3-bromofuran

• ChemBase ID: 80499
• Molecular Formular: C4H3BrO
• Molecular Mass: 146.97002
• Monoisotopic Mass: 145.93672672
• SMILES: o1cc(cc1)Br
• Canonical SMILES: Brc1cocc1
• InChI: InChI=1S/C4H3BrO/c5-4-1-2-6-3-4/h1-3H
• InChIKey: LXWLEQZDXOQZGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromofuran
• IUPAC Traditional name: 3-bromofuran
• Synonyms: β-Bromofuran; 3-Bromofuran; 3-Bromofuran, stabilized with Copper (0.1%), Furan (0.5%) and Sodium Hydrogen Carbonate (0.4%); 3-Bromofuran; 3-Furyl bromide; beta-Bromofuran; 3-溴呋喃

Database IDs

• CAS Number: 22037-28-1
• EC Number: 244-744-6
• MDL Number: MFCD00005347
• Beilstein Number: 105337
• PubChem SID: 162067619; 24850584
• PubChem CID: 89164
• Chemspider ID: 80460
• Wikipedia Title: 3-Bromofuran

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.882244
• LogD (pH = 7.4): 1.882244
• Log P: 1.882244
• Molar Refractivity: 26.1942 cm^3
• Polarizability: 10.210459 Å^3
• Polar Surface Area: 13.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 102.5-102.6 °C; 102-104°C; 103 °C(lit.); 103°C
• Flash Point: 3 °C; 3°C(37°F); 37.4 °F
• Density: 1.635; 1.635 g/mL at 25 °C(lit.); 1.6606 @20 °C
• Refractive Index: 1.496; 1.4960; n20/D 1.496(lit.)
• Hydrophobicity(logP): 2.181

Safety Information

• Storage Warning: Highly Flammable/Irritant/Light Sensitive/Store at -20°C
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11; 11-36/37/38
• Safety Statements: 16-23-24/25; 9-16-26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225; H225-H315-H319-H335
• GHS Precautionary statements: P210; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: 95%; 97%; 97%, stab. with 0.5% calcium carbonate
• Empirical Formula (Hill Notation): C4H3BrO

DETAILS

Sigma Aldrich - 176524

Packaging
2.5, 10 g in glass bottle

Toronto Research Chemicals - B684510

3-Bromofuran is heterocyclic building block used in organic synthesis. 3-Bromofuran is one of the volatile metabolites discussed in studies for detecting and discriminating diseases of onion.

REFERENCES

• Prithiviraj, B. et al.: Eur. J. Plant Pathol., 110, 371 (2004)
• Precursor of 3-lithiofuran by treatment with n-BuLi at low temperatures. Isomerization to 2-lithiofuran tends to occur above -40^o: Tetrahedron, 46, 1199 (1990). With LDA at -78^o, selective 2-lithiation can be achieved to give 3-bromo-2-lithiofuran, which has been used in synthesis of phenethylthiazolylthiourea (PETT) analogues as potential HIV-1 reverse transcriptase inhibitors: J. Med. Chem., 39, 4261 (1996).