2- Diphenylphosphino benzoic acid

• CAS: 17261-28-8
• Catalog Number: ACM17261288-3
• Category: Other Phosphine Ligands
• Molecular Weight: 306.30
• Molecular Formula: C19H15O2P
• Synonyms: o-Diphenylphosphinobenozic acid; VZ23287; CTK3J1542; BCP18923; N058; CHEMBL361405; W-110451; 261D288; ANW-22590; 17261-28-8
• IUPAC Name: 2-Diphenylphosphanylbenzoic acid
• SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C(=O)O
• 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)
• InChI Key: UYRPRYSDOVYCOU-UHFFFAOYSA-N
• Application: The purpose of 2-diphenylphosphino benzoic acid, a light yellow powder, is to serve as a crucial reagent in the formation of various ligands through coupling reactions. Specifically, it plays a vital role in synthesizing ligands used in cross coupling reactions, such as the Buchwald-Hartwig, Heck, Hiyama, Negishi, Sonogashira, Stille, and Suzuki-Miyaura reactions, which are significant in organic chemistry for constructing complex molecular structures. By reacting with amines or other intermediates, often in the presence of coupling partners and catalysts, 2-diphenylphosphino benzoic acid helps in producing important chemical building blocks and materials used in pharmaceuticals, agrochemicals, and materials science.
• Complexity: 340
• Covalently-Bonded Unit Count: 1
• EC Number: 241-293-7
• Exact Mass: 306.081g/mol
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 22
• Monoisotopic Mass: 306.081g/mol
• Rotatable Bond Count: 4
• Topological Polar Surface Area: 37.3A^2

Custom Q&A

What is the molecular formula of 2-diphenylphosphino benzoic acid?

The molecular formula is C19H15O2P.

When was the chemical created and modified?

It was created on 2005-03-27 and modified on 2023-12-02.

What are some synonyms for 2-diphenylphosphino benzoic acid?

Some synonyms include 2-(Diphenylphosphino)benzoic acid, 2-diphenylphosphinobenzoic acid, and Benzoic acid, 2-(diphenylphosphino).

What is the molecular weight of 2-diphenylphosphino benzoic acid?

The molecular weight is 306.3 g/mol.

What is the IUPAC name of the compound?

The IUPAC name is 2-diphenylphosphanylbenzoic acid.

What is the InChI key of 2-diphenylphosphino benzoic acid?

The InChI key is UYRPRYSDOVYCOU-UHFFFAOYSA-N.

What is the Canonical SMILES representation of the compound?

The Canonical SMILES is C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C(=O)O.

How many hydrogen bond donor counts does the compound have?

It has 1 hydrogen bond donor count.

What is the XLogP3-AA value of 2-diphenylphosphino benzoic acid?

The XLogP3-AA value is 4.1.

What is the topological polar surface area of the compound?

The topological polar surface area is 37.3Ų.

Synthetic Use

Downstream Synthesis Route 1

• 17261-28-8
• 20439-47-8

• 138517-61-0

Reference: [1]Journal of the American Chemical Society,1992,vol. 114,p. 9327 - 9343
[2]European Journal of Organic Chemistry,2007,p. 1145 - 1152
[3]Chemistry - A European Journal,1998,vol. 4,p. 2539 - 2549
[4]Angewandte Chemie,1992,vol. 104,p. 194 - 196
[5]Patent: CN104447606,2016,B .Location in patent: Paragraph 0053; 00137

Downstream Synthesis Route 2

• 17261-28-8
• 35132-20-8

• 143668-57-9

Reference: [1]Journal of the American Chemical Society,1992,vol. 114,p. 9327 - 9343
[2]Angewandte Chemie,1992,vol. 104,p. 194 - 196

Downstream Synthesis Route 3

• 17261-28-8
• 138517-66-5

• 138517-65-4

Reference: [1]Journal of the American Chemical Society,1992,vol. 114,p. 9327 - 9343
[2]Angewandte Chemie,1992,vol. 104,p. 194 - 196

* For details of the synthesis route, please refer to the original source to ensure accuracy.