2-(Diphenylphosphino)benzoic acid
- CAS No.
- 17261-28-8
- Chemical Name:
- 2-(Diphenylphosphino)benzoic acid
- Synonyms
- 2-(DiphenyL;phosphino)benzoic acid;2-Diphenylphosphinobenzoic;Diphenylphosphinobenzoic acid;2-Diphenylphosphinobenzoes?ure;2-Carboxyphenyldiphenylphosphine;2-Diphenylphosphanyl-benzoicacid;2-(diphenylphosphino)-benzoicaci;2-(DIPHENYLPHOSPHINO)BENZOIC ACID;O-(DIPHENYLPHOSPHINO)BENZOIC ACID
- CBNumber:
- CB6676973
- Molecular Formula:
- C19H15O2P
- Molecular Weight:
- 306.3
- MDL Number:
- MFCD00674024
- MOL File:
- 17261-28-8.mol
- MSDS File:
- SDS
| Melting point | 174-181 °C (lit.) |
|---|---|
| Boiling point | 159 °C |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| pka | 3.72±0.36(Predicted) |
| form | Powder |
| color | Light yellow |
| Stability | Hygroscopic |
| InChIKey | UYRPRYSDOVYCOU-UHFFFAOYSA-N |
| CAS DataBase Reference | 17261-28-8(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 5TH63M8SLV |
| EPA Substance Registry System | Benzoic acid, 2-(diphenylphosphino)- (17261-28-8) |
| UNSPSC Code | 12352002 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H332-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P302+P352-P304+P340+P312-P305+P351+P338 | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 36/37/38-20/22 | |||||||||
| Safety Statements | 26-36-36/37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | DG9287500 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29319090 | |||||||||
| NFPA 704 |
|
2-(Diphenylphosphino)benzoic acid price More Price(42)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 454885 | 2-(Diphenylphosphino)benzoic acid 97% | 17261-28-8 | 1g | $127.8 | 2024-03-01 | Buy |
| Sigma-Aldrich | 454885 | 2-(Diphenylphosphino)benzoic acid 97% | 17261-28-8 | 5g | $624 | 2024-03-01 | Buy |
| TCI Chemical | D3242 | 2-(Diphenylphosphino)benzoic Acid >98.0%(GC)(T) | 17261-28-8 | 1g | $51 | 2024-03-01 | Buy |
| TCI Chemical | D3242 | 2-(Diphenylphosphino)benzoic Acid >98.0%(GC)(T) | 17261-28-8 | 5g | $171 | 2024-03-01 | Buy |
| Alfa Aesar | B22389 | 2-(Diphenylphosphino)benzoic acid, 97% | 17261-28-8 | 1g | $58.65 | 2024-03-01 | Buy |
2-(Diphenylphosphino)benzoic acid Chemical Properties,Uses,Production
Chemical Properties
light yellow powder
Uses
The ligand (R ,R )‐1,2‐Bis(aminocarbonylphenyl‐2′‐diphenylphosphino)cyclohexane[138517-61-0] can be prepared by the coupling of (1R ,2R )‐(-)‐1,2‐diaminocyclohexane [20439-47-8] with 2‐(diphenylphosphino)benzoic acid [17261-28-8], using reagents such as DCC.
An alternative procedure has been developed where by (1R ,2R )‐(+)‐1,2‐diaminocyclohexane L‐tartrate salt [39961-95-0] is coupled to a mixed anhydride of 2‐(diphenylphosphino)benzoic acid and diphenylchlorophosphate.The procedure is reproduced below 2‐(Diphenylphosphino)benzoic acid (20 g, 65.3 mmol, 2 equiv) is suspended in dichloromethane (150 mL) and cooled in an ice‐water bath to 0°C (internal temperature). Triethylamine (10.1 mL, 71.8 mmol, 2.2 equiv) is added dropwise and a clear solution is obtained. This process is exothermic and a rise in temperature to 5°C is observed. The solution is re‐cooled to 0°C and diphenylchlorophosphate (13.4 mL, 64.7 mmol, 1.98 equiv) is added slowly, maintaining the internal temperature between 0–5°C. The yellow solution is stirred for 1 h at 0°C. (1R, 2R )‐(+)‐1,2‐Diaminocyclohexane‐L‐tartrate salt (8.63 g, 32.65 mmol, 1 equiv) is suspended in water (50 mL, 5.8 vol) and potassium carbonate (15 g, 107.8 mmol, 3.3 equiv) is added. This process is exothermic and a clear solution is obtained after approximately 10 min. After 30 min, the clear aqueous solution of diamine is added to the mixed anhydride solution at 0°C, and the resulting yellow two‐phase mixture is stirred for 2 h at 0°C, then allowed to warm to room temperature. After 14 h, the mixture is poured into a separating funnel and 200 mL of dichloromethane and 100 mL of water are added. The organic phase is separated, washed with 2 N HCl (100 mL) and saturated aqueous NaHCO3 solution (100 mL), then dried over magnesium sulfate. The dried organic phase is filtered through a silica pad and the pad is washed with dichloromethane (50 mL). The combined filtrates are evaporated to dryness under reduced pressure, producing a yellow foam (22.3 g, 99% crude). The foam is crystallized from boiling acetonitrile (390 mL, 17.5 vol) to afford a white crystalline solid. The solid is dried under vacuum to provide the phosphine ligand (15 g, 67%).
Uses
2-(Diphenylphosphino)benzoic Acid is used in small molecule control of protein function through staudinger reduction.
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
2-(Diphenylphosphino)benzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-+86-371-66670886 | info@dakenam.com | China | 19805 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21628 | 55 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| AB PharmaTech,LLC | 323-480-4688 | sales@acrospharmatech.com | United States | 989 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29858 | 58 |
| NINGBO INNO PHARMCHEM CO., LTD. | 13867897135 | sales@nbinno.com | CHINA | 923 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-81139210 +86-18192627656 | 1059@dideu.com | China | 3009 | 58 |
| Richest Group Ltd | 18017061086 | oled@richest-group.com | CHINA | 5600 | 58 |
View Lastest Price from 2-(Diphenylphosphino)benzoic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2020-11-16 | 2-(Diphenylphosphino)benzoic acid
17261-28-8
|
US $15.00 / KG | 1KG | 99% | 10000KG | Longyan Tianhua Biological Technology Co., Ltd | |
 |
2020-03-16 | 2-(Diphenylphosphino)benzoic Acid
17261-28-8
|
US $1.00-0.00 / KG | 1KG | 99% | 20 tons | Shaanxi Dideu Medichem Co. Ltd | |
 |
2019-07-06 | 2-(Diphenylphosphino)benzoic acid
17261-28-8
|
US $1.00 / KG | 1G | 99% | 100kg | Career Henan Chemical Co |
-
- 2-(Diphenylphosphino)benzoic acid
17261-28-8
- US $15.00 / KG
- 99%
- Longyan Tianhua Biological Technology Co., Ltd
-
- 2-(Diphenylphosphino)benzoic Acid
17261-28-8
- US $1.00-0.00 / KG
- 99%
- Shaanxi Dideu Medichem Co. Ltd
-
- 2-(Diphenylphosphino)benzoic acid
17261-28-8
- US $1.00 / KG
- 99%
- Career Henan Chemical Co
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