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Triphenylacetic acid

Triphenylacetic acid Structure
CAS No.
595-91-5
Chemical Name:
Triphenylacetic acid
Synonyms
Triphenylacetate;TRITYLFORMIC ACID;TIMTEC-BB SBB008604;TRIPHENYLACETIC ACID;Acetic acid, triphenyl-;Triphenylaceticacid,99%;Lactic Acid Impurity 57;Triphenylacetic acid 99%;2,2,2-TRIPHENYLACETIC ACID;Triphenylacetic acid, HPLC 99%
CBNumber:
CB8675374
Molecular Formula:
C20H16O2
Molecular Weight:
288.35
MOL File:
595-91-5.mol
MSDS File:
SDS
Modify Date:
2024/6/12 11:13:47

Triphenylacetic acid Properties

Melting point 270-273 °C (lit.)
Boiling point 390.57°C (rough estimate)
Density 1.0992 (rough estimate)
refractive index 1.7580 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Fine Crystalline Powder
pka pK1:3.96 (25°C)
color White to beige
InChI InChI=1S/C20H16O2/c21-19(22)20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H,(H,21,22)
InChIKey DCYGAPKNVCQNOE-UHFFFAOYSA-N
SMILES C(C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C(=O)O
CAS DataBase Reference 595-91-5(CAS DataBase Reference)
NIST Chemistry Reference Triphenylacetic acid(595-91-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
HazardClass  IRRITANT
HS Code  29163900

Triphenylacetic acid price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) T1585 Triphenylacetic Acid 595-91-5 5G ₹8200 2022-05-26 Buy
TCI Chemicals (India) T1585 Triphenylacetic Acid 595-91-5 25G ₹29200 2022-05-26 Buy
Product number Packaging Price Buy
T1585 5G ₹8200 Buy
T1585 25G ₹29200 Buy

Triphenylacetic acid Chemical Properties,Uses,Production

Chemical Properties

white to beige fine crystalline powder

Uses

2,2,2-Triphenylacetic Acid is used in preparation of Rhodium(II) Tetramethyl-benzenedipropioate complex, other Carboxylate complexes, and their catalytic activity.

Application

Triphenylacetic acid could be used to seal dye molecules within MOF-5. Introducing triphenylacetic acid (TPAA) capping groups traps organic dyes such as crystal violet (CV) within the MOF crystals. Surface-bound TPAA groups block the MOF pores, preventing the encapsulated dye from diffusing into the solution. Liberating the TPAA from the surface by protonation can reverse guest trapping, but acidic conditions can also degrade the MOF by extruding the carboxylate struts. In addition, triphenylacetic acid could inhibit microsomal bilirubin UDPglucuronosyltransferase activity in rat liver. This compound competitively inhibits bilirubin UDP-glucuronosyltransferase with respect to bilirubin[2-3].

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 1725, 1963 DOI: 10.1021/jo01041a520

Reactivity Profile

Triphenylacetic acid can be selectively fluorinated in dimethylsulfoxide/ HgF2 solutions under UV-visible illumination[1].

References

[1] Habibi, Mohammed H., and T. E. Mallouk. "Photochemical selective fluorination of organic molecules using mercury (II) fluoride." Journal of Fluorine Chemistry 51.2(1991):291-294.
[2] Yan, J. , et al. "On-demand guest release from MOF-5 sealed with nitrophenylacetic acid photocapping groups. " Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 18.12(2019):2849-2853.
[3] Fournel, S, et al. "Inhibition of bilirubin UDPglucuronosyltransferase activity by triphenylacetic acid and related compounds. " BBA - General Subjects 883.2(1986):190-196.

Triphenylacetic acid Preparation Products And Raw materials

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Acetic acid, triphenyl- alpha-Toluic acid, alpha,alpha-diphenyl- Benzeneacetic acid, alpha,alpha-diphenyl- TRIPHENYLACETIC ACID TRIPHENYLMETHANE-A-CARBOXYLIC ACID TRITYLFORMIC ACID TIMTEC-BB SBB008604 2,2,2-TRIPHENYLACETIC ACID Triphenylaceticacid,99% Triphenylacetic acid, HPLC 99% Triphenylacetic acid 99% Benzeneacetic acid, a,a-diphenyl- Triphenylmethanecarboxylic acid α,α-Diphenylbenzeneacetic acid a,a-Diphenylbenzeneacetic acid Benzeneacetic acid, α,α-diphenyl- Triphenylacetate Lactic Acid Impurity 57 595-91-5 595-91-6 595-91-7 595-95-1 C6H53CCO2H C6H53CCOOH C20H15O2 Carboxylic Acids Carbonyl Compounds Organic Building Blocks CARBOXYLIC ACID C13 to C42+ Building Blocks Building Blocks C13 to C42+ Carbonyl Compounds Carboxylic Acids Chemical Synthesis Organic Building Blocks Phenylacetic acid 595-91-5