Bromotrichloromethane Bromotrichloromethane

Structural formula

• Numbering system
• Physical property data
• Toxicological data
• Ecological data
• Molecular structure data
• Computing chemical data
• More
  • Properties and Stability
  • Storage method
  • Synthesis method
  • Purpose

Numbering system

CAS number:75-62-7

MDL number:MFCD00000783

EINECS number:200-886-0

RTECS number:PA5400000

BRN number:1732543

PubChem number:24892061

Physical property data

1. Properties: Colorless, clear and heavy liquid. Chloroform-like odor. Sensitive to light.

2. Density (g/mL, 25/4℃): 1.9981

3. Relative density (20℃, 4℃): 2.0122

4 . Melting point (ºC): -5.6

5. Boiling point (ºC, normal pressure): 104.7

6. Refractive index at room temperature (n²⁰): 1.5063

7. Refractive index: 1.5051

8. Liquid phase standard hot melt (J·mol^-1·K^-1): 130.7

9. Gas phase standard claimed heat (enthalpy) (kJ·mol^-1): -38.9

10. Gas phase standard entropy (J·mol^-1·K^-1): 333.03

11. Gas phase standard free energy of formation (kJ·mol^-1 ): -14.0

12. Gas phase standard hot melt (J·mol^-1·K^-1): 85.31 p>

13. Heat of combustion (KJ/mol): Undetermined

14. Critical temperature (ºC): Undetermined

15. Critical pressure (KPa): Undetermined Determined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Lower explosion limit (%, V/V): Undetermined

19. Solubility: Miscible with most organic solvents.

Toxicological data

Rat caliber LD50: 100mg/kg

Rat abdominal cavity LD50: 119mg/kg

2. Teratogenicity

Salmonella: 10ug/plate

Hamster lung: 50 umol/L

Mammal: 1m mol/L

Ecological data

None

Molecular structure data

1. Molar refractive index: 28.92

2. Molar volume (cm³/mol): 92.4

3. Isotonic specific volume (90.2K): 234.4

4. Surface tension (dyne/cm): 41.4

5. Polarizability (10^-24cm³): 11.46

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): 2.9

2. Number of hydrogen bond donors: 0

3. Number of hydrogen bond acceptors: 0

4. Number of rotatable chemical bonds: 0

5. Number of tautomers: none

6. Topological molecule polar surface area 0

7. Number of heavy atoms: 5

8. Surface charge: 0

9. Complexity: 28.4

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. Can cause liver poisoning in humans.

Storage method

This product should be sealed and stored away from light.

Synthesis method

1. Reflux anhydrous aluminum tribromide and dry carbon tetrachloride together to obtain bromotrichloromethane (yield 51.4%), with dibromodichloromethane as a by-product.

2. Preparation method:

p>

In a reaction bottle equipped with a stirrer and a reflux condenser, add 168.5g of anhydrous aluminum bromide and 940 carbon tetrachloride. Heat to reflux with stirring for 45 minutes. After cooling, filter. The filtrate was washed with 5% sodium carbonate solution and then washed twice with water. Anhydrous calcium chloride drying. Fractional distillation, first evaporate about 480 mL of carbon tetrachloride, and then obtain about 8 g of dibromodichloromethane. Finally, collect 102-106°C to obtain 193 g of compound (1), with a yield of 51.4%. ^[1]

Purpose

1. Used in organic synthesis. Pesticide preparation.

2.As a solvent for Hunsdiecker reaction. Reagents that react with butyl files to produce dichlorocarbene and photobromination reagents. The aryl methyl group is olfactory and the methoxy group and chlorine group on the aromatic ring are not affected.