ChemicalBook > CAS DataBase List > 1,3-Bis(diphenylphosphino)propane

1,3-Bis(diphenylphosphino)propane

Product Name
1,3-Bis(diphenylphosphino)propane
CAS No.
6737-42-4
Chemical Name
1,3-Bis(diphenylphosphino)propane
Synonyms
DPPP;1,3-bis(diphenyphosphino)propane;Bis(1,3-diphenylphosphino)propane;1,3-BIS(DIPHENYLPHOSPHINE)PROPANE;98% DPPP;1,3-Bis(diphenyL;phosphino)propane;PH2PCH2 CH2CH2PPH2;1,3-BIS(DIPHENYPHOSPHINO);1,3-bis-(diphosphino)propane
CBNumber
CB4132404
Molecular Formula
C27H26P2
Formula Weight
412.45
MOL File
6737-42-4.mol
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1,3-Bis(diphenylphosphino)propane Property

Melting point:
63-65 °C (lit.)
Boiling point:
529.7±33.0 °C(Predicted)
Flash point:
235°C
storage temp. 
Inert atmosphere,Room Temperature
form 
Granules or Powder
color 
White to light yellow-beige
Water Solubility 
insoluble
Sensitive 
Air Sensitive
BRN 
2821785
InChI
InChI=1S/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
InChIKey
LVEYOSJUKRVCCF-UHFFFAOYSA-N
SMILES
P(C1C=CC=CC=1)(C1C=CC=CC=1)CCCP(C1C=CC=CC=1)C1C=CC=CC=1
CAS DataBase Reference
6737-42-4(CAS DataBase Reference)
NIST Chemistry Reference
1,3-Bis(diphenylphosphino)propane(6737-42-4)
EPA Substance Registry System
Phosphine, 1,3-propanediylbis[diphenyl- (6737-42-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
10-23
TSCA 
Yes
HS Code 
29310095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
262048
Product name
1,3-Bis(diphenylphosphino)propane
Purity
97%
Packaging
1g
Price
$36.5
Updated
2025/07/31
Sigma-Aldrich
Product number
262048
Product name
1,3-Bis(diphenylphosphino)propane
Purity
97%
Packaging
5g
Price
$67.3
Updated
2025/07/31
TCI Chemical
Product number
B1138
Product name
1,3-Bis(diphenylphosphino)propane
Purity
>98.0%(GC)
Packaging
5g
Price
$26
Updated
2025/07/31
TCI Chemical
Product number
B1138
Product name
1,3-Bis(diphenylphosphino)propane
Purity
>98.0%(GC)
Packaging
25g
Price
$60
Updated
2025/07/31
Strem Chemicals
Product number
15-0450
Product name
1,3-Bis(diphenylphosphino)propane, 98% DPPP
Packaging
10g
Price
$87
Updated
2024/03/01
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1,3-Bis(diphenylphosphino)propane Chemical Properties,Usage,Production

Description

1,3-Bis(diphenylphosphino)propane is a ligand for metal-catalyzed substitution reactions of aryl and vinyl triflates, halides, and carbonates; carbonylation reactions; Grignard coupling; diene alkylation; macrocycle synthesis.

Chemical Properties

white to light yellow crystal powde

Uses

1,3-Bis(diphenylphosphino)propane is used as a bidentate ligand in coordination chemistry and form complex dichloro(1,3-bis(diphenylphosphino)propane)nickel by reacting with nickel(II) chloride. This complex is used as a catalyst for Kumada coupling reaction. It also acts as a ligand for palladium(II) catalysts which is useful for the co-polymerization of carbon monoxide and ethylene to get polyketones. Further, it is employed in palladium-catalyzed arylation under Heck reaction and Suzuki reaction. In addition to this, it serves as a catalyst for Negishi coupling and Sonogashira coupling reactions.

reaction suitability

reagent type: ligand
reaction type: C-C Bond Formation
reagent type: ligand
reaction type: Carbonylations
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Synthesis

16524-41-7

6737-42-4

GENERAL METHODS: In a sealed tube, the phosphine oxide derivative (5 mmol) was dissolved in anhydrous toluene (1 M), followed by the addition of InBr3 (1 mol%, 0.05 mmol) and TMDS (1.5 equiv, 7.5 mmol). Depending on the substrate, the reaction mixture was stirred at 100 °C for 7 to 40 h (the progress of the reaction was monitored by 31P NMR). Once the reaction was complete, toluene was removed by evaporation and the product was purified by rapid chromatography on silica gel, using pure cyclohexane as eluent, to give the final target product 1,3-bis(diphenylphosphino)propane.

References

[1] Organometallics, 2014, vol. 33, # 21, p. 6171 - 6178
[2] Synlett, 2007, # 10, p. 1545 - 1548
[3] Journal of the American Chemical Society, 2012, vol. 134, # 44, p. 18325 - 18329
[4] Tetrahedron, 2012, vol. 68, # 15, p. 3151 - 3155
[5] Advanced Synthesis and Catalysis, 2016, vol. 358, # 1, p. 26 - 29

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View Lastest Price from 1,3-Bis(diphenylphosphino)propane manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
1,3-Bis(diphenylphosphino)propane 6737-42-4
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-06
Hebei Chuanghai Biotechnology Co., Ltd
Product
1,3-Bis(diphenylphosphino)propane 6737-42-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-31
Henan Aochuang Chemical Co.,Ltd.
Product
1,3-Bis(diphenylphosphino)propane 6737-42-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-18

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