4,5-dibromofuran-2-carboxylic acid

• ChemBase ID: 139812
• Molecular Formular: C5H2Br2O3
• Molecular Mass: 269.87558
• Monoisotopic Mass: 267.83706792
• SMILES: c1c(c(oc1C(=O)O)Br)Br
• Canonical SMILES: OC(=O)c1oc(c(c1)Br)Br
• InChI: InChI=1S/C5H2Br2O3/c6-2-1-3(5(8)9)10-4(2)7/h1H,(H,8,9)
• InChIKey: BHUVICYZDBUMIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,5-dibromofuran-2-carboxylic acid
• IUPAC Traditional name: 4,5-dibromofuran-2-carboxylic acid
• Synonyms: 2,3-Dibromofuran-5-carboxylic acid; 4,5-Dibromo-2-furoic acid; 4,5-Dibromo-2-furancarboxylic acid; 4,5-Dibromofuran-2-carboxylic acid; 2,3-二溴呋喃-5-羧酸; 4,5-二溴-2-糠酸; 4,5-二溴-2-呋喃甲酸

Database IDs

• CAS Number: 2434-03-9
• EC Number: 000-000-0
• MDL Number: MFCD00092311
• Beilstein Number: 129312
• PubChem SID: 162234060; 24883713
• PubChem CID: 4194832

CALCULATED PROPERTIES

• Acid pKa: 3.078217
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.46185663
• LogD (pH = 7.4): -1.5356013
• Log P: 1.9289361
• Molar Refractivity: 40.7327 cm^3
• Polarizability: 16.091667 Å^3
• Polar Surface Area: 50.44 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 169-172°C; 169-173 °C

Safety Information

• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; 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: 97%
• Empirical Formula (Hill Notation): C5H2Br2O3

DETAILS

Sigma Aldrich - 656291

Application
Used in a study of the effect of a furanyl halo-substituent on the intramolecular Diels-Alder reaction between the furan ring system and a pendant allylamide. The yield of the cycloaddition is improved with a C-5 bromide vs -chloro or -unsubstituted furan.1
Packaging
5, 25 g in glass bottle