2,5-dibromo-1,3-thiazole

• ChemBase ID: 64268
• Molecular Formular: C3HBr2NS
• Molecular Mass: 242.91974
• Monoisotopic Mass: 240.81964404
• SMILES: s1c(ncc1Br)Br
• Canonical SMILES: Brc1ncc(s1)Br
• InChI: InChI=1S/C3HBr2NS/c4-2-1-6-3(5)7-2/h1H
• InChIKey: XIBIQFJKUZZLLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dibromo-1,3-thiazole
• IUPAC Traditional name: 2,5-dibromo-1,3-thiazole
• Synonyms: 2,5-Dibromothiazole; 2,5-Dibromo-1,3-thiazole; NSC 222407; 2,4-Dibromo-1,3-thiazole; 2,4-Dibromothiazole; 2,5-Dibromothiazole; 2,5-Dibromo-1,3-thiazole; 2,5-二溴噻唑

Database IDs

• CAS Number: 4175-78-4; 4175-77-3
• MDL Number: MFCD00016891
• PubChem SID: 162030007; 24874394
• PubChem CID: 312394

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6308537
• LogD (pH = 7.4): 2.6308544
• Log P: 2.6308544
• Molar Refractivity: 35.6739 cm^3
• Polarizability: 14.534312 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45 - 49°C; 45-49 °C(lit.); 45-49°C; 47-49°C
• Flash Point: 110 °C; 110°C; 230 °F
• Hydrophobicity(logP): 2.279

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%; 99%
• Empirical Formula (Hill Notation): C3HBr2NS

DETAILS

Sigma Aldrich - 524182

Application
Used as a building block in material science.1,2
Packaging
5 g in glass bottle

Toronto Research Chemicals - D426055

2,5-Dibromothiazole is used in the preparation of arylthiazolylpiperidine derivatives and analogs for use as survival motor neuron (SMN) protein production modulators.

Toronto Research Chemicals - D426050

2,4-Dibromothiazole is an intermediate used in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modulators.

REFERENCES

• Ledeboer, M., et al.: Bioorg. Med. Chem. Lett., 19, 6529 (2009)
• Xiao, J. et al.: J. Med. Chem., 54, 6215 (2011)
• Dash, J. et al.: Tetrahed. Lett., 52, 2246 (2011)