thiophene-2,5-dicarbonyl dichloride

• ChemBase ID: 139831
• Molecular Formular: C6H2Cl2O2S
• Molecular Mass: 209.04988
• Monoisotopic Mass: 207.91525566
• SMILES: c1cc(sc1C(=O)Cl)C(=O)Cl
• Canonical SMILES: ClC(=O)c1ccc(s1)C(=O)Cl
• InChI: InChI=1S/C6H2Cl2O2S/c7-5(9)3-1-2-4(11-3)6(8)10/h1-2H
• InChIKey: UCRQTPGCFCBLOX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: thiophene-2,5-dicarbonyl dichloride
• IUPAC Traditional name: thiophene-2,5-dicarbonyl dichloride
• Synonyms: 2,5-Bis(chlorocarbonyl)thiophene; 2,5-Thiophenedicarbonyl dichloride; Thiophene-2,5-dicarbonyl dichloride; 2,5-二(氯甲酰)噻吩; 2,5-噻吩二甲酰氯

Database IDs

• CAS Number: 3857-36-1
• MDL Number: MFCD06654886
• PubChem SID: 24884613; 162234079
• PubChem CID: 3781576

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4003918
• LogD (pH = 7.4): 2.4003918
• Log P: 2.4003918
• Molar Refractivity: 44.9614 cm^3
• Polarizability: 16.79445 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 337 - 339°C; 43-47 °C
• Boiling Point: 150-152 °C/11 mmHg
• Flash Point: >110 °C; >230 °F
• Hydrophobicity(logP): 0.636

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Empirical Formula (Hill Notation): C6H2Cl2O2S

DETAILS

Sigma Aldrich - 662941

Application
Building block for the synthesis of chiral bis-oxazoline ligands used in copper- and ruthenium-catalyzed asymmetric cyclopropanations.1,2
Packaging
1, 5 g in glass bottle