Chloroform-D

Base Information

• Chemical Name: Chloroform-D
• CAS No.: 865-49-6
• Molecular Formula: CCl3D
• Molecular Weight: 120.37
• Hs Code.: 28459000
• European Community (EC) Number: 212-742-4
• UNII: P1NW4885VT
• DSSTox Substance ID: DTXSID50904766
• Nikkaji Number: J195.130K
• Wikipedia: Deuterated_chloroform
• Wikidata: Q1032539
• Mol file: 865-49-6.mol

Synonyms:Chloroform-D;865-49-6;Deuterochloroform;Methane-d, trichloro-;Trichloromethane-d;deuteriochloroform;(2H)Chloroform;trichloro(deuterio)methane;deuterated chloroform;CDCl3;Chloroform D;chloroform-d1;UNII-P1NW4885VT;Trichloromethane-d1;P1NW4885VT;deuterotrichloromethane;deuteriotrichloromethane;trichloro((2)H)methane;EINECS 212-742-4;CHLOROFORM (CDCL3);TRICHLORODEUTERIOMETHANE;CHEBI:85365;MFCD00000827;Chloroform, deutero-;Chloroform-d, 99.8 atom % D;Chloroform-d, cont. 0.03 v/v% TMS;Chloroform-d, "100%", 99.96 atom % D;Chloroform-d, 99.8 atom % D, contains 0.03 % (v/v) TMS;Chloroform-d, "100%", 99.96 atom % D, contains 0.03 % (v/v) TMS;deutero-chloroform;deuterio chloroform;Methane-d,trichloro;Trichloro(2H)methane;CCl3D;2-acetoxy-1,4-dioxane;Chloroform D >99.8%;C-Cl3-D;CDC13;SCHEMBL25366;Methane-d, trichloro-(9CI);DTXSID50904766;Chloroform-d, cont. 1 v/v% TMS;AKOS015832915;CHLOROFORM-D (D, 99.8%);(Deuterated chloroform);AT29816;Chloroform D >99.8%+ 0.03% TMS;Chloroform D >99.96%+ 0.03% TMS;C1423;C2232;Chloroform-d, >=99.8 atom % D, anhydrous;A904874;Q1032539;Chloroform-d, 99.8 atom % D, contains 1 % (v/v) TMS;Chloroform-d, 99.8 atom % D, contains 0.05 % (v/v) TMS;Chloroform-d, 99.8 atom % D, contains 0.1 % (v/v) TMS;Chloroform-d, "100%", 99.96 atom % D, contains 0.5 wt. % silver wire as stabilizer;Chloroform-d, >=99.8 atom % D, contains 0.5 wt. % silver foil as stabilizer;Chloroform-d, Vetec(TM) reagent grade, 99.8 atom % D, contains 0.03 % (v/v) TMS;Chloroform-d, >=99.8 atom % D, contains 0.5 wt. % silver foil as stabilizer, 0.03 % (v/v) TMS

Chemical Property of Chloroform-D

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 200mmHg at 25°C
• Melting Point: -64 °C(lit.)
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 61.217 °C at 760 mmHg
• Flash Point: 62°C
• PSA: 0.00000
• Density: 1.500 g/mL at 25 ºC(lit.)
• LogP: 1.98640
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with organic solvents, ethyl acetate and acetone.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 118.920660
• Heavy Atom Count: 4
• Complexity: 8

Purity/Quality:

99.9% ^*data from raw suppliers

Chloroform-d ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T
• Hazard Codes: Xn,T
• Statements: 22-38-40-48/20/22-48/20-36/38-20/22-63
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aliphatics
• Canonical SMILES: C(Cl)(Cl)Cl
• Isomeric SMILES: [2H]C(Cl)(Cl)Cl
• 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 . Chloroform-d is widely used in the organic solvent for the NMR analysis. Chloroform-d may be used in the synthesis of dichlorofluoromethane-d (DCFM).

Technology Process of Chloroform-D

There total 35 articles about Chloroform-D which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

(CD(CH3)2CH2)3SnOC3H7-i + Bromotrichloromethane (75-62-7) → chloroform-d1 (865-49-6) + chloroform (67-66-3,8013-54-5) + 1,1,1-trichloro-3,3-dimethyl-3-bromopropane (23153-21-1) + isopropyl alcohol (67-63-0,8013-70-5) + acetone (67-64-1)

Guidance literature:

byproducts: CHCl3; Irradiation (UV/VIS); 70°C;

DOI:10.1016/S0022-328X(00)83685-2

Reference yield: 33.0%

tetrachloromethane (56-23-5) → chloroform-d1 (865-49-6) + chloroform (67-66-3,8013-54-5)

Guidance literature:

With d8-isopropanol; In water; at 25 ℃; pH=7; Kinetics;

DOI:10.1021/es034741m

Reference yield: 14.0%

(C4H9)3SnOC6H10D + Bromotrichloromethane (75-62-7) → chloroform-d1 (865-49-6) + 3-bromo-1,1,1-trichloro-pentane (101774-42-9) + chloroform (67-66-3,8013-54-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + cyclohexanol (108-93-0)

Guidance literature:

38% yield of CHCl3 and CDCl3;

DOI:10.1016/S0022-328X(00)83685-2

upstream raw materials:

2,2,2-trichloro-O,O'-dideuterio-ethane-1,1-diol

chloroform

2,2,2-trichloroacetophenone

chloral

Downstream raw materials:

dichloromethane-d2

Chloropentafluoroethane

deuterodichloromethyl

1,1,2,2-tetrachloroethane-d₂

Refernces

A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

10.1016/j.tetlet.2008.05.037

The study presents a rational design of bis(thiourea) cocatalysts to accelerate the Morita–Baylis–Hillman (MBH) reaction, a C–C bond forming reaction known for its sluggishness. By applying electronic structure calculations, the researchers identified key transition states and designed catalysts that could stabilize these states through hydrogen bond recognition of both nucleophile and electrophile. The cocatalysts were synthesized and tested, demonstrating significant acceleration of the MBH reaction between cyclohexenone and 4-fluorobenzaldehyde. The study shows that the designed cocatalysts, particularly one with an o-xylyl bridge, were much more effective than the previously reported bis(thiourea) cocatalyst, nearly tripling the reaction rate. The findings underscore the potential of computational methods in designing organic catalysts that utilize hydrogen bonding for enhanced reactivity.

Pocket-based Lead Optimization Strategy for the Design and Synthesis of Chitinase Inhibitors

10.1021/acs.jafc.9b00837

This study focuses on the development of chitinase inhibitors as a potential strategy for pest control, specifically targeting the chitinase enzyme (Of ChtI) from the Asian corn borer (Ostrinia furnacalis), which is crucial for the insect's molting process. The researchers utilized a pocket-based lead optimization strategy to synthesize and evaluate a series of compounds based on a 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate scaffold. The lead compound 1 was optimized by introducing various nonpolar groups at the 6-position, resulting in compound 8, which exhibited the most promising inhibitory activity with a K value of 0.71 μM. The study combines computational modeling, molecular docking, and experimental bioassays to investigate the structure-activity relationships of these compounds, providing valuable insights for the design of more effective chitinase inhibitors as green pesticides.

Cycloaddition reactions of sulfonylisothiocyanates with β,β-disubstituted enamines

10.1016/S0040-4020(01)97399-5

The research focuses on the cycloaddition reactions of sulfonylisothiocyanates with α,β-disubstituted enamines. The purpose of the study was to investigate the formation of cycloadducts and the corresponding dipoles, with a particular emphasis on understanding the structural changes these compounds undergo in different solvents and the factors influencing these transformations. The conclusions drawn from the study indicate that the formation of cycloadducts, rather than dipoles, can be attributed to steric effects, and that the structure of the adducts in solution is significantly influenced by solvent polarity. The researchers also observed a rapid equilibrium between the ring and dipole forms of the compounds, with the rate of conversion being fast compared to the NMR time scale. Key chemicals used in the process include sulfonylisothiocyanates, enamines, tosylisocyanates, and various organic solvents such as CDCl3, CD3CN, and liquid SO2, as well as perchloric acid and acetanhydride for protonation reactions.

Characterisation of the broadly-specific O-methyl-transferase jerf from the late stages of jerangolid biosynthesis

10.3390/molecules21111443

The study focuses on the characterization of the O-methyltransferase enzyme JerF, which is involved in the late stages of jerangolid biosynthesis. JerF is unique for its ability to catalyze the formation of a non-aromatic, cyclic methylenolether, a reaction not previously characterized in other O-methyltransferases. The researchers successfully overexpressed JerF in E. coli and utilized cell-free extracts to conduct bioconversion experiments. They also chemically synthesized a range of substrate surrogates to evaluate JerF's catalytic activity and substrate tolerance. The results revealed that JerF has a broad substrate tolerance and high regioselectivity, making it a promising candidate for chemoenzymatic synthesis, particularly for the modification of natural products containing a 4-methoxy-5,6-dihydro-2H-pyran-2-one moiety. The study also highlighted the potential of JerF in introducing specific methylation patterns and its use in biorthogonal coupling reactions, such as click chemistry, for site-specific labeling of biomolecules like DNA, RNA, or proteins.

ACTION DU CHLORURE D'ACETYLE ET DE L'ANHYDRIDE ACETIQUE SUR LE NITRONATE DE LITHIUM DERIVE DU PHENYL-2 NITROETHANE. REACTIVITE ELECTROPHILE OU DIPOLAIRE, EN FONCTION DU MILIEU, DE L'OXYDE DE NITRILE INTERMEDIAIREMENT FORME

10.1016/S0040-4020(01)87537-2

The research focuses on the reactivity of lithium nitronate derived from 2-phenyl nitroethane when it reacts with acetic anhydride and acetyl chloride, leading to the formation of an intermediate nitrile oxide. The study aims to determine whether this intermediate acts as an electrophile or a dipolar species, depending on the protonating character of the medium. The conclusions drawn from the research suggest that the formation of nitrile oxide, likely through the loss of acetic acid from a mixed anhydride, is the most plausible reaction pathway and can account for the observed products. The chemicals used in this process include lithium nitronate, acetic anhydride, acetyl chloride, phenyl-2-nitroethane, and various other reagents and solvents such as ethyl ether, sodium hydroxide, and deuterated chloroform for the reactions and spectroscopic analysis.