Methyl monochloroacetate

Syntheses of unsubstituted thieno[3,2-A]thiophene (2) and 3-methyl-thieno[3,2-6]thiophene were carried out in a similar way metalation of 3-bromothiophene with n-butyllithium at —70° and subsequent treatment with sulfur and methyl monochloroacetate gave methyl (3-thienyl-thio)acetate (60). Further reactions along the lines indicated above led to the thienothiophenes 2 and 27. 

Methyl formate Methyl acetate Methyl propionate Methyl isobutyrate Methyl difluoroacetate Methyl trifluoroacetate Methyl monochloroacetate Methyl dichloroacetate Ethyl trichloroacetate Methyl trichloroacetate Methyl cyanoacetate Methyl methoxyacetate Methyl benzoate... 

Figure 1.62 Stack plot of FTIR spectra at various time spans (each 65 ms) for the saponification reaction between methyl monochloroacetate and sodium hydroxide [110] (by courtesy of RSC).

M 29] [P 26] The saponification of methyl monochloroacetate with sodium hydroxide is a slow reaction which can be monitored by FTIR spectroscopy [110]. Owing to the slow reaction, despite pre-mixing no detectable reaction could be monitored by FTIR (compare with Neutralization model reaction). On stopping the flow, the reaction products chloroacetate and methanol appear (see Figure 1.62). After a few hundred milliseconds of reaction time, the reaction is completed. 

SYNS CHLOROACETIC ACID METHYL ESTER METHYL CHLOROACETATE (DOT) METHYLESTER KYSELINY CHLOROCTOVE METHYL MONOCHL-ORACETATE METHYL MONOCHLOROACETATE MONOCHLOROACETIC ACID METHYL ESTER... 

METHYL MONOBROMOACETATE see MHR250 METHYL MONOCHLOR. CETATE see i nF775 METHYL MONOCHLOROACETATE see MIF775 4-METHYLMORPHOUXE see MAL 250 N-METHYL MORPHOLINE see MMA250 METHYLMORPHOLINE (DOT see MMA250 METHYL 10-(3-... 

These trihydroxy sulfoxides are useful molecules in total synthesis because of the possible transformation of the sulfoxide into aldehyde by a Pummerer rearrangement. Homoallylic 3-hydroxy sulfoxides have also been prepared from 3-epoxy sulfoxides, readily obtained from methyl monochloroacetate (Scheme 61a). ... 

METHYL MONOCHLOROACETATE (96-34-4) Forms explosive mixture with air (flash point 135°F/57°C). Moisture may cause decomposition. Strong reaction with oxidizers. Incompatible with nitrates. 

Figure 19.2. Three-dimensional plot of the spectra obtained from the basic hydrolysis of methyl monochloroacetate and NaOH (100 mM each) using a rapid-scanning spectrometer. The time difference between subsequent spectra was 65 s. The first five spectra were measured during the flow-on period. (Reproduced from [1], by permission of the Society for Applied Spectroscopy copyright 2001.)...

In a series of papers commencing in 1959, Schuerch and coworkers have reported their extensive examination of the polymerization of levo-glucosan113 214 and several of its derivatives,215 and of 1,6-anhydro-/3-D-galactopyranose24 (o-galactosan) and its 2-methyl ether.24 Preliminary experiments on the polymerization of levoglucosan were conducted under diminished pressure over a temperature range of 100-130°, using several acidic catalysts—formic, acetic, monochloroacetic, phosphoric, and hydrochloric acids,214 and zinc chloride—in various mole ratios of catalyst to... 

Instead of monochloroacetic acid, the condensation with a primary amine can be done using methyl bromoacetate. This procedure was used for the syntheses of /J-methoxyethyliminodiacetic acid /J-methoxyethylamine, methyl bromoacetate and potassium carbonate were reacted without solvent with formation of the corresponding ester (equation 6). This was separated, purified by distillation and hydrolyzed with a Ba(OH)2 solution. The separation of the acid from die solution was made after quantitative removal of barium ions with sulfuric acid.10... 

CH3), which was converted with aqueous alkali to 5 -methyl-2 -thiouri-dine.233 Similarly, 3-ethoxyacryloyl isothiocyanate (LXXI, R = H, R" = C2H5) plus LXX yielded the tribenzoate ester of LXXIII (R = H) which was converted with sodium alkoxide or ammonia to 2 -thiouridine. These D-ribo-2 -thionucleosides exhibit ultraviolet spectral properties similar to those shown by l-methyl-2-thiouracil123 and an enzymically prepared sample of 2 -thiouridine.236 Treatment of 2 -thiouridine with monochloroacetic acid afforded uridine this finding permitted assignment of the l-(/ -D-ribo-furanosyl) structure to these 2-thiouracil nucleosides.233... 

MONOCHLOROACETALDEHYDE see CDY500 MONOCHLOROACETIC xACID see CEAOOO MONOCHLOROACETIC ACID METHYL ESTER see MIF775... 

The addition of the 5-pentanoate radical from methyl adipate to butadiene has been intensively investigated, because in this way long chain l,n-diacids are easily accessible a total yield of 96% has been claimed for this reaction (Table 8, entry 7). Different Kolbe radicals from acetic acid, monochloroacetic acid, trichloroacetic acid, oxalic acid, methyl adipate and methyl glutarate have been added to ethylene, propylene, fluoroalkenes and dimethyl maleate. In this detailed study the influence of current density, alkene type and alkene concentration on the product yields and product ratios have been discussed. 

Di(2-ethylhexyl) phthalate Chloromethane Methyl ethyl ketone 2-Hexanone Fluoranthene Benzo [a] anthracene Benzo [b] fluoranthene Benzo [k] fluoranthene Benzo [a] pyrene Benzo [g,h,i]perylene Dibromomethane Bromochloromethane Monochloroacetic acid Dichloroacetic acid Trichloroacetic acid... 

Esterification of starch dialdehyde with chlorosulfonic acid in formamide gave a sulfate ester that could be transformed into an amide and methyl ester.532-536 The classical method of sulfonation, namely, by the action of sulfur trioxide in pyridine, is also applicable.537,538 Hemiacetals of starch dialdehyde result upon treatment with suitable alcohols in the presence of an acidic catalyst. In acetic media amides condensed with the carbonyl groups. Acetylation of starch dialdehyde with acetic anhydride is an obvious reaction. Esters with hexanedioic (adipic) acid were also prepared.537 Starch dialdehyde undergoes etherification with monochloroacetic acid in an alkaline medium.538... 

The cyanoacetic acid obtained from monochloroacetic acid and sodium cyanide, is treated with hydrochloric acid and ethanol to yield the diethyl ester of malonic acid. The ester, in absolute ethanol, is reacted with the stoichiometric proportion of metallic sodium so as to replace only one active hydrogen of the methylene (CH2) group. Thereupon, a slight excess of the calculated amount of allyl bromide is added. The second replaceable hydrogen is abstracted with 1-methyl butyl bormide and the resulting product is made to react with a theoretical amount of thiourea to yield thiamylal. The free acid thus obtained is conveniently transformed into the official sodium salt by neutralization with a stoichiometric proportion of sodium hydroxide (1 1). 

The physicochemical properties of alkylated polysaccharides have received some attention, and details of the structures and conformations of 0-methylcelluloses, and their interaction in micelle junctions, have been included in a thorough discussion of polysaccharide gels and networks. Information on the polydispersity of samples of partially methylated cellulose may be obtained from column fractionation and by fractional precipitation from a solvent-nonsolvent system, but, for a more complete characterization of polydispersity, fractionation with a series of solvent-nonsolvent systems is necessary. The solubility, in water, of polysaccharides that are mainly methylated may be considerably improved by introduction of a few suitable ionizing groups, for example, by reaction with monochloroacetic acid to introduce carboxymethyl ether groups. The general sorption and diflFusion features of hydrocarbons and other... 

Gosh and Mukherjee reported that monochloroacetic, dichloroacetic and trichloroacetic acids readily initiate photopolymerization of methyl methacrylate at 40 °C in visible light when used in the presence of dimethylaniline. The inhibition period decreases with an increase in the number of chlorine substitution of acetic acid. Addition of benzophenone decreases the induction period. They believe that free-radical initiation is a result of a collapse of the exiplex (acid-dimethylaniline) and an electron transfer from the nitrogen to the carbonyl oxygen of the acid. ... 

Cocamidopropyldimethyl amine can be prepared from whole coconut oil, coconut fatty acid, or methyl esters either whole cut or stripped of the C6-C10 chain fractions. The aforementioned tertiary amines are converted to betaines by reaction with sodium monochloroacetate (SMCA) in a relatively dilute aqueous system (Scheme 1.1). 

Use of alkylating agents including monochloroacetic acid or SMCA, ECH, and methyl acrylate require special precautions for safe use, and products must be certified to contain exceedingly low levels before shipment. 

There are various synthetic routes to introduce hydrocarbon long chains into amino acid-based surfactants. For example, a long-chain fatty acyl group is introduced on the amino part of amino acids by using an acid chloride. To obtain amino acid esters or amides, the carbonyl parts of amino acids are reacted with fatty alcohol or amines, respectively. For example, C-alkylation of an amino acid is obtained by the reaction of a-bromo fatty acid with ammonia or by a transmission reaction of the amino part of the amino ester with a stable Schiff base followed by deprotonation with a strong base. This is followed by alkylation with an alkyl halide. N-Alkylation of an amino acid is generally obtained by the reaction of fatty amines with monochloroacetic acid, methyl acrylate, or maleic acid or by the addition of 1,2-epoxy alkane to amino acids. 

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