bromotrichloromethane

• ChemBase ID: 88931
• Molecular Formular: CBrCl3
• Molecular Mass: 198.2737
• Monoisotopic Mass: 195.82489504
• SMILES: ClC(Cl)(Cl)Br
• Canonical SMILES: ClC(Br)(Cl)Cl
• InChI: InChI=1S/CBrCl3/c2-1(3,4)5
• InChIKey: XNNQFQFUQLJSQT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bromotrichloromethane
• IUPAC Traditional name: bromotrichloromethane
• Synonyms: Bromotrichloromethane; Bromotrichloromethane; 三氯溴甲烷; 溴三氯甲烷

Database IDs

• CAS Number: 75-62-7
• EC Number: 200-886-0
• MDL Number: MFCD00000783
• Beilstein Number: 1732543
• PubChem SID: 24892061; 24850681; 162075824
• PubChem CID: 6383

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.146655
• LogD (pH = 7.4): 3.146655
• Log P: 3.146655
• Molar Refractivity: 2.3038 cm^3
• Polarizability: 11.561372 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -6 °C(lit.); -6°C; -6°C
• Boiling Point: 104-105°C; 105 °C(lit.); 105°C
• Flash Point: None
• Density: 2.012; 2.012 g/mL at 25 °C(lit.); 2.015
• Refractive Index: 1.5060; 1.5065; n20/D 1.5065(lit.); n20/D 1.507
• Vapor Pressure: 38.4 mmHg ( 25 °C)
• Vapor Density: 6.85 (vs air)

Safety Information

• Storage Warning: Toxic
• RTECS: PA5400000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 2810; UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; III
• Risk Statements: 20/21/22; 20/21/22-36/38
• Safety Statements: 26-36/37; 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332; H331-H302-H312-H315-H319
• GHS Precautionary statements: P280; P280H-P305+P351+P338-P304+P340-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 2

Product Information

• Purity: ≥98.0% (GC); 97%; 99%
• Grade: purum
• Linear Formula: BrCCl3

DETAILS

MP Biomedicals - 05226130

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B82251

Application
Chain transfer agent for radical polymerization of methacrylates.1 Brominating reagent.2
Packaging
100, 500 g in glass bottle

Sigma Aldrich - 18530

Application
Chain transfer agent for radical polymerization of methacrylates.1 Brominating reagent.2
Other Notes
Reagent for the bromination of active hydrogen compounds3,4; Used for the preparation of a dichloromethylenephosphorane, a Wittig reagent5

REFERENCES

• Precursor of dichlorocarbene, which adds to double bonds under phase-transfer conditions to give cyclopropanes: Liebigs Ann. Chem., 297 (1990).
• Bromine radical source. For use in the bromination of benzylic positions under sunlamp irradiation, see: J. Am. Chem. Soc., 82, 391 (1960); Synth. Commun., 6, 109 (1976).
• Reacts with Hexamethylphosphorous triamide, A12571, to give the dichloromethylenephosphorane, which undergoes Wittig reaction with aldehydes to give 1,1-dichloroalkenes, giving better results than the CCl₄/Ph₃P combination: Tetrahedron Lett., 1237, 1239 (1977); Synthesis, 554 (1980).