Chloroform-d CAS 865-49-6

Introduction：Basic information about Chloroform-d CAS 865-49-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Chloroform-d Basic information

• Product Name: Chloroform-d
• Synonyms: Deuterotrichloromethane;Trichloro(2H)methane;trichloro-deuterio-methane;CHLOROFORM-D >99.95 (ATOM % D) STAB.;CHLOROFORM-D, "100" (MIN. 99.96 ATOM % D)(1PK=10 X 0.75ML);CHLOROFORM-D, "100" (MIN. 99.96 ATOM % D)(1PK=10 X 0.25ML);Chloroform-d, 99.8 atom % D, anhydrous;CHLOROFORM-D, 99.8 ATOM % D(CONTAINS 1%V/V TMS)
• CAS: 865-49-6
• MF: CCl3D
• MW: 120.38
• EINECS: 212-742-4
• Product Categories: Chloroform-d;Aldrich 100% NMR Solvents for High Resolution;Alphabetical Listings;C;Chloroform;High Resolution NMR;High Throughput NMR;Labware;NMR;NMR Solvents;NMR Solvents and Reagents;Solvent by Application;Solvent by Type;Solvents;Solvents for High Throughput NMR;Spectroscopy Solvents (IR;Stable Isotopes;Tubes and Accessories;UV/Vis);Aldrich High Purity NMR Solvents for Routine NMR;Routine NMR;Organics
• Mol File: 865-49-6.mol

Chloroform-d Chemical Properties

• Melting point: -63,5°C
• Boiling point: 61-62°C
• density: d = 1,5
• vapor pressure: 211 hPa (20 °C)
• refractive index: n20/D 1.444(lit.)
• Fp: 62°C
• storage temp.: Store at +2°C to +8°C.
• solubility: Miscible with organic solvents, ethyl acetate and acetone.
• form: Liquid
• Specific Gravity: 1.505
• color: White to beige
• Water Solubility: 4.6g/L
• Sensitive: Moisture Sensitive
• BRN: 1697633
• Exposure limits: ACGIH: TWA 10 ppm OSHA: Ceiling 50 ppm(240 mg/m3) NIOSH: IDLH 500 ppm; STEL 2 ppm(9.78 mg/m3)
• Stability: Stable. Incompatible with strong bases, alkali metals, aluminium, magnesium, strong oxidizing agents.
• InChI: 1S/CHCl3/c2-1(3)4/h1H/i1D
• InChIKey: HEDRZPFGACZZDS-MICDWDOJSA-N
• SMILES: [2H]C(Cl)(Cl)Cl
• LogP: 1.5-1.6 at 20-23℃ and pH9
• Surface tension: 72.3mN/m at 998.5mg/L and 20℃
• CAS DataBase Reference: 865-49-6(CAS DataBase Reference)
• EPA Substance Registry System: Chloroform-d (865-49-6)

Safety Information

• Hazard Codes: Xn,T
• Risk Statements: 22-38-40-48/20/22-48/20-36/38-20/22-63
• Safety Statements: 36/37
• RIDADR: UN 1888 6.1/PG 3
• WGK Germany: 2
• HazardClass: 6.1
• PackingGroup: III
• HS Code: 28459000
• Hazard Classifications: Acute Tox. 3 Inhalation Acute Tox. 4 Oral Carc. 2 Eye Irrit. 2 Repr. 2 Skin Irrit. 2 STOT RE 1 Oral STOT SE 3
• Toxicity: LD50 orally in Rabbit: 695 mg/kg LD50 dermal Rabbit > 3980 mg/kg

Chloroform-d Usage And Synthesis

Water peak

The position of the water peak in different deuterated reagents is not the same. The water peak of heavy water is about 4.67 ppm. There is a trend that the more water the low field.
Chloroform-D is less soluble with water and the water content is low, so its water peak near 1.59 ppm. Deuterated acetone is about 2.8 ppm and the deuterated dimethylsulfoxide has a water peak of about 3.4 ppm. If water is added to deuterated acetone, the water peak will gradually move to a low field and eventually stop at about 4.7 ppm.

Application

Chloroform-d has been employed as solvent in a 1H NMR (Proton Nuclear Magnetic Resonance) spectroscopic study. It has been employed as solvent during the 31PNMR (Phosphorus-31 nuclear magnetic resonance) spectral investigation of triphenyl phosphate and tris(2-chloroethyl) phosphate. It has also been used as the deuterated solvent in the 1H NMR spectral studies of 2-(4-bromobenzyl)-3-hydroxypropanoic acid and 3-hydroxy-2-(4-methoxybenzyl)propanoic acid. It has also been used as the deuterated solvent for the 1HNMR spectral studies of  3,3′-dihydroxy-4,4′-diamino-biphenyl (HAB) and 2,2′-bis-(3,4-dicarboxy-phenyl) hexafluoropropane dianhydride (6FDA) polyimide.Chloroform-d has been employed as solvent in a 1H NMR (Proton Nuclear Magnetic Resonance) spectroscopic study. It has been employed as solvent during the 31PNMR (Phosphorus-31 nuclear magnetic resonance) spectral investigation of triphenyl phosphate and tris(2-chloroethyl) phosphate. It has also been used as the deuterated solvent in the 1H NMR spectral studies of 2-(4-bromobenzyl)-3-hydroxypropanoic acid and 3-hydroxy-2-(4-methoxybenzyl)propanoic acid. It has also been used as the deuterated solvent for the 1HNMR spectral studies of  3,3′-dihydroxy-4,4′-diamino-biphenyl (HAB) and 2,2′-bis-(3,4-dicarboxy-phenyl) hexafluoropropane dianhydride (6FDA) polyimide.

Description

Deuterated chloroform (CDCl3), also known as chloroform-d, is an excellent everyday solvent choice for scientists who demand exceptional results. Commonly used as a solvent in proton NMR (1H NMR) spectroscopy, chloroform-d can dissolve a vast array of compounds with ease due to its weak polarity. It is often used in combination with methanol-d as a cosolvent. Plus, its low boiling point makes it relatively easy to recover a sample post-NMR analysis or during organic syntheses.

Chemical Properties

colourless liquid

Uses

Labelled Chloroform, generally in trimethylsilane solution, used in NMR spectroscopy as a solvent. Unlabelled chloroform has been used an an anaesthetic due to its action on the central nervous system.

Uses

Chloroform-d is widely used in the organic solvent for the NMR analysis.

Uses

Chloroform-d may be used in the synthesis of dichlorofluoromethane-d (DCFM).

Definition

ChEBI: Deuterated chloroform is a deuterated compound that is an isotopologue of chloroform in which the hydrogen atom is replaced with deuterium. Commonly used as a solvent in proton NMR spectroscopy. It has a role as a non-polar solvent, a NMR solvent and a NMR chemical shift reference compound. It is a deuterated compound and a member of chloromethanes.

Preparation

On a large-scale, chloroform-d (CDCl3) is synthesized by treatment of a hypochlorite salt with deuterated acetone/ethanol or the reaction between chloral and sodium deuteroxide (NaOD). The NaOD is prepared from the reaction of deuterium oxide (D2O) and sodium metal, which liberate deuterium gas from the reaction mixture; therefore, this reaction has drawbacks, including the danger of explosion of the deuterium gas and high risk for use of metal sodium on larger scales. In order to avoid the above drawbacks, the convenient reaction of sodium peroxide and D2O was used to prepare NaOD.

General Description

Chloroform-d (Deuterochloroform, CDCl₃), deuterated chloroform, is a 100% isotopically enriched NMR (Nuclear Magnetic Resonance) solvent. It is widely employed in high resolution NMR studies due to its high chemical and isotopic purity. Quantitaive infrared spectral investigations of carbon-deuterium stretching bands of chloroform-d in various organic solvents have been reported. Raman difference spectroscopic studies of mixtures of chloroform-d and liquid chloroform have been conducted to evaluate frequency shifts in the in the ν₁ and ν₂ bands of CHCl₃ and CDCl₃.

References

[1] LIA ZAHARANI  Mohd R B J, NADER GHAFFARI KHALIGH*   Cost and Energy Saving Process for the Laboratory-Scale Production of Chloroform-d[J]. Organic Process Research & Development, 2022, 26 11: 3126-3129. DOI:10.1021/acs.oprd.2c00260.
[2] MEI-CHUN WU, HUA YANG*   Photoredox-Catalyzed C–H Trideuteromethylation of Quinoxalin-2(1H)-ones with CDCl3 as the “CD3” source[J]. Organic Letters, 2022, 24 35: 6412-6416. DOI:10.1021/acs.orglett.2c02439.

Chloroform-d Preparation Products And Raw materials

• Raw materials: SODIUM DEUTEROXIDE-->DEUTERIUM OXIDE-->Hexachloroacetone-->Calcium oxide
• Preparation Products: 4-AMINO-3-FORMYLPYRIDINE