Ethanol,2,2,2-tribromo-

The IUPAC name of this chemical is 2,2,2-Tribromoethanol. With the CAS registry number 75-80-9 and EINECS registry number 200-903-1, it is also named as Ethanol,2,2,2-tribromo-. In addition, the molecular formula is C₂H₃Br₃O and the molecular weight is 282.76. It is a kind of almost white to beige crystalline powder and belongs to the class of Halogen Compounds.

Physical properties about this chemical are: (1)ACD/LogP: 2.30; (2)ACD/LogD (pH 5.5): 2.3; (3)ACD/LogD (pH 7.4): 2.3; (4)ACD/BCF (pH 5.5): 32.94; (5)ACD/BCF (pH 7.4): 32.94; (6)ACD/KOC (pH 5.5): 424.66; (7)ACD/KOC (pH 7.4): 424.66; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 9.23 Å²; (12)Index of Refraction: 1.65; (13)Molar Refractivity: 36.01 cm³; (14)Molar Volume: 98.6 cm³; (15)Polarizability: 14.27 ×10^-24cm³; (16)Surface Tension: 64.8 dyne/cm; (17)Density: 2.866 g/cm³; (18)Flash Point: 99.7 °C; (19)Enthalpy of Vaporization: 50.64 kJ/mol; (20)Boiling Point: 199 °C at 760 mmHg; (21)Vapour Pressure: 0.0879 mmHg at 25°C.

Preparation of 2,2,2-Tribromoethanol: it can be prepared by formaldehyde and tribromomethane. This reaction will need reagents liq. NH₃ and t-BuOK. The reaction time is 30 minutes at reaction temperature of -75- -65 °C. And the yield is about 46%.

Uses of 2,2,2-Tribromoethanol: it can be used in organic synthesis and also can be used as anesthetic in medicine. In addition, it can react with benzoyl chloride to get benzoic acid-(2,2,2-tribromo-ethyl ester). This is a kind of esterification reaction. And the reaction will need reagent NEt₃ and solvent tetrahydrofuran. The reaction time is 6 hours at reaction temperature of 20 °C by heating. Moreover, the yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and irritating to eyes, respiratory system and skin. Whenever you will contact it, please wear suitable protective clothing. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: BrC(Br)(Br)CO
(2)InChI: InChI=1/C2H3Br3O/c3-2(4,5)1-6/h6H,1H2
(3)InChIKey: YFDSDPIBEUFTMI-UHFFFAOYAI

The toxicity data is as follows: