2,2,2-tribromoethan-1-ol

• ChemBase ID: 78451
• Molecular Formular: C2H3Br3O
• Molecular Mass: 282.75662
• Monoisotopic Mass: 279.77340072
• SMILES: OCC(Br)(Br)Br
• Canonical SMILES: OCC(Br)(Br)Br
• InChI: InChI=1S/C2H3Br3O/c3-2(4,5)1-6/h6H,1H2
• InChIKey: YFDSDPIBEUFTMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-tribromoethan-1-ol
• IUPAC Traditional name: ethanol, 2,2,2-tribromo-
• Synonyms: 2,2,2-Tribromoethyl alcohol; Tribromoethyl alcohol; 2,2,2-Tribromoethanol; β-TRIBROMOETHYL ALCOHOL; 2,2,2-Tribromoethan-1-ol; 三溴乙醇; 2,2,2-三溴乙醇

Database IDs

• CAS Number: 75-80-9
• EC Number: 200-903-1
• MDL Number: MFCD00004671
• Beilstein Number: 1733249
• PubChem SID: 24900231; 162043218; 24889399
• PubChem CID: 6400

CALCULATED PROPERTIES

• Acid pKa: 13.247198
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5076975
• LogD (pH = 7.4): 1.5076969
• Log P: 1.5076975
• Molar Refractivity: 36.6413 cm^3
• Polarizability: 14.504069 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-79 °C(lit.); 73-79°C; 75°C; 77-80 °C; 77-80°C
• Boiling Point: 92-93 °C/10 mmHg(lit.); 92-93°C/10mm; 92-93°C/10mm

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive; Light Sensitive
• RTECS: KM3675000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-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: ≥96.0% (GC); 97%; 99%
• Grade: purum
• Linear Formula: Br3CCH2OH

DETAILS

MP Biomedicals - 05219160

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T48402

Packaging
5, 25, 100, 500 g in glass bottle

REFERENCES

• Carboxyl groups can be protected as tribromoethyl esters, e.g. by reaction of the acid chloride in the presence of N,N-dimethylaniline. The group is readily cleaved with Zn/AcOH: J. Chem. Soc., Pekin 1., 2875 (1993); (cf. 2,2,2-Trichloroethanol, L08163). The group has also been exploited in the activation of carboxylic acids for amidation with amines, by reductive cleavage of the tribromoethyl ester with a P(III) reagent, preferably Hexamethylphosphorous triamide, A12571, and triethylamine. In an analogous esterification method with alcohols, tributylphosphine - DMAP was the preferred system: J. Org. Chem., 64, 1430 (1999).