2-bromoethan-1-ol

• ChemBase ID: 87290
• Molecular Formular: C2H5BrO
• Molecular Mass: 124.9645
• Monoisotopic Mass: 123.95237678
• SMILES: BrCCO
• Canonical SMILES: OCCBr
• InChI: InChI=1S/C2H5BrO/c3-1-2-4/h4H,1-2H2
• InChIKey: LDLCZOVUSADOIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromoethan-1-ol
• IUPAC Traditional name: 2-bromoethanol
• Synonyms: Ethylene bromohydrin; 2-Bromoethan-1-ol; 2-bromoethanol; 2-Hydroxyethyl bromide; 2-Bromoethanol; 亚乙基溴醇; 2-溴乙醇

Database IDs

• CAS Number: 540-51-2
• EC Number: 208-748-1
• MDL Number: MFCD00002827
• Beilstein Number: 878140
• Merck Index: 143792
• PubChem SID: 162074401; 24867805; 24891919; 24849925
• PubChem CID: 10898

CALCULATED PROPERTIES

• Acid pKa: 14.914254
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.33140802
• LogD (pH = 7.4): 0.33140802
• Log P: 0.33140802
• Molar Refractivity: 20.5881 cm^3
• Polarizability: 8.047208 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -80°C
• Boiling Point: 149-150°C; 56-57 °C/20 mmHg(lit.); 56-57°C
• Flash Point: >110°C(230°F); 110 °C; 110°C; 230 °F
• Density: 1.762; 1.763; 1.763 g/mL at 25 °C(lit.)
• Refractive Index: 1.4930; n20/D 1.492(lit.); n20/D 1.494
• Vapor Pressure: 2.4 mmHg ( 20 °C)
• Vapor Density: 4.3 (vs air)

Safety Information

• Storage Warning: Light Sensitive; Toxic/Corrosive/Mutagenic/Carcinogenic/Hygroscopic/Light Sensitive/Lachrymatory
• RTECS: KJ8225000
• European Hazard Symbols: Toxic (T)
• UN Number: 2922; UN2927
• German water hazard class: 3
• Hazard Class: 6.1; 8
• Packing Group: 2; II
• Risk Statements: 23/24/25-34; 23/24/25-34-68
• Safety Statements: 26-36/37/39-45; 4-9-20-23-26-27-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330-H314-H318-H341; H301 + H311 + H331-H314
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A; P261-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2922 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); 95%; 97%
• Grade: analytical standard; purum
• Packaging: ampule of 1000 mg
• Linear Formula: BrCH2CH2OH

DETAILS

Sigma Aldrich - B65586

Application
2-Bromoethanol is used in selective reduction of nitroarenes (PcFe(II)/NaBH4/2-bromoethanol catalyst system).
Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 16140

Caution
may discolor to brown on storage

REFERENCES

• Carboxylic acids protected as their 2-bromoethyl esters are readily deprotected by cleavage with sodium trithiocarbonate: Synthesis, 715 (1974). 2-Bromoethyl esters of amino acids have been cleaved by conversion with NaI (Finkelstein) to the corresponding iodo esters, followed by reductive cleavage with Zn in DMF: Chem. Ber., 112, 2145 (1979); Angew. Chem. Int. Ed., 20, 894 (1981). See also Appendix 6.