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Chloroform

Properties, data and information sources.

 

Contents

Chloroform is an organic chemical compound from the group of chlorinated hydrocarbons and a representative of the four chloromethanes. The molecule consists of a central carbon atom that is connected to three chlorine atoms and one hydrogen atom.

 

Names and Identifiers

Name
Chloroform
Formula
CHCl3
Molar mass
119.369 (g/mol)
CAS registry number
67-66-3
EC number EINECS
200-663-8
InChI Key
HEDRZPFGACZZDS-UHFFFAOYSA-N

Systematic name
1,1,1-Trichloromethan

Other names, synonyms
Trichlorocarbon; Formyl trichloride; Methane trichloride; Methenyl trichloride

INCI name
CHLOROFORM

Trade names; preparations
R-20; TCM; Freon 20; Refrigerant-20

 

Chemical formulas

Molecular formula and structural formula of Chloroform:

 

Chloroform

 

CHCl3

Mr = 119.369 g/mol

1,1,1-Trichloromethan
SMILES: C(Cl)(Cl)Cl

 

Data and Properties

In its pure state, chloroform is a colorless, volatile, very poorly water-soluble, non-flammable liquid that boils at around 61 °C. The odor of the chemical is described as having a characteristic sweetish smell and a characteristically sweet smell. The ability to perceive smells tires very quickly. The odor threshold is 205 - 307 ppm. The chemical decomposes at normal temperatures in sunlight in the absence of air and in the dark in the presence of air; as a stabilizer, z. B. 2-methyl-2-butene added (0.001 - 0.015%) or ethanol added. When heated to decompose, toxic phosgene gas as well as chlorine, hydrogen chloride, carbon monoxide (CO) and others can form. Some types of plastics, rubber and coatings are attacked by chloroform. The relative evaporation rate (butyl acetate = 1) is 11.6.

solubility:
+ Soluble in acetone (> 100 g/L at 19 °C), dimethyl sulfoxide, benzene; miscible with diethyl ether, fatty oils, ligroin, carbon disulfide, carbon tetrachloride.
- Poorly soluble in water (8.7 g/L at 23 °C).
  partition coefficient logP = 1.97 at 20 °C.
melting point
-63.47 °C
boiling point
61.15 °C
density
1.4788 g cm-3 at 25 °C

1.394 g cm-3 at 60 °C
pKa value
pK1a = 15.7 at 20 °C
vapor pressure
21.1 kPa at 20 °C

32.1 kPa at 30 °C
viscosity
0.563 mPa s at 20 °C
refractive index
nD = 1.4459 at 20 °C
standard enthalpy of formation
-134.3 kJ/mol at 25 °C
standard entropie
0.2029 kJ/(mol K) at 25 °C
Gibbs free energy
-71.1 kJ/mol
enthalpy of combustion
473.21 kJ/mol at 25 °C
heat capacity
0.11425 kJ/(mol K)
dipole moment
1.04(2) D
ionization energy
11.42 EV
permittivity
ε = 4.81 at 20 °C
(dielectric constant)
magnetic susceptibility χ
-59.30 × 10-6 cm3 mol-1

 

Spectroscopic data:

In NMR spectroscopy and for research applications, deuterated chloroform is often used as a proton-free solvent - see: chloroform-d.

SPLASH (mass spectra)
splash10-001r-9000000000-4c60f1e48cbdf424460b
splash10-001r-9000000000-d2165f9bfa5b3898f4d5
MoNA Mass Bank of North America (mass spectrum)
HEDRZPFGACZZDS-UHFFFAOYSA-N
SpectraBase (NMR, IR, FTIR, Raman, UV-Vis, MS ... spectra)
Jk7oLgP89yO
NIST IR-Spektrum
Chloroform
Human Metabolome Database (GC-MS, LC-MS/MS spectra, NMR)
HMDB0029596

Calculated NMR spectrum (Predict Spectra via NMRDB)
1H NMR Spektrum, 13C NMR Spektrum.

 

Percentage and isotopic composition:

Mass-related elemental composition and isotope proportions of the compound Chloroform - CHCl3 - calculated based on molecular mass.

Symbol
Element E
Number x
of atoms Ex
Data of the element
and isotopes *
Percentages
of isotopes
Percentage of
Ex in formula mass
C
Carbon
1ΣAr = 12.011 u
12C: 12 u [98,94 %]
13C: 13.00335 u [1,06 %]
14C: 14.00324 u [<< 1 %]
 
12C: 9.95542 %
13C: 0.10666 %
14C: trace
10.0621 %H
Hydrogen
1ΣAr = 1.008 u
3H: 3.01605 u [<< 1 %]
1H: 1.00783 u [99,99 %]
2H: 2.0141 u [0,01 %]
 
3H: trace
1H: 0.84436 %
2H: 8.0E-5 %
0.8444 %Cl
Chlorine
3 Ar = 35.45 u
ΣAr = 106.35 u
36Cl: 35.96831 u [<< 1 %]
37Cl: 36.9659 u [24,2 %]
35Cl: 34.96885 u [75,80 %]
 
36Cl: trace
37Cl: 21.56062 %
35Cl: 67.53286 %
89.0935 %

*) The third column lists the atomic masses or isotope masses of the elements involved and - in square brackets - the natural isotope composition.

 

More calculated data

The molar mass is M = 119.369 grams per mole.

The amount of substance in one kilogram of the substance is n = 8.377 mol.

The amount of substance in one gram of the substance is n = 0.008 mol.

Monoisotopic mass: 117.9143831322 Da - related to 12C1H35Cl3.

 

Occurrence

Chloroform is the most abundant halocarbon in the atmosphere - and the chemical is not only of anthropogenic origin, but also comes from natural sources. Many species of algae produce chloroform, and fungi are also thought to biosynthesize chloroform in the soil. In addition, abiotic processes in the soil may also contribute to natural chloroform emissions, although the mechanism is still unclear.

The total global flux of chloroform through the environment is estimated at about 660,000 tonnes per year.

 

Chloroform as Active Ingredient

ATC Code:
N01AB02

Chloroform is a powerful general anesthetic that also has euphoric, anti-anxiety, and sedative effects when inhaled or ingested.

For detailed information on the active ingredient, see: DrugBank DB11387, NCI Thesaurus C29815.

 

Use in Cosmetics

INCI Name: CHLOROFORM

Ingredient of cosmetic products banned in the EU, also in its function as a solvent.

Source: CosIng (Cosmetic Ingredient Database) number: 84482.

 

Hazard warnings according to GHS

(General information without guarantee of accuracy and completeness! The information does not replace the chemical safety data sheet or a risk assessment, but rather provides a general overview of the risk posed by the hazardous substance.

Signal word: Danger

GHS hazard statements (H phrases):


H302
Harmful if swallowed

H315
Causes skin irritation

H319
Causes serious eye irritation

H331
Toxic if inhaled

H351
Suspected of causing cancer

H361d
Suspected of damaging the unborn child

H372
Causes damage to organs through prolonged or repeated exposure

Safety instructions: P201, P202, P260, P264, P270, P271, P280, P281, P301+330+331, P310, P302+352, P304+340, P311, P305+351+338, P308+313, P314, P332+ 313, P337+313, P362, P403+233, P235, P405, P501.

Chloroform is classified as moderately toxic. The probable oral lethal dose for humans is 0.5 to 5 g/kg for a 70 kilogram person. The average lethal dose is probably around 44 g of ingested substance, which is also considered a human carcinogen.

LD50 (mouse, dermal): 704 mg/kg.


Labeling in the EU: See ECHA Substance Infocard 100.000.603.

WHO IARC group 2B: Possibly carcinogenic to humans! See there under monograph Sup 7, 73, (1999).

For toxicology and occupational safety when handling Chloroform as well as measures to be taken in case of danger, see: Hazardous Substances Information System GESTIS, ZVG-Nr. 012870.

International Chemical Safety Card ICSC (SDS, MSDS): See ICSC: 0027.


Note: The labeling requirement according to the CLP Regulation (EU) does not apply, among other things, to certain substances and mixtures for end users that are in the form of finished products, such as pharmaceuticals, veterinary drugs, cosmetics, certain medical products and medical devices, food or feed, as well as certain Food additives or flavorings. Special legal regulations may need to be adhered to here.

 

External Sources

PubChem:ID 6212ChemSpider:ID 5977Kegg database DBGET:ID C13827UNII of the FDA (USA):Unique Ingredient Identifier 7V31YC746XEPA CompTox Chemicals Dashboard:DTXSID1020306Other CAS RN:8013-54-5 (also used, outdated or deleted registration numbers)

 

Manufacturers and Sources of Supply

The table below lists producers and suppliers of Chloroform as a commercial chemical for laboratories, research, industry and production with the corresponding contact details.

 

Literature Sources

[0] - Specialist and research articles in scientific journals via PubMed: Chloroform.

[1] - Peter Watts:
Chloroform.
In: World Health Organization & International Programme on Chemical Safety, (2004), DOI https://apps.who.int/iris/handle/10665/42884.

[2] - M. Cappelletti, D. Frascari, D. Zannoni, S. Fedi:
Microbial Degradation of Chloroform.
In: Applied Microbiology and Biotechnology, (2012), DOI 10.1007/s00253-012-4494-1.

 


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Last update: 2024-08-30


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