2-(Diphenylphosphino)benzoic acid
- Product Name
- 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
- Formula Weight
- 306.3
- MOL File
- 17261-28-8.mol
2-(Diphenylphosphino)benzoic acid Property
- 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
- InChI
- InChI=1S/C19H15O2P/c20-19(21)17-13-7-8-14-18(17)22(15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H,(H,20,21)
- InChIKey
- UYRPRYSDOVYCOU-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=CC=C1P(C1=CC=CC=C1)C1=CC=CC=C1
- CAS DataBase Reference
- 17261-28-8(CAS DataBase Reference)
- EPA Substance Registry System
- Benzoic acid, 2-(diphenylphosphino)- (17261-28-8)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
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.
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.
N-Bromosuccinimide Price
- Product number
- 454885
- Product name
- 2-(Diphenylphosphino)benzoic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $220
- Updated
- 2025/07/31
- Product number
- 454885
- Product name
- 2-(Diphenylphosphino)benzoic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $535
- Updated
- 2025/07/31
- Product number
- D3242
- Product name
- 2-(Diphenylphosphino)benzoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $46
- Updated
- 2025/07/31
- Product number
- D3242
- Product name
- 2-(Diphenylphosphino)benzoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $154
- Updated
- 2025/07/31
- Product number
- 15-0133
- Product name
- 2-(Diphenylphosphino)benzoic acid, min. 97%
- Packaging
- 1g
- Price
- $56
- Updated
- 2024/03/01
2-(Diphenylphosphino)benzoic acid Chemical Properties,Usage,Production
Chemical Properties
light yellow powder
Uses
2-(Diphenylphosphino)benzoic Acid is used in small molecule control of protein function through staudinger reduction.
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%).
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
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View Lastest Price from 2-(Diphenylphosphino)benzoic acid manufacturers
- Product
- 2-(Diphenylphosphino)benzoic Acid 17261-28-8
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2020-01-15
- Product
- 2-(Diphenylphosphino)benzoic acid 17261-28-8
- Price
- US $15.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2020-11-10
- Product
- 2-(Diphenylphosphino)benzoic acid 17261-28-8
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2018-08-12