Category: 542-58-5

Petryaev, E. P.; Vasil’ev, G. N.; Maslovskaya, L. A.; Shadyro, O. I. published an article about the compound: 2-Chloroethyl acetate( cas:542-58-5,SMILESS:CC(OCCCl)=O ).Formula: C4H7ClO2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:542-58-5) through the article.

γ-Radiolysis of I (R = R1 = H) gave MeCHO, HCO2Et, C2H4, and CO2, whereas radiolysis of I (R = R1 = Me) gave only MeCHO and Me2CO. The 1st reaction proceeded via dioxolan-2-yl and -4-yl radicals; the 2nd proceeded only via the latter radical. Radiolysis of I (R = Me, R1 = H) and AcOCH2CH2Cl suggested that dioxolanyl radicals can fragment simultaneously at 2 bonds.

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Reference:
Chiral Catalysts,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 542-58-5, is researched, SMILESS is CC(OCCCl)=O, Molecular C4H7ClO2Journal, Article, Research Support, U.S. Gov’t, P.H.S., Journal of Biological Chemistry called Hydrolysis by acetylcholinesterase. Apparent molal volumes and trimethyl and methyl subsites, Author is Hasan, Fariza B.; Cohen, Saul G.; Cohen, Jonathan B., the main research direction is acetylcholinesterase substrate structure activity; hydrophobicity acetylcholinesterase substrate; volume molal acetylcholinesterase substrate.Computed Properties of C4H7ClO2.

A study was made of hydrolysis by acetylcholinesterase (EC 3.1.1.7) and by hydroxide of acetate esters RCH2CH2OCOCH3, where, in the following compounds, R is I, (CH3)3N+; II, (CH3)3; III, (CH3)2NH+; IV, (CH3)2CH; V, CH3NH2+; VI, CH3CH2; VII, NH3+; VIII, CH3; IX, H; X HO; XI, CH3O; XII, Cl; XIII, Br; XIV, CN. Acylation rate constants, k2, are normalized for reactivity in hydrolysis by hydroxide, k(OH). Comparison of Ks within the pairs, III and IV, V and VI, VII and VIII, and probably I and II, and the Ks for X-XIV with V and VII indicates that pos. charge makes little if any contribution to binding. I and II have similar normalized values of k2 and bimol. constants, k2(n)/Ks. IV, VI, and VIII have greater normalized values than the charged analogs III, V, and VII. The effect of pos. charge on kcat and k2 is attributed to the effect on intrinsic reactivity, k(OH). Pos. charge is not specifically activating in acylation and is absent in the very efficient deacylation. The generally accepted anionic site is better considered an uncharged trimethyl site, complementary to substrate (CH3)3X groups. A linear correlation is found between log (k2(n)/Ks) for all 14 compounds and apparent molal volume, V̅0, of the β substituents, R. Enzymic reactivity is determined predominantly by precision of fit of the β substituent in the trimethyl site and the acetyl Me in its Me site, which limits mobility of substrate and desolvates the substrate-enzyme interface.

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Chiral Catalysts,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Action of thionyl chloride on 2-methyl- and 2-ethyl-1,3-dioxolane-2-carboxylic acid》. Authors are Sneeden, R. P. A..The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Synthetic Route of C4H7ClO2. Through the article, more information about this compound (cas:542-58-5) is conveyed.

cf. Vogel and Schinz, C.A. 44, 5315e. SOCl2 reacted with 2-methyl- (I) and 2-ethyl-1,3-dioxolane-2-carboxylic acids (II) to yield the 2-chloroethyl acetate III and propionate (IV), resp. Addition of 7.65 g. ethylene ketal of Et pyruvate (with cooling) to 4.05 g. KOH in 5.05 ml. H2O, treatment with 7.0 g. concentrated HCl, and continuous extraction with ether gave I, b14 127-30° n19D 1.4440. I (12.8 g.) kept overnight in 7.5 ml. SOCl2 and distilled gave III, b. 143°, n18D 1.4250. Similar treatment of ethylene ketal of Et α-oxobutyrate gave II, b34 160-5°, n17.5D 1.4530. SOCl2 converted II to IV, b60 80-5°, n14D 1.4320.

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Chiral Catalysts,
Chiral catalysts – SlideShare

Recommanded Product: 2-Chloroethyl acetate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Chloroethyl acetate, is researched, Molecular C4H7ClO2, CAS is 542-58-5, about The preparation and structural elucidation of uranium(VI) complexes and salts of the phosphorus ylides Ph3PCHCOPh, Ph3PC(COMe)(COPh) and Ph3PCHCOOCH2CH3. Author is Spencer, Elinor C.; Kalyanasundari, Balasubramanian; Mariyatra, Mahimaidoss Baby; Howard, Judith A. K.; Panchanatheswaran, Krishnaswamy.

The reaction in methanol of the phosphorus ylides Ph3PCHCOPh, benzoylmethylenetriphenylphosphorane (BPPY), and Ph3PC(COMe)(COPh), α-acetyl-α-benzoylmethylenetriphenylphosphorane (ABPPY), with UO2(NO3)2·6H2O at 273 K gives O-coordinated bis(ylide)-uranium(VI) complexes [UO2(ylide)2(NO3)2], whereas the reaction of BPPY and UO2(NO3)2·6H2O under reflux in benzene yields [H-BPPY]2+[U2O4(NO3)4(OH)2]2-. The reaction of Ph3PCHCOOCH2CH3, ethoxycarbonylmethylenetriphenylphosphorane (EPPY), with UO2(CH3COO)2·2H2O produces [H-EPPY]+[UO2(CH3COO)3]-. The structures of the free ylides ABPPY and EPPY are also discussed.

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Chiral Catalysts,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Suomen Kemistilehti B called Kinetics of the alkaline and acid hydrolysis of ethyl chloroacetate and β-chloroethyl acetate, Author is Tommila, Eero; Hietala, Sirkku; Nyrkio, Juhani, which mentions a compound: 542-58-5, SMILESS is CC(OCCCl)=O, Molecular C4H7ClO2, Application In Synthesis of 2-Chloroethyl acetate.

In the aqueous alk. hydrolyses, 20 ml. of 0.02M ester and NaOH were mixed; the reaction was stopped by 0.02N HCl, the excess acid titrated with 0.02N Ba(OH)2. K for ClCH2CO2Et (I), and AcOCH2CH2Cl (II) were, resp.: 0.00° 6.59, -; 5.00° -, 0.0733; 10.00° 11.7, -; 15.00° 15.0, 0.155; 25.00° 24.8, 0.330; 40.00° -, 0.932. In the acid hydrolyses, 5 ml. of 0.1M ester and HCl were mixed, and O.02N Ba(OH)2 was used for titration after chilling. K × 105 for I and II at 25.00°, 40.00°, 50.00°, 60.00°; water 8.08, 8.17; 28.9, 33.9; 65.5, 81.8; 138, 193; water + 17.8% acetone 8.49, 7.02; 25.4, 26.7; 58.1, 61.5; 115, 139; water + 27% acetone 8.36, 5.38; 26.5, 20.4; 57.4, 46.3; 112, 104. Activation energies and frequency factors were calculated All corresponding values are given for HCO2Et, AcOEt, and AcOMe.

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Chiral Catalysts,
Chiral catalysts – SlideShare

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Chloroethyl acetate, is researched, Molecular C4H7ClO2, CAS is 542-58-5, about Modified saw dust for the removal of lead cations from aqueous media.COA of Formula: C4H7ClO2.

Saw dust modified with chloroethylacetate was prepared The product was used as an extracting agent for the solid-phase extraction of lead cations from aqueous media. The uptake performance of modified saw dust (MSD) for removal of Pb(II) cations was investigated using batch method. The influences of some exptl. parameters like initial concentration of the cation, extraction time, concentration of the saw dust, pH and temperature were studied. Three adsorption isotherms [Langmuir, Freundlich and Dubinin-Redushkevish (D-R)] were used to analyze the equilibrium data. The sorption capacity of modified saw dust was found to be 78.1 mg/g at 298 K from 164 mg/l aqueous solution of lead cation. The mean free energy calculated from D-R model was found to be 15.81 KJ/mol, indicating that chemisorption is involved in the extraction process. The removal of lead cation does not change with increasing temperature The present method has been compared with the previous methods.

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Chiral Catalysts,
Chiral catalysts – SlideShare

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Martinetz, Dieter researched the compound: 2-Chloroethyl acetate( cas:542-58-5 ).Application of 542-58-5.They published the article 《Detoxification of aliphatic dihalogen compounds via solid-liquid phase transfer-catalyzed formation of diacetates》 about this compound( cas:542-58-5 ) in Zeitschrift fuer Chemie. Keywords: detoxification dihaloalkane; haloalkane di detoxification; glycol diacetate; diol alkane diacetate. We’ll tell you more about this compound (cas:542-58-5).

BrCH2CH2Br (LD50 140 mg/kg, orally, rat) was detoxified by refluxing 6 h with PhCH2Bu3N+Cl- and KOAc in MeCN to give ∼90% AcOCH2CH2OAc (LD50 6850 μg/kg, orally, rat) and ∼10% BrCH2CH2OAc. ClCH2CH2Cl (LD50 140 mg/kg) was detoxified similarly in 12 h, but the MeCN was omitted, to give ∼80% AcOCH2CH2OAc and ∼20% ClCH2CH2OAc. Br(CH2)4Br and Br(CH2)6Br with KOAc and PhCH2Bu3N+ Cl- in 5 h gave 98% AcO(CH2)4OAc and 96% AcO(CH2)6OAc, resp.

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Chiral Catalysts,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Some choline derivatives》. Authors are Hebky, J..The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Reference of 2-Chloroethyl acetate. Through the article, more information about this compound (cas:542-58-5) is conveyed.

The orthoformate (I), orthoacetate (II), and orthophosphate (III) of (2-hydroxyethyl)trimethylammonium chloride were prepared from Me3N (IV) in C6H6 and the appropriate 2-chloroethyl ester and identified as their tripicrates. I, II, and III probably break up in vivo into choline chloride, since biol. tests on rabbits showed they had the same activity as choline chloride, but only 1/1000 that of acetylcholine. 2-Chloroethyl orthoformate (V), a colorless, pleasant-smelling, stable liquid, b14 157° (after redistillation), was obtained in 83.4-g. yield (88.1% theory) by fractionally distilling under reduced pressure 2.5 hrs. a mixture of 55.6 g. (0.376 mol.) of HC(OEt)3 and 180 g. anhydrous CH2ClCH2OH with 1 drop saturated alc. HCl. 2-Chloroethyl orthoacetate (VI), a colorless sweet-smelling liquid turning slightly yellow on standing, b13 155-6°, was formed (18 g.) in a similar manner from 16.25 g. (0.1 mol.) MeC(OEt)3 and 50 g. dry CH2ClCH2OH with 1 drop alc. HCl. V (3 g.) and 15 cc. of a 16.9% C6H6 solution of IV heated 8 hrs. in a sealed tube at 100° formed 2 layers, the bottom one of which was I, a glassy, colorless, hygroscopic mass after removing C6H6, washing with H2O, and drying in a vacuum desiccator over P2O5 1 week. I precipitated from absolute alc. with dry Et2O formed white crystals, m. 280° (decomposition). II, obtained from 4.4 g. VI heated in a sealed tube at 80-90° 10 hrs. with 25 cc. of a 16.9% C6H6 solution of IV and treated like I, had properties similar to I. (ClCH2CH2O)3PO (VII) was prepared according to (B.I.O.S. Final Report Number 696, p. 7) from 50 g. CH2ClCH2OH and 27.3 g. POCl3. The colorless product, dried 3 weeks over fused Na2SO4, weighed 23.3 g. VII (5.7 g.) and 20 cc. of a 21% solution of IV heated 10 hrs. in a sealed tube at 80° gave a thick, colorless sirup which changed into a glassy, slightly milky, almost solid hygroscopic mass of III after removing the benzene and drying in a vacuum desiccator over P2O5 3 months. Addition of Na picrate to a concentrated aqueous solution of I formed the tripicrate, HC[OCH2CH2NMe3C6H2O7N3]3, m. 214° after several recrystallizations from 70% EtOH with added charcoal. The crystalline tripicrate of II, MeC[OCH2CH2NMe3C6H2O7N3]3, formed in a similar way from II, m. 187-9°. The tripicrate, of III, OP[OCH2CH2NMe3C6H2O7N3]3, crystallized after 10 days from a solution of Na picrate added to a concentrated aqueous solution of III, m. 192° (repeated recrystallizations from 70% EtOH).

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Reference:
Chiral Catalysts,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Acid iodides. II. The cleavage of aliphatic ethers by acid iodides》. Authors are Gustus, Edwin L.; Stevens, Philip G..The article about the compound:2-Chloroethyl acetatecas:542-58-5,SMILESS:CC(OCCCl)=O).Application of 542-58-5. Through the article, more information about this compound (cas:542-58-5) is conveyed.

When an aliphatic ether is treated with AcI, the reaction mixture becomes warm after a short induction period of often less than a min. This heat is soon dissipated. If the mixture is allowed to stand at room temperature for 2-5 days, it is found that the ether has been cleaved with the formation of an alkyl iodide and an alkyl acetate. This reaction proceeds much faster with di-sec. than with di-primary ethers. The mol. weight of primary ethers appears to influence slightly the ease with which they are cleaved. In the cleavage of unsym. aliphatic ethers, it is found that, with di-primary ethers, the greater proportion of I is attached to the smaller alkyl group. With mixed primary-sec. ethers about 0.5 of the I went to the smaller (in this case the primary) radical; in addition, rearrangement products appeared. The structure of the acid iodide in ether cleavage is almost as important as the structure of the ether itself. The introduction of Cl into the iodide has a marked effect. While thioethers are cleaved by acid iodides, the rate of cleavage is much slower than that of O ethers. Pr2O (12.25 g.) and 17 g. AcI, after 89 hrs., give 45.8% PrI, isolated as PrMe3NI and AcOPr. Details of yields are given for Me2O, Bu2O, iso-Am2O, iso-Pr2O and AcI. Et2S and AcI after 1296 hrs. still contained much unreacted AcI; the reaction products were EtI and EtSH. AcI and (CH2)2O in 20 hrs. give 73.8% of β-ICH2CH2OAc, b43 95-6°, nD20 1.5072; AcCl, after 44 days at 25°, gives about 95% of β-ClCH2CH2OAc; if a drop of concentrated HCl is added to the AcCl the reaction is completed in about 2.5 days, the yield of β-ClCH2CH2OAc being 78%; a small amount of I also catalyzes the reaction, 31% acetate being formed in 3.5 days at 25°; when equivalent amounts of AcI, (CH2)2O and I were used, the tube exploded on removal from the bath at -80°. AcCl, iso-Am2O and I remain unchanged after 44 days at 25°. Et2O and ClCH2COI, 5 days at 25°, give 91% EtI and 92% ClCH2CO2Et. Cl2CHCOI and AcI, after 6 days, give 91% of EtI and Cl2CHCO2Et. Cl3CCOI did not react with (iso-Pr)2O. MeOBu and ClCH2COI after 2 weeks give 73.2% MeI, 13.3% BuI and also ClCH2CO2Bu. Me(iso-Pr)CHOH, transformed into the K salt in p-cymene and treated with Me2SO4, gives methylisopropylcarbinol Me ether, b737 81.2-1.5°, d420 0.7586, nD20 1.3850; with ClCH2COI there results MeI (33.5%) and Me2C:CHMe. Methylisopropylcarbinol chloroacetate, b738 180-1°, d420 1.0418, nD20 1.4298. No reaction appears to take place between ClCH2COI and (ClCH2)2O after heating 6 days at 100°, or between Cl3CCOI and Et2O after 112 hrs. at room temperature or 3 hrs. at 100°, or with AcCl and Et2S after 1 week at 100°.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Gelas, Jacques; Petrequin, Danielle researched the compound: 2-Chloroethyl acetate( cas:542-58-5 ).Synthetic Route of C4H7ClO2.They published the article 《Cyclic acetals. XVII. Chlorination of the acetal function by 1,3,5-trichloro-1,3,5-triazine-2,4,6-dione》 about this compound( cas:542-58-5 ) in Carbohydrate Research. Keywords: chlorination cyclic acetal; triazinetrione trichloro acetal chlorination. We’ll tell you more about this compound (cas:542-58-5).

Action of 1,3,5-trichloro-1,3,5-triazine-2,4,6-trione in CCl4 containing iodine as catalyst, on 2-methyl-1,3-dioxolane gave 80% MeCO2CH2CH2Cl, 10% MeCO2CH2CHCl2 ∼1% ClCH2CO2CH2CH2Cl, and ∼1% Cl2CHCO2CH2Cl. Similar reaction with 2,2-dimethyl-1,3-dioxolane gave 65I, 20% II, 7% III, and 5% IV. These compounds are models for reactions with cyclic acetals of sugars.

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Reference:
Chiral Catalysts,
Chiral catalysts – SlideShare