CAS No.6737-42-4,1,3-Bis(diphenylphosphino)propane Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	6737-42-4
Name:	1,3-Bis(diphenylphosphino)propane
Article Data:	37

Formula:	C₂₇H₂₆P₂
Molecular Weight:	412.451
Synonyms:	Phosphine,1,3-propanediylbis[diphenyl- (9CI);Phosphine, trimethylenebis[diphenyl-(7CI,8CI);1,3-Propanediylbis[diphenylphosphine];1,3-Propylenebis(diphenylphosphine);DPPP (phosphine derivative);NSC 193753;Trimethylenebis(diphenylphosphine);1,3- Bis(diphenyl phosphine) propane;1-((3-(diphenylphosphino)propyl)(phenyl)phosphino)benzene;
EINECS:	229-791-2
Melting Point:	63-65 °C(lit.)
Boiling Point:	529.667 °C at 760 mmHg
Flash Point:	291.463 °C
Solubility:	insoluble in water
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-37/39-36
PSA:	27.18000
LogP:	5.64230

Synthetic route

: 67-56-1
methanol

: 100809-49-2
(propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2)

A: 121-43-7
Trimethyl borate

B: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
In toluene at 100℃; Inert atmosphere;	A n/a B 98%

...Expand

: 109-70-6
1,3-chlorobromopropane

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
Stage #1: chloro-diphenylphosphine With sodium In dibutyl ether at 105℃; for 2h; Stage #2: 1.3-chlorobromopropane In dibutyl ether at 105℃; for 2h;	95%

: 100809-49-2
(propane-1,3-diyl)bis(diphenylphosphane)-borane(1:2)

: 64-17-5
ethanol

A: 150-46-9
triethyl borate

B: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
Inert atmosphere; Reflux;	A n/a B 94%

...Expand

: 16524-41-7
1,3-bis(diphenylphosphoryl)propane

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at 150℃; for 12h; Inert atmosphere;	93%
With 1,1,3,3-Tetramethyldisiloxane; titanium(IV) isopropylate In various solvent(s) at 100℃; for 7h;	91%
With diethoxymethylane; Bis(p-nitrophenyl) phosphate In toluene at 110℃; Inert atmosphere; chemoselective reaction;	82%
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In toluene at 100℃; for 22h; Inert atmosphere; Sealed tube;	80%
With hexylsilane; trifluorormethanesulfonic acid In toluene at 70℃; for 24h; Inert atmosphere; Sealed tube; chemoselective reaction;	72 %Spectr.

: 109-64-8
1,3-dibromo-propane

: 829-85-6
diphenylphosphane

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
With cesium hydroxide; 4 Angstroem MS In N,N-dimethyl-formamide at 23℃; for 45h;	83%
With cesium hydroxide; 4 A molecular sieve In N,N-dimethyl-formamide at 23℃; for 45h;	83%
With tert-butylimino-tris(dimethylamino)phosphorane In tetrahydrofuran; diethyl ether for 24h; Ambient temperature;	60%

: 1273415-58-9
C21H14N2O8

: 1079-66-9
chloro-diphenylphosphine

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
With [Ir(ppy)2bpy]PF6; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 22℃; for 8h; Irradiation;	82%

: 100-58-3
phenylmagnesium bromide

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium triflate / tetrahydrofuran / 2.25 h / 0 °C / Inert atmosphere; Reflux 2: diisobutylaluminium hydride / toluene / 12 h / 150 °C / Inert atmosphere View Scheme

: 109-72-8, 29786-93-4
n-butyllithium

: 109-64-8
1,3-dibromo-propane

: 829-85-6
diphenylphosphane

A: diphenyl(3-bromopropyl)phosphine

B: 6737-42-4
1,3-bis-(diphenylphosphino)propane

Conditions

Conditions	Yield
Stage #1: n-butyllithium; diphenylphosphane In tetrahydrofuran; hexane at 20℃; for 0.833333h; Inert atmosphere; Stage #2: 1,3-dibromo-propane In tetrahydrofuran; hexane at 20℃; for 0.333333h; Inert atmosphere; Overall yield = 396.6 mg;

...Expand

latter phosphonate: latter phosphonate

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

: 174781-89-6
dimethyl 1-octen-2-yl-phosphonate

: dimethyl (E)-octenylphosphonate

Conditions

Conditions	Yield
In palladium diacetate	100%
In 1,3-bis(dimethylphosphino)propane	85%

...Expand

: 12146-37-1, 124717-04-0
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

: 6737-42-4
1,3-bis-(diphenylphosphino)propane

A: 15553-68-1
tetracarbonyl-1,3-bis(diphenylphosphino)propane-molybdenum(0)

B: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

Conditions

Conditions	Yield
In tetrahydrofuran reaction in a calorimeter under argon;	A 100% B n/a

...Expand

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Specification

The IUPAC name of Phosphine,1,1'-(1,3-propanediyl)bis[1,1-diphenyl- is 3-diphenylphosphanylpropyl(diphenyl)phosphane. With the CAS registry number 6737-42-4, it is also named as 1,3-Bis(diphenylphosphino)propane. The product's categories are Phosphines; Ligand; API Intermediates; Phosphine Ligands; Synthetic Organic Chemistry. Besides, it is white to light yellow crystal powder, which should be stored in sealed place. In addition, its molecular formula is C₂₇H₂₆P₂ and molecular weight is 412.45.

The other characteristics of this product can be summarized as: (1)EINECS: 229-791-2; (2)ACD/LogP: 6.98; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 6.978; (5)ACD/LogD (pH 7.4): 6.978; (6)ACD/BCF (pH 5.5): 118417.984; (7)ACD/BCF (pH 7.4): 118417.984; (8)ACD/KOC (pH 5.5): 148980.875; (9)ACD/KOC (pH 7.4): 148980.875; (10)#H bond acceptors: 0; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 8; (13)Polar Surface Area: 27.18 Å²; (14)Flash Point: 291.463 °C; (15)Melting Point: 57-63 °C; (16)Enthalpy of Vaporization: 77.452 kJ/mol; (17)Boiling Point: 529.667 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Phosphine,1,1'-(1,3-propanediyl)bis[1,1-diphenyl-: this chemical can be prepared by the action of Lithium diphenylphosphide on 1,3-Dichloropropane:
2 Ph₂PLi + ClC₃H₆Cl → Ph₂PC₃H₆PPh₂ + 2 LiCl

Uses of Phosphine,1,1'-(1,3-propanediyl)bis[1,1-diphenyl-: this chemical is a catalyst used in organic synthesis. Additionally, it can react with Cyanamide to get 1,3-Bis(cyanimino-diphenyl-phosphoranyl)-propane.

This reaction needs Diethyl azodicarboxylate and Tetrahydrofuran at ambient temperature for 4 hours. The yield is 80 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1ccc(cc1)P(CCCP(c2ccccc2)c3ccccc3)c4ccccc4
(2)InChI: InChI=1/C27H26P2/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27/h1-12,14-21H,13,22-23H2
(3)InChIKey: LVEYOSJUKRVCCF-UHFFFAOYAP