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Bis(dicyclohexylphosphino)methane

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Name

Bis(dicyclohexylphosphino)methane

EINECS N/A
CAS No. 137349-65-6 Density N/A
PSA 27.18000 LogP 9.23850
Solubility N/A Melting Point 95-102 °C(lit.)
Formula C25H46P2 Boiling Point 511.2 °C at 760 mmHg
Molecular Weight 408.588 Flash Point 279.4 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 137349-65-6 (Bis(dicyclohexylphosphino)methane) Hazard Symbols IrritantXi
Synonyms

Methylenebis(dicyclohexylphosphine);Bis(dicyclohexylphosphino)methane;Phosphine,methylenebis[dicyclohexyl- (9CI);

Article Data 7

Bis(dicyclohexylphosphino)methane Synthetic route

2071-20-7

bis-diphenylphosphinomethane

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
With Nb(OC6H3Ph2-2,6)2(CH2C6H4-4Me)3; hydrogen In cyclohexane at 100℃; under 62057.8 Torr; for 96h;96%
With hydrogen In cyclohexane; water96%
75-09-2

dichloromethane

Cd(2+)*2C12H22P(1-)

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
at 70℃; for 12h;95%
829-84-5

dicyclohexylphosphane

74-95-3

1,2-dibromomethane

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
Stage #1: dicyclohexylphosphane 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 38h; Inert atmosphere; Molecular sieve;
85%
16523-54-9

chlorodicyclohexylphosphane

563539-93-5

C13H24LiP

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃;83%

Cy2PCH2SnPh3

16523-54-9

chlorodicyclohexylphosphane

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
at 240℃; for 0.333333h; Substitution;80%
2071-20-7

bis-diphenylphosphinomethane

A

137349-65-6

bis(dicyclohexylphosphino)methane

B

{Cyclohexyl-[(dicyclohexylphosphanyl)-methyl]-phosphanyl}-benzene

C

83291-39-8

CyPCH2PPh2

D

C25H28P2

E

C25H34P2

Conditions
ConditionsYield
With n-butyllithium; hydrogen; tris(2,6-diisopropylphenoxy) dichloroniobium(V) In hexane; benzene at 60℃; under 62057.8 Torr; Kinetics;
542-18-7

cyclohexyl chloride

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Mg / diethyl ether / 2.5 h / Heating
2: PCl3 / diethyl ether
3: diethyl ether; pentane
4: tert-BuLi / heptane
5: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: Mg / diethyl ether / 2.5 h / Heating
2: PCl3 / diethyl ether
3: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
50420-46-7

dicyclohexylmethylphosphine

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tert-BuLi / heptane
2: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
931-51-1

cyclohexylmagnesiumchloride

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: PCl3 / diethyl ether
2: diethyl ether; pentane
3: tert-BuLi / heptane
4: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: PCl3 / diethyl ether
2: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
16523-54-9

chlorodicyclohexylphosphane

137349-65-6

bis(dicyclohexylphosphino)methane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether; pentane
2: tert-BuLi / heptane
3: 83 percent / tetrahydrofuran / -78 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere
2: ethylmagnesium bromide / tetrahydrofuran / 0 - 20 °C
3: 12 h / 70 °C
View Scheme

Bis(dicyclohexylphosphino)methane Specification

The Bis(dicyclohexylphosphino)methane, with CAS registry number 137349-65-6, has the systematic name of methanediylbis(dicyclohexylphosphane). Besides this, it is also called Bis(dicyclohexylphosphino)methane. And the chemical formula of this chemical is C25H46P2.

Physical properties of Bis(dicyclohexylphosphino)methane: (1)ACD/LogP: 9.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.8; (4)ACD/LogD (pH 7.4): 9.8; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 5088476.5; (8)ACD/KOC (pH 7.4): 5088476.5; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 27.18 Å2; (13)Flash Point: 279.4 °C; (14)Enthalpy of Vaporization: 75.26 kJ/mol; (15)Boiling Point: 511.2 °C at 760 mmHg; (16)Vapour Pressure: 4.63E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by tetra-P-phenyl-P,P'-methanediyl-bis-phosphane. This reaction will need reagents H2, Nb(OC6H3Ph2-2,6)2(CH2C6H4-4Me)3 and solvent cyclohexane. The reaction time is 4 day(s) with reaction temperature of 100 ℃. The yield is about 96%.

When you are using this chemical, please be cautious about it as the following:
The Bis(dicyclohexylphosphino)methane irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: P(CP(C1CCCCC1)C2CCCCC2)(C3CCCCC3)C4CCCCC4
(2)InChI: InChI=1/C25H46P2/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/h22-25H,1-21H2
(3)InChIKey: OWFLJHJHQKHZJR-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C25H46P2/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/h22-25H,1-21H2
(5)Std. InChIKey: OWFLJHJHQKHZJR-UHFFFAOYSA-N

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