triiodomethane

• ChemBase ID: 104189
• Molecular Formular: CHI3
• Molecular Mass: 393.73205
• Monoisotopic Mass: 393.72124403
• SMILES: IC(I)I
• Canonical SMILES: IC(I)I
• InChI: InChI=1S/CHI3/c2-1(3)4/h1H
• InChIKey: OKJPEAGHQZHRQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triiodomethane
• IUPAC Traditional name: iodoform
• Synonyms: Iodoform; Triiodomethane; IODOFORM; 三碘甲烷; 碘仿

Database IDs

• CAS Number: 75-47-8
• EC Number: 200-874-5
• MDL Number: MFCD00001069
• Beilstein Number: 1697010
• Merck Index: 145033
• PubChem SID: 24881012; 162091555; 24846919
• PubChem CID: 6374
• CHEBI ID: 37758
• ATC CODE: D09AA13
• CHEMBL: 1451116
• Chemspider ID: 6134
• KEGG ID: D01910
• MeSH Name: iodoform
• Unique Ingredient Identifier: KXI2J76489
• Wikipedia Title: Iodoform

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.6471486
• LogD (pH = 7.4): 4.6471486
• Log P: 4.6471486
• Molar Refractivity: 45.2423 cm^3
• Polarizability: 19.038666 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 100 mg L^-1 (at 20 °C) in water; 120 g L^-1 in acetone; 136 g L^-1 in diethyl ether; 78 g L^-1 in ethanol
• Apperance: Pale, light yellow, opaque crystals
• Melting Point: 118-121 °C; 118-121 °C(lit.); 118-123°C; 121.10°C (394.25K); About 119 °C (246 °F)
• Boiling Point: Decomposes violently at 210 °C (410 °F)
• Flash Point: 204 °C; None
• Density: 4.008; 4.008 g mL^-1; 4.008 g/mL at 25 °C(lit.); 4.1 (water = 1)
• Vapor Pressure: Not available
• Vapor Density: 13.6 (air = 1)
• Partition Coefficient: 3.118
• Henry Constant: 3.4 μmol Pa^-1 kg^-1
• Heat Capacity: 157.5 J K^-1 mol^-1
• Std enthalpy of combustion: -716.9–-718.1 kJ mol^-1
• Std enthalpy of formation: 180.1–182.1 kJ mol^-1

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Light Sensitive
• RTECS: PB7000000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; R:22; r20/21/22, r36/37/38
• Safety Statements: 26-36/37; S:36/37/39; s26, s36/37
• TSCA Listed: 是
• GHS Pictograms: gHS exclamation mark; GHS06; GHS07
• GHS Signal Word: WARNING; Warning
• NFPA704:
  

  0

  2

  1
• LD50: 1.184 g kg^-1 (dermal, rat); 355 mg kg^-1 (oral, rat)
• GHS Hazard statements: 315, 319, 335; H301-H311-H332-H315-H319-H335; H302 + H312 + H332-H315-H319-H335
• GHS Precautionary statements: 261, 280, 305+351+338; P261-P280-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P361-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99.0%; ≥99.0% (AT); 99%
• Grade: purum; SAJ first grade
• Empirical Formula (Hill Notation): CHI3

DETAILS

MP Biomedicals - 05208508

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02155060

(Triiodomethane) Yellow crystals.

Sigma Aldrich - 109452

Packaging
5, 100, 500 g in glass bottle

REFERENCES

• Precursor of diiodocarbene under phase-transfer conditions: Angew. Chem. Int. Ed., 13, 132 (1974), or using KO-t-Bu: Synthesis, 313 (1976). Generation of diiodocarbene with NaH in ether and reaction with malonate is the first step of a route to vinyl iodides: J. Chem. Soc., Perkin 1, 47 (1990):
  
• In the presence of solid NaOH, free radical iodination of saturated hydrocarbons has been accomplished under mild conditions. The reaction is thought to involve the triiodomethyl radical as a chain carrier: Angew. Chem. Int. Ed., 38, 2786 (1999).