methyl 2-hydroxy-2,2-bis(thiophen-2-yl)acetate

• ChemBase ID: 67700
• Molecular Formular: C11H10O3S2
• Molecular Mass: 254.3253
• Monoisotopic Mass: 254.00713618
• SMILES: C(=O)(C(O)(c1cccs1)c1cccs1)OC
• Canonical SMILES: COC(=O)C(c1cccs1)(c1cccs1)O
• InChI: InChI=1S/C11H10O3S2/c1-14-10(12)11(13,8-4-2-6-15-8)9-5-3-7-16-9/h2-7,13H,1H3
• InChIKey: SYHWYWHVEQQDMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-hydroxy-2,2-bis(thiophen-2-yl)acetate
• IUPAC Traditional name: methyl 2-hydroxy-2,2-bis(thiophen-2-yl)acetate
• Synonyms: Methyl 2,2-dithienylglycolate; α-Hydroxy-α-2-thienyl-2-thiopheneacetic Acid Methyl Ester; Di-2-thienyl-glycolic Acid Methyl Ester; Hydroxydithien-2-ylacetic Acid Methyl Ester; Methyl Di(2-thienylglycolate)

Database IDs

• CAS Number: 26447-85-8
• MDL Number: MFCD08458380
• PubChem SID: 162033435
• PubChem CID: 11414137

CALCULATED PROPERTIES

• Acid pKa: 10.353632
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.529198
• LogD (pH = 7.4): 2.5287213
• Log P: 2.529204
• Molar Refractivity: 62.031 cm^3
• Polarizability: 24.2156 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - M303765

Intermediate in the production of Tiotropium Bromide, a long-acting bronchodilator.

REFERENCES

• Prat, M., et al.: J. Med. Chem., 52, 5076 (2009)