Tag: M.W=100-200

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Study on synthesis and properties of chloride-[1-ethyl-3-(1,2-dihydroxypropyl)]imidazole ionic liquid, published in 2008-11-30, which mentions a compound: 60827-45-4, mainly applied to ionic liquid elec conductivity synthesize property, Recommanded Product: 60827-45-4.

A method for the synthesis of the title compound is reported here. A chiral imidazole ionic liquid was prepared from 1-ethylimidazole and (2S)-3-chloro-1,2-propanediol. The resulting chiral ionic liquid was characterized by NMR. Its elec. conductivity in different solvents was determined The result shows that the ionic liquid can be dissolved in acetonitrile, acetone, ethanol, water, N, N-dimethylformamide (DMF) but not in Et acetate. The elec. conductivity of the ionic liquid is also measured at different temperatures and concentrations, and the result shows that the elec. conductivity value increases along with concentration and temperature, and the value of elec. conductivity K is different in different solvents. Its order is as follow: K(acetonitrile)=K(water)>K(DMF)>K(acetone)>K.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Rupini, Boyina; Pasricha, Sharda; Rathi, Brijesh published an article about the compound: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4,SMILESS:OC[C@H](O)CCl ).Safety of (2S)-(+)-3-Chloropropane-1,2-diol. 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:60827-45-4) through the article.

Asym. reductive amination of carbonyl compounds was carried out using a novel class of aliphatic quaternary ammonium based chiral ionic liquid (R)-2,3-dihydroxy-N,N,N-tributylpropanaminum bromide chiral ionic liquid was synthesized, characterized and used for asym. reductive amination of carbonyl compounds in the presence of sodium borohydride. These preliminary results are encouraging and advocate dual role of novel ionic liquid as a medium and reducing agent for proficient conversion of ketones to amines, however, reductive amination reaction needs to be established for other substituents.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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, Journal of Coordination Chemistry called Unusual structurally characterized pyridine carbinoxide copper(II) coordination compounds, isolated from organic solvents, Author is Boyle, Timothy J.; Ottley, Leighanna M.; Raymond, Rebecca, which mentions a compound: 75732-01-3, SMILESS is [Cu]C1=C(C)C=C(C)C=C1C, Molecular C9H11Cu, Related Products of 75732-01-3.

The coordination behavior of pyridine-2-methanol (H-OPy) with copper in organic solvents was crystallog. determined Initial attempts to generate the Cu(II) OPy derivatives from an alcoholysis exchange of Cu(OCH3)2, with H-OPy in toluene, gave [Cu(μc-OPy)(OcPy)]2 (1, c indicates chelation). The square-based pyramidal geometries noted for each Cu center resulted from one OcPy and two μc-OPy ligands, generating an unusual Ci symmetry. From the reaction of H-OPy and the Cu(I) species Cu(C6H2(CH3)3-2,4,6), mononuclear Cu(II) complex Cu(OcPy)2(H-OPy)2 (2) was isolated. Compound 2 is unusual in that it adopts a square planar arrangement around the Cu metal center using two OcPy ligands; however, the metal center also coordinates with two H-OPy mols. forming an octahedral geometry. Upon dissolution in water, both 1 and 2 react to form the previously reported Cu(OcPy)2·2H2O (3). Attempts to add a Lewis base through dissolution of 1 in selected solvents (i.e., THF, pyridine, 1-methylimidazole) led to [Cu(μc-OPy)(OcPy)]2·H2O (4), which possesses a C2 symmetry. The water was believed to be extracted from the dry solvents. A Cl derivative was also solved for the Cu(II)/Cu(I) species [Cu(OPy)2]2[CuCl(H-OPy)2]2 (5) from THF dried over apparently contaminated sieves. 1-5 Were characterized by x-ray crystallog.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of C9H11Cu. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Mesitylcopper(I), is researched, Molecular C9H11Cu, CAS is 75732-01-3, about Conjugate addition of diorganozincs to α,β-unsaturated ketones catalyzed by a copper(I)-sulfonamide combined system. Author is Kitamura, Masato; Miki, Takashi; Nakano, Keiji; Noyori, Ryoji.

In the presence of a Cu(I)-N-monosubstituted sulfonamide combined catalyst system, diorganozincs react with α,β-unsaturated ketones, e.g., 2-cycloheptenone, to generate Zn enolates, which may be hydrolyzed giving the β-substituted ketones, e.g., 3-ethylcycloheptanone, or used for further aldol reaction or Pd(0)-catalyzed reaction with allyl acetate leading to the regiospecific α,β-vicinal condensation products.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A Pseudomonas putida capable of stereoselective hydrolysis of nitriles, published in 1997-02-28, which mentions a compound: 4553-62-2, Name is 2-Methylglutaronitrile, Molecular C6H8N2, Recommanded Product: 2-Methylglutaronitrile.

P. putida NRRL-18668 contains a nitrile hydratase capable of stereoselective hydrolysis of 2-(4-chlorophenyl)-3-methylbutyronitrile at >90% enantiomeric excess (ee) to the (S)-amide. This soil isolate was recovered from enrichments using (R,S)-2-methylglutaronitrile as the sole nitrogen source. Enzyme expression is constitutive and does not show a high level of catabolite repression. The organism is capable of growth on a wide variety of aliphatic mono- and dinitrile compounds The hydrolysis activity on propionitrile is ∼10.3 μmol/h-mg wet cells. The enzyme in cell-free preparations is inhibited by a number of heavy metals, phenylhydrazine, and cyanide. Substrate specificity is broad, with highest rates shown on C4 and C5 aliphatic mononitriles. The strain appears somewhat unusual in its dependence on Co supplementation for maximum enzyme activity and the ability to hydrolyze some aromatic nitriles. This strain is also capable of a 2-step hydrolysis of 2-(4-isobutylphenyl)-propionitrile and 2-(6-methoxy-2-naphthyl)-propionitrile to the (S, with stereoselectivity residing primarily in the aliphatic amidase. This appears to be the 1st description of a stereoselective nitrile hydratase from a gram-neg. organism.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Quality Control of (2S)-(+)-3-Chloropropane-1,2-diol. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Stereospecific analysis of fatty acid esters of chloropropanediol isolated from fresh goat milk. Author is Myher, J. J.; Kuksis, A.; Marai, L.; Cerbulis, J..

The fatty acid esters of chloropropanediol isolated from goat milk fat in small quantities were subjected to a stereospecific anal. via phospholipase C and phosphocholine esters as intermediates. Synthetic racemic 1-chloro-2,3-dioleoylpropanediol was prepared by standard methods and was used as a control. The stereospecific analyses were performed following release of the fatty acids from the primary positions of each chloropropanediol diester with pancreatic lipase. The resulting 1-chloro-2-acylpropanediols were then converted into the corresponding phosphocholine derivatives by a stepwise reaction with phosphorus oxychloride and choline chloride. The 1-chloro-2-acyl-3-phosphocholinepropanediols were subjected to hydrolysis with phospholipase C (Clostridium perfringens), which hydrolyzed 50% of the phosphatide within 2 min and the rest of it in 2 h. From previous experience with glycerol esters, it was assumed that the more rapidly hydrolyzed mols. were the sn-1-chloro-2-acylpropanediol derivatives and the more slowly hydrolyzed ones the sn-2-acyl-3-chloropropanediol derivatives Hydrolysis with phospholipase A2 (Crotalus adamanteus) released 50% of the total fatty acid along with the corresponding lyso compound within 10 min, after which there was no further reaction. The hydrolysis products were assayed directly by gas chromatog. or were isolated by TLC prior to quantitation by gas chromatog. Both naturally occurring and synthetic chloropropanediol diesters behaved similarly on stereospecific anal. and were therefore concluded to be racemic.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (2S)-(+)-3-Chloropropane-1,2-diol( cas:60827-45-4 ) is researched.Product Details of 60827-45-4.Song, Yuming; Chen, Huilin; Hu, Xinquan; Bai, Changmin; Zheng, Zhuo published the article 《Highly enantioselective resolution of terminal epoxides with crosslinked polymeric salen-Co(III) complexes》 about this compound( cas:60827-45-4 ) in Tetrahedron Letters. Keywords: kinetic resolution epoxide polymeric cobalt salen complex; asym hydrolysis epoxide polymeric cobalt salen complex. Let’s learn more about this compound (cas:60827-45-4).

Crosslinked polymeric salen-Co(III) complexes derived from a novel dialdehyde and a trialdehyde were synthesized and employed in the hydrolytic kinetic resolution of terminal epoxides. Up to 99% ee was obtained with only 0.16-0.02 mol % of catalyst (based on catalytic unit).

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 60827-45-4, is researched, Molecular C3H7ClO2, about Effects of the optical isomers of α-chlorohydrin on glycolysis by ram testicular spermatozoa and the fertility of male rats, the main research direction is chlorohydrin sperm glycolysis fertility.Safety of (2S)-(+)-3-Chloropropane-1,2-diol.

When 0.1 mM S-α-chlorohydrin [60827-45-4] was present in incubations, glycolysis by ram testicular spermatozoa was almost completely inhibited whereas 10 mM R-α-chlorohydrin [57090-45-6] had no effect. Male rats dosed orally with S-α-chlorohydrin (3.25 mg/kg/day) became much less fertile than controls but those dosed with R-α-chlorohydrin (13 mg/kg/day) did not. The loss of fertility was associated with a reduced ability of spermatozoa from the cauda epididymidis of these rats to oxidize glucose [50-99-7]. Apparently, the S enantiomer is responsible for both the inhibition of sperm glycolysis and the reduction in fertility caused by the racemic mixture of α-chlorohydrin.

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of C9H11Cu. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Mesitylcopper(I), is researched, Molecular C9H11Cu, CAS is 75732-01-3, about Carbonylation of a Tetrameric Aryloxocopper(I) Cluster. Author is Lopes, Cesar; Hakansson, Mikael; Jagner, Susan.

Carbonylation of 2,6-diphenylphenoxocopper(I), tetrameric [(CuOC6H3Ph2)4] (1), results in a [{Cu(OC6H3Ph2)(CO)}2] dimer (2). The parent aryl oxide, [(CuOC6H3Ph2)4], which was prepared from mesitylcopper(I) and 2,6-diphenylphenol, has an approx. planar Cu4O4 core, in which Cu(I) is two-coordinated and Cu-O bonds range from 1.834(7) to 1.865(7) Å. Its carbonylation product 2 is a μ2-phenoxo-bridged dimer, containing three-coordinated Cu(I), with longer Cu-O bonds, viz. 1.953(7)-1.995(7) Å. Cu-C bond lengths in 2 are 1.78(1) and 1.79(1) Å, resp., with both carbonyl C-O distances equal to 1.12(1) Å, and Cu-C-O angles of 174(1) and 179(1)°, resp. Carbonyl stretching frequencies in the IR are 2099, 2103, and 2112 cm-1 for the solid and 2102 cm-1 in toluene solution, and the 13C NMR signal (toluene solution) is at 168 ppm. From comparison with other carbonyl complexes of Cu(I), the Cu-C bond is judged to be predominantly of σ character, with minimal metal → ligand π* contribution. Both 1 and 2 retain their aggregation states on dissolution in nonpolar solvents, as ascertained by cryoscopic mol. weight determinations of the compounds in benzene. Crystal data: 1, triclinic, space group P1̅, a 12.738(9), b 22.426(5), and c 9.984(3) Å, α 101.62(2), β 91.02(4), and γ 85.93(3)°, Z = 2, R = 0.052 (Rw = 0.058); 2, triclinic, space group P1̅, a 10.67(3), b 15.72(1), and c 10.05(1) Å, α 96.99(8), β 104.66(16), and γ 101.46(12)°, Z = 2, R = 0.049 (Rw = 0.054).

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Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of (2S)-(+)-3-Chloropropane-1,2-diol. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (2S)-(+)-3-Chloropropane-1,2-diol, is researched, Molecular C3H7ClO2, CAS is 60827-45-4, about Study on acute toxicity of R,S and (R,S)-3-chloro-1,2-propanediol. Author is Qian, Guoqing; Zhang, Hao; Zhang, Guozhou; Yin, Lihong; Liu, Li; Chen, Li; Ling, Xiao; Wang, Xia; Jiang, Songhui; Qu, Weidong.

The aim of the paper was to investigate the acute toxicity of R,S and (R,S)-3-chloro-1,2-propanediol (3-MCPD). Ten, seven and seven groups of sexually mature ICR mice were employed for testing the acute toxicity of R, S and (R,S)-3-MCPD, at the doses of 176.78 mg/kg, 198.43 mg/kg, 222.73 mg/kg, 250 mg/kg, 280.61 mg/kg, 314.98 mg/kg, 353.55 mg/kg, 396.84 mg/kg, 445.44 mg/kg, and 499.99 mg/kg for R-3-MCPD, 89.09 mg/kg, 100 mg/kg, 112.25 mg/kg, 125.99 mg/kg, 141.42 mg/kg, 158.74 mg/kg and 178.18 mg/kg for S-3-MCPD, and 130.25 mg/kg, 150 mg/kg, 172.75 mg/kg, 198.95 mg/kg, 229.13 mg/kg, 263.88 mg/kg and 303.91 mg/kg for (R,S)-3-MCPD, resp. The mice were given three forms of 3-MCPD once by gavage and observed for 14 days, the LD50 was calculated by the modified Karber’s method, and organ/body weight ratios were measured and morphol. changes of liver and kidney were examined Results showed that the LD50 (95% CI) of R, S and (R,S)-3-MCPD was 290.54 mg/kg (280.74-300.68), 117.57 mg/kg (113.82-121.45) and 190.73 mg/kg (177.76-204.59), resp. The kidney/weight ratios in R-3-MCPD treated groups were higher than controls at the doses of 250-353.55 mg/kg (P < 0.05), and the brain weight ratios also had an significant increase in the 353.55 mg/kg, 445.44 mg/kg and above doses (P < 0.05). However, no significant changes on organ/body weight ratio of any organs in S-3-MCPD treated groups were observed The kidney/body weight ratio in (R,S)-3-MCPD treated groups increased significantly at the doses of 198.95-303.91 mg/kg (P < 0.05), and the brain weight ratios also had a significant increase at the doses of 229.13-303.91 mg/kg. At the doses of 353.55-499.99mg/kg, R-3-MCPD caused obvious swell of liver cells and the swell and congestion of the liver sinus. At the dose 229.13 mg/kg and above, (R,S)-3-MCPD also induced the swell of liver cells and congestion of the liver sinus. No obvious morphol. change of kidney after administration of R, S and (R,S)-3-MCPD was observed In conclusion, the acute toxicity of S-3-MCPD might be much higher than those of (R,S)-3-MCPD and R-3-MCPD, and both R-3-MCPD and S-3-MCPD seemed to possess neurotoxicity. In addition to the literature in the link below, there is a lot of literature about this compound((2S)-(+)-3-Chloropropane-1,2-diol)Reference of (2S)-(+)-3-Chloropropane-1,2-diol, illustrating the importance and wide applicability of this compound(60827-45-4).

Reference:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com