598-99-2

Basic information

• Product Name: Methyl trichloroacetate
• Synonyms: trichloro-aceticacimethylester;TCA-METHYL ESTER;RARECHEM AL BF 1451;TRICHLOROACETIC ACID METHYL ESTER;METHYL TRICHLOROACETATE;Methyl trichlroracetate;METHYL TRICHLOROACETATE PESTANAL;Methyltrichloroacetate,99%
• CAS NO: 598-99-2
• Molecular Formula: C₃H₃Cl₃O₂
• Molecular Weight: 177.41
• EINECS: 209-960-7
• Product Categories: API intermediates;C2 to C5;Carbonyl Compounds;Esters;Alpha sort;H-MAlphabetic;M;META - METH;Pesticides&Metabolites;500 Series Drinking Water Methods;EPA;Method 552
• Mol File: 598-99-2.mol

Chemical Properties

• Melting Point: -18°C
• Boiling Point: 152-153 °C(lit.)
• Flash Point: 163 °F
• Appearance: Colourless liquid
• Density: 1.488 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.34mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Storage Temp.: room temp
• Solubility: 1050mg/l
• Water Solubility: Insoluble in water
• BRN: 1756075
• CAS DataBase Reference: Methyl trichloroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl trichloroacetate(598-99-2)
• EPA Substance Registry System: Methyl trichloroacetate(598-99-2)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/37/38-40-38-11
• Safety Statements: 26-36-16-24-9
• RIDADR: UN 2533 6.1/PG 3
• WGK Germany: 3
• RTECS: AJ8380000
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 598-99-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Methyl trichloroacetate is used as an intermediate chemical for the synthesis of various other chemicals, contributing to the development and production of a range of compounds in the chemical industry.
Used in Protein Studies:
In the field of biochemistry, Methyl trichloroacetate is utilized as a negative staining agent for proteins. This application allows for the visualization of protein structures under a microscope, which is crucial for biological studies and research. Additionally, it enables the recovery of unmodified proteins for further analysis or transblot for amino acid sequence determination, facilitating a deeper understanding of protein functions and interactions.

Reactions

methyl trichloroacetate reacts with sodium methoxide then the formed product is carbine.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

A halogenated ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. A mixture of the ester and trimethylamine reacted violently. Polymerization of a reactive dehydrochlorination of the ester was viewed as the most likely product, along with generous amounts of heat.

Health Hazard

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

InChI:InChI=1/C3H3Cl3O2/c1-8-2(7)3(4,5)6/h1H3

Upstream product

• 16650-10-5 perchloroethylene oxide 
• 67-56-1 methanol 
• 97925-35-4 chlorocarbonic acid pentachloroethyl ester 
• 109-88-6 magnesium methanolate 
• 75-07-0 acetaldehyde 
• 75-87-6 chloral 
• 64-19-7 acetic acid 
• 77-78-1 dimethyl sulfate 
• 76-03-9 trichloroacetic acid 
• 76-02-8 trifluoroacetyl chloride 
• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 
• 515-84-4 Ethyl trichloroacetate 
• 616-42-2 dimethylsulfite 
• 1455-13-6 deuteromethanol 

Downstream Products

• 108-32-7 1,2-propylene cyclic carbonate 
• 67-56-1 methanol 
• 103897-19-4 3-benzyltetrahydro-2H-1,3-oxazin-2-one 
• 67-66-3 chloroform 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 96-49-1 [1,3]-dioxolan-2-one 
• 2510-33-0 N-benzyl-2-oxazolidinone 
• 1989-33-9 9H-fluorene-9-carboxylic acid 
• 1217-30-7 1.1-Dichlor-2-phenyl-2-(4-methoxy-phenyl)-aethylen 
• 1221-16-5 1,1-Dichlor-2-phenyl-2-(4-nitrophenyl)-ethylen 
• 1173-55-3 1,1-bis-biphenyl-4-yl-2,2-dichloro-ethene 
• 1225-54-3 1,1-Dichlor-2-phenyl-2-α-naphthyl-aethylen 
• 1213-70-3 1-(4-bromo-phenyl)-2,2-dichloro-1-phenyl-ethene 
• 14737-97-4 methyl 2-chloro-3-(4-chlorophenyl)acrylate 

Relevant articles and documents

Self-assembled orthoester cryptands: Orthoester scope, post-functionalization, kinetic locking and tunable degradation kinetics

Dynamic adaptability and biodegradability are key features of functional, 21st century host-guest systems. We have recently discovered a class of tripodal supramolecular hosts, in which two orthoesters act as constitutionally dynamic bridgeheads. Having previously demonstrated the adaptive nature of these hosts, we now report the synthesis and characterization-including eight solid state structures-of a diverse set of orthoester cages, which provides evidence for the broad scope of this new host class. With the same set of compounds, we demonstrated that the rates of orthoester exchange and hydrolysis can be tuned over a remarkably wide range, from rapid hydrolysis at pH 8 to nearly inert at pH 1, and that the Taft parameter of the orthoester substituent allows an adequate prediction of the reaction kinetics. Moreover, the synthesis of an alkyne-capped cryptand enabled the post-functionalization of orthoester cryptands by Sonogashira and CuAAC "click" reactions. The methylation of the resulting triazole furnished a cryptate that was kinetically inert towards orthoester exchange and hydrolysis at pH > 1, which is equivalent to the "turnoff" of constitutionally dynamic imines by means of reduction. These findings indicate that orthoester cages may be more broadly useful than anticipated, e.g. as drug delivery agents with precisely tunable biodegradability or, thanks to the kinetic locking strategy, as ion sensors.

Electrocarboxylation of CCI4 in MeCN during electrolysis with the sacrificial Zn anode

The regularities of galvanostatic electrocarboxylation of CCl4 in Alk4NBr/MeCN in an undivided cell with sacrificial Zn anode were studied. The major product of the electrolysis is zinc trichloroacetate, which is formed as a result o

Fe2(SO4)3·4H 2O/concentrated H2SO4: An efficient catalyst for esterification

The mixed catalyst system, Fe2(SO4) 3·4H2O/concentrated H2SO4 has been applied to catalyse effectively the esterification of α,β-unsaturated acids, aliphatic acids and heterocyclic aromatic acids with ethanol and methanol.

Alpha- haloenamine reagents

The present invention describes immobilized haloenamine reagents, immobilized tertiary amides, methods for their preparation, and methods of use.

Reactions of trialkyl phosphites with mono- and diacylals of halo-substituted acetic acids

Trialkyl phosphites react with diacylals of di- and trichloroacetic acids by the pathway of the Perkow reaction; with monoacylals of bromo- and iodoacetic acids, by the pathway of the classical Arbuzov reaction; and with monoacylals of di- and trichloroacetic acids, by the pathway of the nonclassical Arbuzov reaction.

In situ derivatization/solid-phase microextraction for the determination of haloacetic acids in water

An in situ derivatization solid-phase microextraction method has been developed for the determination of haloacetic acids (HAAs) in water. The analytical procedure involves derivatization of HAAs to their methyl esters with dimethyl sulfate, headspace sampling using solid-phase microextraction (SPME), and gas chromatography-ion trap mass spectrometry (GC/ITMS) determination. Parameters affecting both derivatization efficiency and headspace SPME procedure, such as the selection of the SPME coating, derivatization-extraction time and temperature, and ionic strength, were optimized. The commercially available Carboxen-poly(dimethylsiloxane) (CAR-PDMS) fiber appears to be the most suitable for the determination of HAAs. Moreover, the formation of HAA methyl esters was dramatically improved (up to 90-fold) by the addition of tetrabutylammonium hydrogen sulfate (4.7 μmol) to the sample as ion-pairing agent in the derivatization step. The precision of the in situ derivatization/HS-SPME/GC/ITMS method evaluated using an internal standard gave relative standard deviations (RSDs) between 6.3 and 11.4%. The method was linear over 2 orders of magnitude, and detection limits were compound-dependent, but ranged from 10 to 450 ng/L. The method was compared with the EPA method 552.2 for the analysis of HAAs in various water samples, and good agreement was obtained. Consequently, in situ derivatization/HS-SPME/GC/ITMS is proposed for the analysis of HAAs in water.

Preparation of 2,2-Dihalocarboxylic Acid Methyl Esters by Oxidation-Chlorination of 2-(1-Haloalkyl)-4-methyl-1,3-dioxolanes with Trichloroisocyanuric Acid

Methyl 2,2-dichloro or 2-bromo-2-chloro carboxylates were obtained in excellent yields by oxidation-chlorination of 2-(1-haloalkyl)-4-methyl-1,3-dioxolanes with trichloroisocyanuric acid.

Oxadiazole compounds containing 4,6-bis-trichloromethyl-S-triazin-2-yl groups, process for their preparation

Compounds of general formula I are disclosed STR1 wherein R1 denotes an unsubstituted or substituted carbocyclic or heterocyclic aryl radical, R2 and R3 are different from each other and either denote a hydrogen atom or a 4,6-bis-trichloromethyl-s-triazin-2-yl group, and n and m independently of each other, denote one of the numbers 0 and 1. The compounds are effective free-radical-forming photoinitiators and photolytically-activatable acid donors for photosensitive compositions.

REACTION OF 1-(ACYLCARBAMOYL)-3,5,5-TRIMETHYL-2-PYRAZOLINES WITH NUCLEOPHILIC REAGENTS

1-(Acylcarbamoyl)-3,5,5-trimethyl-2-pyrazolines react with water and alcohols to form 3,5,5-trimethyl-4,5-dihydro-1H-pyrazole-1-carboxamide with the elimination of substituted carboxylic acids. 1-(Benzoylcarbamoyl)-3,5,5-trimethyl-2-pyrazoline and 3,5,5-trimethyl-4,5-dihydro-1H-pyrazole-1-carboxamide form 2:1 complexes with Cu(II) ions.