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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
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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)
form 
Powder
pka
3.72±0.36(Predicted)
color 
Light yellow
Stability:
Hygroscopic
InChIKey
UYRPRYSDOVYCOU-UHFFFAOYSA-N
CAS DataBase Reference
17261-28-8(CAS DataBase Reference)
EPA Substance Registry System
Benzoic acid, 2-(diphenylphosphino)- (17261-28-8)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
454885
Product name
2-(Diphenylphosphino)benzoic acid
Purity
97%
Packaging
1g
Price
$127.8
Updated
2024/03/01
Sigma-Aldrich
Product number
454885
Product name
2-(Diphenylphosphino)benzoic acid
Purity
97%
Packaging
5g
Price
$624
Updated
2024/03/01
TCI Chemical
Product number
D3242
Product name
2-(Diphenylphosphino)benzoic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$51
Updated
2024/03/01
TCI Chemical
Product number
D3242
Product name
2-(Diphenylphosphino)benzoic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$171
Updated
2024/03/01
Alfa Aesar
Product number
B22389
Product name
2-(Diphenylphosphino)benzoic acid, 97%
Packaging
1g
Price
$58.65
Updated
2024/03/01
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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%).

2-(Diphenylphosphino)benzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Diphenylphosphino)benzoic acid Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23662
Advantage
75
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View Lastest Price from 2-(Diphenylphosphino)benzoic acid manufacturers

Longyan Tianhua Biological Technology Co., Ltd
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
Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

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