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Chloroform-d

Properties, data and information sources.

 

Contents

Compared to the conventional Chloroform CHCl3, the organic chemical compound chloroform-d CDCl3 is an isotopologous form in which the hydrogen atoms (in their natural isotopic composition) have been replaced by the isotope deuterium D(see Hydrogen-2).

Deuterochloroform is probably the most widely used deuterated solvent in laboratory and research. It gains this importance primarily due to the cost-effective and easy manufacturing conditions as well as the easy cleaning of the end product (see also below).

 

Names and Identifiers

Name
Chloroform-d
Formula
C2HCl3
CDCl3
Molar mass
120.375 (g/mol)
CAS registry number
865-49-6
EC number EINECS
212-742-4
InChI Key
HEDRZPFGACZZDS-MICDWDOJSA-N

Systematic name
Trichloro(deuterio)methane

Other names, synonyms
Deuteriochloroform; Trichloromethane-d; Deuterated chloroform; Deuterotrichloromethane; Deuterochloroform

 

Chemical formulas

Molecular formula and structural formula of Chloroform-d:

 

Chloroform-d

 

C2HCl3 oder CDCl3

Mr = 120.3751 g/mol

Trichloro(deuterio)methane
SMILES: [2H]C(Cl)(Cl)Cl

 

Data and Properties

In its pure state, deuterated chloroform exists as a colorless, light-sensitive liquid.

melting point
-64.1 °C
boiling point
61.5 °C
density
1.4445 g cm-3 at 20 °C
viscosity
0.57 mPa s
refractive index
nD = 1.4450
dipole moment
1.1 D
permittivity
ε = 4.81
(dielectric constant)
magnetic susceptibility χ
-0.740 × 10-6 cm3 mol-1

 

Spectroscopic data:

Deuterated chloroform is used in NMR spectroscopy for calibration and as a solvent.

NMR properties

Chemical shiftδ values relative to TMS (tetramethylsilane):
1H: 1,5 ppm (singlet)
13C: 77,23 ppm (triplet)
coupling constant:1J(C,D): 32,0;
2J(H,D): -

SpectraBase (NMR, IR, FTIR, Raman, UV-Vis, MS ... spectra)
5QqlFpWTBMH

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-d - C2HCl3 - 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: 9.87221 %
13C: 0.10577 %
14C: trace
9.9780 %H
Hydrogen
1ΣAr = 2.0141017781 u
2H: 2.0141 u [100 %]
 
2H: 1.67319 %
1.6732 %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: 21.38042 %
35Cl: 66.96842 %
88.3488 %

*) 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 = 120.3751017781 grams per mole.

The amount of substance in one kilogram of the substance is n = 8.307 mol.

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

Monoisotopic mass: 118.9206598781 Da - related to 12C2H35Cl3.

 

Production

The common production process for deuterated chloroform is the reaction of hexachloroacetone with deuterium oxide (D2O as deuterium source) in the presence of pyridine as a catalyst. The large difference in boiling points between the educts and the product allows easy purification by distillation; In addition, carbon dioxide is formed as a byproduct, which escapes from the reaction mixture as a gas.

A newer synthesis approach includes one-pot synthesis with the same starting substances, but with the more easily recyclable poly(N-vinylimidazole) as a catalyst [1].

 

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

H336
May cause drowsiness or dizziness

H351
Suspected of causing cancer

H361
Suspected of damaging fertility or the unborn child

H361d
Suspected of damaging the unborn child

H372
Causes damage to organs through prolonged or repeated exposure

H373
May cause damage to organs through prolonged or repeated exposure

Labeling in the EU: See ECHA Substance Infocard 100.011.585.

 

External Sources

PubChem:ID 71583ChemSpider:ID 64654UNII of the FDA (USA):Unique Ingredient Identifier P1NW4885VTEPA CompTox Chemicals Dashboard:DTXSID50904766

 

Manufacturers and Sources of Supply

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

 

Literature Sources

[1] - Lia Zaharani, Mohd Rafie Bin Johan, Nader Ghaffari Khaligh:
Cost and Energy Saving Process for the Laboratory-Scale Production of Chloroform-d.
In: Organic Process Research & Development, 26, 11, 3126-3129, (2022), DOI 10.1021/acs.oprd.2c00260.

 


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Last update: 2023-11-30


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