| Identification | More | [Name]
S-TRITYL-3-MERCAPTOPROPIONIC ACID | [CAS]
27144-18-9 | [Synonyms]
3-TRITYLMERCAPTO PROPIONIC ACID
3-TRITYLSULFANYL-PROPIONIC ACID
S-TRITYL-3-MERCAPTOPROPIONIC ACID
S-TRITYL-BETA-MERCAPTOPROPIONIC ACID
(TRT)SCH2CH2COOH
3-(Tritylthio)propionic acid
S-TRITYL-3-MERCAPTOPROPIONIC ACID 98+%
Mpa(Trt)
3-Tritymercaptopropionic]
3-Tritylmercapto-Propionic acid (Trt)SCH2CH2COOH
S-TRITYL-B-MERCAPTOPROPIONIC ACID
S-TRITYL-3-MERCAPTOPROPIONIC
3-MPA(Trt)
3-tritymercapto-propiomic | [Molecular Formula]
C22H20O2S | [MDL Number]
MFCD00237291 | [Molecular Weight]
348.46 | [MOL File]
27144-18-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
211-213°C | [Boiling point ]
503.8±38.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly, Heated), DMSO (Soluble), Methanol (Slightly) | [form ]
Solid | [pka]
4.59±0.10(Predicted) | [color ]
Off-White | [Water Solubility ]
Partly miscible in water. | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C22H20O2S/c23-21(24)16-17-25-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15H,16-17H2,(H,23,24) | [InChIKey]
AECGEIVNZGQBJT-UHFFFAOYSA-N | [SMILES]
C(O)(=O)CCSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1 | [CAS DataBase Reference]
27144-18-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
10-23 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Chronic 4
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Uses]
Preparation and structural modification of 3-Tritylsulfanylpropionic Acid possesses antileukemic activity against leukemia. | [Synthesis]
General procedure for the synthesis of 3-(triphenylmethylthio)propionic acid from triphenylmethanol and 3-mercaptopropionic acid:
1. 100 g of 3-mercaptopropionic acid (942.15 mmol) was dissolved in 300 mL of glacial acetic acid at room temperature.
2. 245.27 g of triphenylmethanol (942.15 mmol) was dissolved in 736.79 mL of tetrahydrofuran (THF) at room temperature.
3. Slowly add the solution obtained from step 1 to the solution from step 2.
4. 16.62 g of concentrated sulfuric acid (98%, 169.587 mmol) is added slowly and dropwise at 28° C to 30° C. The reaction mixture is insulated.
5. The reaction mixture was stirred under insulating conditions for 4 hours.
6. Upon completion of the reaction, 360 g of solid crude product was obtained by filtration.
7. The crude product was dissolved in 720 mL of N,N-dimethylformamide (DMF).
8. 5 times the volume of water was added to the solution, filtered and dried to give 295.5 g of refined product in 90% yield.
9. The structure of the product was confirmed by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR). | [References]
[1] Organic Letters, 2017, vol. 19, # 12, p. 3195 - 3198
[2] Patent: CN106380430, 2017, A. Location in patent: Paragraph 0017; 0018; 0019; 0020
[3] Chemical Communications, 2014, vol. 50, # 35, p. 4571 - 4574
[4] Australian Journal of Chemistry, 1990, vol. 43, # 3, p. 629 - 634
[5] Journal of Medicinal Chemistry, 2000, vol. 43, # 8, p. 1448 - 1455 |
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