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Name |
Bis(diphenylphosphino)methane |
EINECS | 218-194-2 |
CAS No. | 2071-20-7 | Density | N/A |
PSA | 27.18000 | LogP | 5.20970 |
Solubility | insoluble in water | Melting Point |
118-119 °C(lit.) |
Formula | C25H22P2 | Boiling Point | 497.2 °C at 760 mmHg |
Molecular Weight | 384.397 | Flash Point | 270.2 °C |
Transport Information | N/A | Appearance | White powder or crystalline powder |
Safety | 22-24/25-37/39-26 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Phosphine,methylenebis[diphenyl- (6CI,7CI,8CI,9CI);DPPM;DPPM (phosphine derivative);Methanediylbis[diphenylphosphine];Methylenebis[diphenylphosphine];NSC 147767;Tetraphenylmethylenediphosphine; |
Article Data | 43 |
methanol
methylenebis(diphenylphosphane)-borane(1:2)
A
Trimethyl borate
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
In toluene at 100℃; Inert atmosphere; | A n/a B 100% |
Conditions | Yield |
---|---|
With cesium hydroxide; 4 Angstroem MS In N,N-dimethyl-formamide at 23℃; for 16h; | 95% |
With cesium hydroxide; 4 A molecular sieve In N,N-dimethyl-formamide at 23℃; for 16h; | 95% |
Stage #1: diphenylphosphane With cesiumhydroxide monohydrate In N,N-dimethyl-formamide at 20℃; for 1h; Molecular sieve; Inert atmosphere; Stage #2: 1,2-dibromomethane In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; Molecular sieve; | 95% |
ethanol
methylenebis(diphenylphosphane)-borane(1:2)
A
triethyl borate
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
Inert atmosphere; Reflux; | A n/a B 91% |
Conditions | Yield |
---|---|
Stage #1: tetraphenyldiphosphine oxide; Cp2Ti=CH2 In benzene at 50℃; Stage #2: at 80℃; | 66% |
Conditions | Yield |
---|---|
With tris(dimethylamino)(methylimino)phosphorane In tetrahydrofuran; diethyl ether for 24h; Ambient temperature; | 50% |
With potassium hydroxide; potassium carbonate 1.) HMPT, 20 deg C, 2.) 40 - 45 deg C, 1 h; Yield given. Multistep reaction; | |
With potassium hydroxide; potassium carbonate 1) HMPA, 20 deg C, 2) HMPA, 40-45 deg C, 1 h; Yield given. Multistep reaction; |
chloroform
potassium diphenylphosphine
A
Tetraphenyldiphosphin
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
In ammonia at -50℃; | A n/a B 45% |
In ammonia at -50℃; Product distribution; Mechanism; another solvent; | A n/a B 45% |
Conditions | Yield |
---|---|
With sodium und Umsetzung mit CH2Cl2; |
(diphenylphosphinomethyl)diphenylphosphine sulphide
A
bis(diphenylthiophosphoryl)methane
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
at 150℃; vacuum; | |
at 150℃; vacuum sublimation; |
Lithium-bis(diphenylphosphanyl)methanid
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.25h; Ambient temperature; |
C25H21CsP2
cyclohexylamine
A
Caesium-cyclohexylamid
B
bis-diphenylphosphinomethane
Conditions | Yield |
---|---|
Equilibrium constant; pK; |
The Methylenebis(diphenylphosphine), with the CAS registry number 2071-20-7, is also known as Bis(diphenylphosphino)methane. It belongs to the product categories of Phosphines; Ligand; Phosphine Ligands; Synthetic Organic Chemistry. Its EINECS registry number is 218-194-2. This chemical's molecular formula is C25H22P2 and molecular weight is 384.39. Its IUPAC name is called diphenylphosphanylmethyl(diphenyl)phosphane. What's more, this chemical is white to light yellow crystal powder, which is used in inorganic and organometallic chemistry as a ligand. It is more specifically a chelating ligand because it is a ligand that is attached to the central metals (the phosphorus) by bonds from two or more donor atoms.
Physical properties of Methylenebis(diphenylphosphine): (1)ACD/LogP: 8.57; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.57; (4)ACD/LogD (pH 7.4): 8.57; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 1090949.38; (8)ACD/KOC (pH 7.4): 1090949.38; (9)#Freely Rotating Bonds: 6; (10)Flash Point: 270.2 °C; (11)Enthalpy of Vaporization: 73.61 kJ/mol; (12)Boiling Point: 497.2 °C at 760 mmHg; (13)Vapour Pressure: 1.55E-09 mmHg at 25°C.
Preparation: this chemical can be prepared by diphenylphosphane and dichloromethane. This reaction will need reagent (Me2N)3P=NMe and solvents diethyl ether, tetrahydrofuran. The reaction time is 24 hours at ambient temperature. The yield is about 50%.
Uses of Methylenebis(diphenylphosphine): it can be used to produce 1,1,3,3-tetraphenyl-[1,3]diphosphinanediium; dibromide. This reaction will need solvent dimethylformamide.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)P(CP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
(2)InChI: InChI=1S/C25H22P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-20H,21H2
(3)InChIKey: XGCDBGRZEKYHNV-UHFFFAOYSA-N