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ChemicalBook--->CAS DataBase List--->27144-18-9

27144-18-9

27144-18-9 Structure

27144-18-9 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

Preparation and structural modification of 3-Tritylsulfanylpropionic Acid possesses antileukemic activity against leukemia.
[Synthesis]

Triphenylmethanol

76-84-6

3-Mercaptopropionic acid

107-96-0

S-TRITYL-3-MERCAPTOPROPIONIC ACID

27144-18-9

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
Spectrum DetailBack Directory
[Spectrum Detail]

S-TRITYL-3-MERCAPTOPROPIONIC ACID(27144-18-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

27144-18-9(sigmaaldrich)
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107-96-0 2799-07-7 201531-88-6 103213-32-7 21947-98-8 167015-11-4 27144-18-9

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