4-(DIPHENYLPHOSPHINO)BENZOIC ACID

Base Information

• Chemical Name: 4-(DIPHENYLPHOSPHINO)BENZOIC ACID
• CAS No.: 2129-31-9
• Molecular Formula: C19H15 O2 P
• Molecular Weight: 306.301
• Hs Code.: 29163990
• Mol file: 2129-31-9.mol

Synonyms:Benzoicacid, p-(diphenylphosphino)- (7CI,8CI); (4-Carboxyphenyl)diphenylphosphine;4-(Diphenylphosphino)benzoic acid; p-(Diphenylphosphino)benzoic acid

Chemical Property of 4-(DIPHENYLPHOSPHINO)BENZOIC ACID

Chemical Property:

• Vapor Pressure: 8.24E-09mmHg at 25°C
• Melting Point: 157-160 °C(lit.)
• Boiling Point: 448°C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 224.7°C
• PSA: 50.89000
• LogP: 3.14300
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

4-(Diphenylphosphino)benzoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(DIPHENYLPHOSPHINO)BENZOIC ACID

There total 22 articles about 4-(DIPHENYLPHOSPHINO)BENZOIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

methyl 4-(diphenylphosphino)benzoate (5032-51-9) → 4-diphenylphosphanobenzoic acid (2129-31-9)

Guidance literature:

With potassium hydroxide; In methanol; for 12h; Heating;

DOI:10.1016/S0040-4020(99)00883-2

Reference yield: 94.0%

4-iodobenzoic acid (619-58-9) + diphenylphosphane (829-85-6) → 4-diphenylphosphanobenzoic acid (2129-31-9)

Guidance literature:

With palladium diacetate; triethylamine; In acetonitrile; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.202004251

Reference yield: 93.0%

diphenyl[(4-carboxy)phenyl]phosphine oxide (2272-04-0) → 4-diphenylphosphanobenzoic acid (2129-31-9)

Guidance literature:

With oxalyl dichloride; hydrogen; In chloroform-d1; at 130 ℃; for 24h; under 60006 Torr; Reagent/catalyst;

DOI:10.1002/anie.201809275

upstream raw materials:

n-butyllithium

(4-bromophenyl)diphenylphosphane

diphenyl[(4-carboxy)phenyl]phosphine oxide

4-(diphenylphosphino)benzonitrile

Downstream raw materials:

(2R,2'S,3'aR,7'aR,4''S,5''R)-4''-<<4-(diphenylphosphino)benzoyl>oxy>-5''-methyl-3'a,6',7',7'a,3'',4'',5'',6''-octahydrodispiro-pyran>

N-{3,5-bis-[3,5-bis-(4-bromo-benzyloxy)-benzyloxy]-benzyl}-4-diphenylphosphanyl-benzamide

4-(diphenylphosphino)benzamide

Acetic acid (2S,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(4-diphenylphosphanyl-benzoylamino)-tetrahydro-pyran-4-yl ester

Refernces

• 1、 Chen, Jin,Dai, Bencai,Liu, Changchun,Shen, Zhihao,Zhou, Yang. "Efficient potassium hydroxide promoted P-arylation of aryl halides with diphenylphosphine". . . Retrieved 2021/06/26.
• 2、 Biancalana, Lorenzo,Pratesi, Alessandro,Chiellini, Federica,Zacchini, Stefano,Funaioli, Tiziana,Gabbiani, Chiara,Marchetti, Fabio. "Ruthenium arene complexes with triphenylphosphane ligands: Cytotoxicity towards pancreatic cancer cells, interaction with model proteins, and effect of ethacrynic acid substitution". supporting information. p. 14574 - 14588. Retrieved 2017/11/28.