110℃; for 4h; Arbuzov Reaction;	91%

: 15715-41-0
methyldiethoxyphosphine

: trimethylammonium methylformamide

: O-ethyl-formyl-aminomethyl-methylphosphinate

Conditions

Conditions	Yield
	94%

: 15715-41-0
methyldiethoxyphosphine

: 1-bromo-5,9-bis[N-(2-mesitylene)sulfonyl]-12-{N-ethyl-N-[(2-mesitylene)sulfonyl]}amino-5,9-diazadodecane

: {4-[{3-[{3-[Ethyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-propyl}-(2,4,6-trimethyl-benzenesulfonyl)-amino]-propyl}-(2,4,6-trimethyl-benzenesulfonyl)-amino]-butyl}-methyl-phosphinic acid ethyl ester

Conditions

Conditions	Yield
at 125℃; for 3h;	94%

: 4360-63-8
2-bromomethyl-1,3-dioxolane

: 15715-41-0
methyldiethoxyphosphine

: 2-(ethoxy(methylphosphoryl))acetaldehyde ethylene acetal

Conditions

Conditions	Yield
In toluene at 110℃; for 5h; Inert atmosphere;	93.8%
at 120℃; for 2h; Arbuzov Reaction;	82.6%

: 28562-53-0
4-acetoxy azetidinone

: 15715-41-0
methyldiethoxyphosphine

: 84673-24-5
O-ethyl(4-oxoazetidin-2-yl)methylphosphinate

Conditions

Conditions	Yield
at 60℃; for 1h;	93%
at 60℃; for 1h;	89%

: 15715-41-0
methyldiethoxyphosphine

: C9H16ClNO4

: C12H24NO6P

Conditions

Conditions	Yield
With lanthanum(III) chloride at 140℃; for 10h; Reagent/catalyst; Temperature; Inert atmosphere;	91.3%

: 1001419-35-7
1,1-dimethylethyl [4-(bromomethyl)-1,3-thiazol-2-yl]carbamate

: 15715-41-0
methyldiethoxyphosphine

: 1001419-75-5
C12H21N2O4PS

Conditions

Conditions	Yield
In tetrahydrofuran at 75℃; for 16h;	91%

: 15715-41-0
methyldiethoxyphosphine

: C11H20ClNO4

: C14H28NO6P

Conditions

Conditions	Yield
With tetrabutylammomium bromide; magnesium bromide In water at 140℃; for 15h; Temperature; Solvent; Reagent/catalyst;	90.2%

: 15715-41-0
methyldiethoxyphosphine

: 122690-13-5
4-bromo-2-phthalimidobutyric acid methyl ester

: 109541-73-3
METHYL DL-2-(1,3-DIHYDRO-1,3-DIOXO-2H-ISOINDOL-2-YL)-4-(ETHOXYMETHYLPHOSPHINYL)BUTANOATE

Conditions

Conditions	Yield
In toluene at 100℃;	90%

: 15715-41-0
methyldiethoxyphosphine

: 7661-21-4
6-Bromohexanoic Acid Phenylamide

: 606092-26-6
methyl-(5-phenylcarbamoyl-pentyl)-phosphinic acid ethyl ester

Conditions

Conditions	Yield
at 120℃; for 10h;	89%
at 120℃; for 10h; Arbuzov reaction;	200 mg

: 15715-41-0
methyldiethoxyphosphine

: 134745-23-6
ethyl 2-oxo-3-butenoate

: ethyl 4-(methylethoxyphosphoryl)-2-oxobutanoate

Conditions

Conditions	Yield
at 5℃; for 8h; Inert atmosphere;	87.8%

: 15715-41-0
methyldiethoxyphosphine

: 108736-44-3
Methyl-3-oxo-pentenoat

: methyl 4-(methylethoxyphosphoryl)-2-oxobutanoate

Conditions

Conditions	Yield
In tetrahydrofuran at 5℃; for 6h; Inert atmosphere;	87.1%

: 15715-41-0
methyldiethoxyphosphine

: 252858-13-2
2-decarboxy-2-iodoprostaglandin F2α triacetate

: 380153-41-3
2-decarboxy-2-(O-ethyl-P-methylphosphinico)prostaglandin F2α triacetate

Conditions

Conditions	Yield
In toluene at 100℃; for 6h; Arbuzov reaction;	86%

Methyldiethoxyphosphine Specification

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

Product Name

Methyldiethoxyphosphine

Synthetic route

Methyldiethoxyphosphine Specification

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