tribromomethane

• ChemBase ID: 2758
• Molecular Formular: CHBr3
• Molecular Mass: 252.73064
• Monoisotopic Mass: 249.76283603
• SMILES: BrC(Br)Br
• Canonical SMILES: BrC(Br)Br
• InChI: InChI=1S/CHBr3/c2-1(3)4/h1H
• InChIKey: DIKBFYAXUHHXCS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tribromomethane
• IUPAC Traditional name: bromoform
• Synonyms: Tribromomethane; BROMOFORM; Bromoform; Tribromomethane 97%; Tribromomethane; Bromoform; Methenyl tribromide; Methyl tribromide; 三溴甲烷; 溴仿

Database IDs

• CAS Number: 75-25-2
• EC Number: 200-854-6
• MDL Number: MFCD00000128
• Beilstein Number: 1731048
• Merck Index: 141420
• PubChem SID: 24872067; 46508715; 24848085; 24854456; 160966206; 24863014
• PubChem CID: 5558
• CHEBI ID: 38682
• CHEMBL: 345248
• Chemspider ID: 13838404
• DrugBank ID: DB03054
• Gmelin ID: 49500
• KEGG ID: C14707
• MeSH Name: bromoform
• Unique Ingredient Identifier: TUT9J99IMU
• Wikipedia Title: Bromoform

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.276419
• LogD (pH = 7.4): 2.276419
• Log P: 2.276419
• Molar Refractivity: 29.7928 cm^3
• Polarizability: 12.047271 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.5
• LOG S: -2.13
• Solubility (Water): 1.88e+00 g/l

PROPERTIES

Physical Property

• Solubility: 3.2 g L^-1 (at 30 °C) in water
• Apperance: Colorless liquid
• Melting Point: -4.14999999999998 - 15.85°C (269 - 289 K); 5-8 °C(lit.); 5-9°C; 7°C; 8-9°C
• Boiling Point: 146.85 - 150.85°C (420 - 424 K); 146-150 °C(lit.); 146-151°C; 148°C; 148-150°C
• Flash Point: None
• Density: 2.81; 2.89; 2.89 g mL^-1; 2.89 g/mL at 25 °C(lit.); 2.9 g/ml
• Refractive Index: 1.5850; 1.595; n20/D 1.595(lit.); n20/D 1.596
• Vapor Pressure: 5 mmHg ( 20 °C); 670 Pa (at 20.0 °C)
• Vapor Density: 8.7 (vs air)
• Partition Coefficient: 2.435
• Henry Constant: 17 μmol Pa^-1 kg^-1
• Heat Capacity: 130.5 J K^-1 mol^-1
• Std enthalpy of combustion: -549.1–-542.5 kJ mol^-1
• Std enthalpy of formation: 6.1–12.7 kJ mol^-1

Safety Information

• Storage Warning: Light Sensitive; Toxic/Irritant/Lachrymatory/Light Sensitive
• RTECS: PB5600000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2515; UN2515
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 22-23-36/38-40-51/53; 22-23-36/38-51/53; 23-36/38-51/53; R:23-36/38-51/53; R22, R23, R36/38, R51/53
• Safety Statements: 26-45-61; 28-45-61; 28-45-61-63; 4-9-20-23-26-28-36/37/39-45-57-63; S:28-45-61; S1/2, S45, S63
• TSCA Listed: 是
• EU Index: 602-007-00-X
• GHS Pictograms: GHS environment; GHS skull and crossbones; GHS06; GHS08; GHS09
• GHS Signal Word: DANGER; Danger
• NFPA704:
  

  0

  3

  0
• LD50: 933.0 mg kg^-1 (oral, rat)
• GHS Hazard statements: 302, 315, 319, 331, 411; H302-H315-H319-H331-H411; H331-H302-H315-H319-H351-H411
• GHS Precautionary statements: 261, 273, 305+351+338, 311; P261-P273-P305 + P351 + P338-P311; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2515 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (GC); ≥99.0% (GC); 96%; 97%, stab. with ca 3% ethanol; 99%
• Grade: analytical standard; analytical standard, for environmental analysis; puriss.; purum
• Packaging: ampule of 5000 mg
• Contains: ~0.05% amylene as stabilizer; ~1% ethanol as stabilizer; 1-3% ethanol as stabilizer; 60-120 ppm 2-methyl-2-butene as stabilizer
• Quality: amylene stabilized
• Empirical Formula (Hill Notation): CHBr3

DETAILS

MP Biomedicals - 05202320

MP Biomedicals Rare Chemical collection

DrugBank - DB03054

Drug information: experimental

Apollo Scientific Ltd - OR17912

Stabilised with ethanol

Sigma Aldrich - 241032

Packaging
50, 250 g in glass bottle

Sigma Aldrich - 132942

Packaging
1 kg in glass bottle
250 g in glass bottle

REFERENCES

• Under phase-transfer conditions, allylic bromides undergo nucleophilic displacement by the tribromomethyl anion: J. Chem. Soc., Chem. Commun., 210 (1979).
• For examples of the generation of dibromocarbene, using Potassium tert-butoxide, A13947, as base, see: Org. Synth. Coll., 6, 187 (1988); 7, 200 (1990). Alternatively, reactions can be carried out with aqueous OH^- and a phase-transfer catalyst such as Benzyltriethylammonium chloride, A13268: Org. Synth. Coll., 8, 223 (1993), or using crown ether catalysis: Org. Synth., 75, 98 (1997).