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27144-18-9

Basic Information
CAS No.: 27144-18-9
Name: S-TRITYL-3-MERCAPTOPROPIONIC ACID
Article Data: 40
Molecular Structure:
Molecular Structure of 27144-18-9 (S-TRITYL-3-MERCAPTOPROPIONIC ACID)
Formula: C22H20O2S
Molecular Weight: 348.466
Synonyms: Propionicacid, 3-(tritylthio)- (8CI);3-(Triphenylmethylthio)propionic acid;3-(Tritylthio)propanoic acid;3-(Tritylthio)propionic acid;3-Tritylsulfanylpropionic acid;3-[(Triphenylmethyl)mercapto]propionic acid;NSC 96707;S-Trityl-3-mercaptopropionic acid;b-(Tritylmercapto)propionic acid;Mpa(Trt);
Density: 1.197 g/cm3
Melting Point: 211-213 °C
Boiling Point: 503.8 °C at 760 mmHg
Flash Point: 258.5 °C
Solubility: Partly miscible in water.
Appearance: white to off white powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 26
PSA: 62.60000
LogP: 5.18640
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Specification

The IUPAC name of this chemical is 3-tritylsulfanylpropanoic acid. With the CAS registry number 27144-18-9, it is also named as Propanoic acid, 3-[(triphenylmethyl)thio]-. The product's categorie is Other Reagents. It is white to off white powder which is used as peptide reagent. Additionally, this chemical should be stored at the temperature of 2-8 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.64; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 4.68; (4)ACD/LogD (pH 7.4): 2.88; (5)ACD/BCF (pH 5.5): 1255.68; (6)ACD/BCF (pH 7.4): 19.73; (7)ACD/KOC (pH 5.5): 3067.53; (8)ACD/KOC (pH 7.4): 48.2; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 51.6 Å2; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 102.99 cm3; (15)Molar Volume: 290.8 cm3; (16)Polarizability: 40.83×10-24 cm3; (17)Surface Tension: 50.7 dyne/cm; (18)Enthalpy of Vaporization: 81.41 kJ/mol; (19)Vapour Pressure: 5.69E-11 mmHg at 25°C; (20)Rotatable Bond Count: 7; (21)Exact Mass: 348.118401; (22)MonoIsotopic Mass: 348.118401; (23)Topological Polar Surface Area: 62.6; (24)Heavy Atom Count: 25; (25)Complexity: 359. 

Preparation of 3-Tritylsulfanylpropionic acid: It can be obtained by chloro-triphenyl-methane and 3-mercapto-propionic acid. This reaction needs reagent CH2Cl2 at temperature of 25 °C. The reaction time is 16 hours. The yield is 94%. 

Uses of 3-Tritylsulfanylpropionic acid: It reacts with 2,2-dimethyl-[1,3]dioxane-4,6-dione to get 2,2-dimethyl-5-(3-tritylsulfanyl-propyl)-[1,3]dioxane-4,6-dione. This reaction needs reagent DMAP, NaBH4 and AcOH and solvent CH2Cl2 at temperature of 0 °C. The yield is 75 %.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(O)CCSC(c1ccccc1)(c2ccccc2)c3ccccc3
2. InChI:InChI=1/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)
3. InChIKey:AECGEIVNZGQBJT-UHFFFAOYAF
4. Std. 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) 
5. Std. InChIKey:AECGEIVNZGQBJT-UHFFFAOYSA-N