Category: 20029-52-1

Truffault, Robert published the artcileCondensation of halogenated derivatives of benzene with unsaturated hydrocarbons and with halogenated derivatives of the latter under the influence of concentrated sulfuric acid as catalyst, Quality Control of 20029-52-1, the publication is Compt. rend. (1938), 676-8, database is CAplus.

Halogenated benzenes condense with olefins, in the presence of concentrated H₂SO₄, in the same way that benzene does (cf. C. A. 30, 4154.8), yielding p-substituted halogenated benzenes. Cyclohexene and PhCl react to form p-chlorocyclohexylbenzene (I), b₁₆ 134°, d₂₀ 1.070, n_D²⁰ 1.5400; M. R. calculated 56.7, found 57.03. With PhBr the product is p-bromocyclohexylbenzene (II), b₁₆ 146°, d₁₉ 1.289, n_D²⁰ 1.5605; M. R., calculated 59.58, found 60.0. Oxidation of I with CrO₃ gave p-ClC₆H₄CO₂H, m. 236°. The Mg derivative of II reacts with CO₂ to form p-cyclohexylbenzoic acid, m. 200°. Allyl chloride (III) and PhCl react to form p-ClC₆H₄CHMeCHCl (IV), b₁₆ 117°, d₂₁ 1.185, n_D²⁰ 1.538; M. R., calculated 49.9, found 49.9. With PhBr the product is p-BrC₆H₄CHMeCH₂Cl (V), b₁₅ 134-5°, d₂₁ 1.416, n_D²¹ 1.558; M. R., calculated 52.8, found 53.2. The structures of IV and V were assigned on the basis of the structures established for the compounds prepared from C₆H₆ and III, loc. cit. Thus, H₂SO₄ may be used to prepare alkylbenzenes having halogenated side chains, which cannot be obtained in the Friedel-Crafts reaction.

Compt. rend. published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C16H18Br2ClN3O3, Quality Control of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Neunhoeffer, Otto published the artcileTricyclohexylmethane series. III, SDS of cas: 20029-52-1, the publication is Justus Liebigs Annalen der Chemie (1936), 58-65, database is CAplus.

p-Cyclohexylphenylmagnesium iodide and 13 g. Me p-cyclohexylbenzoate give 3 g. p,p’-dicyclohexylbiphenyl (I), m. 205°; some p,p’-dicyclohexylbenzophenone, m. 135°; and as the principal fraction, tri-(p-cyclohexylphenyl)carbinol (II), m. 168°. The action of CO₂ upon the Grignard reagent gives p-cyclohexylbenzoic acid, I and II. II in concentrated H₂SO₄ gives an intensive red-yellow color; II does not react with the usual reagents to form a halogen derivative or a Me ether. The action of Ag upon tricyclohexylmethyl bromide is complete in about 3 months; the action of K-Na gives dicyclohexylcyclohexylidenemethane, m. 52°. The cyclohexyl residue does not favor the formation of free radicals.

Justus Liebigs Annalen der Chemie published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Neunhoeffer, Otto published the artcileSynthesis and nitration of phenylcyclohexane, Safety of 4-Cyclohexylbenzoic acid, the publication is Journal fuer Praktische Chemie (Leipzig) (1932), 95-109, database is CAplus.

In the preparation of phenyleyelohexane (I) the yield is increased with an excess of C₆H₆; thus, 1 mol. cyclohexyl chloride and 3 mols. C₆H₆ give 0.55 mol. I and 0.18 mol. dicyclohexylbenzene (II), while 12 mols. C₆H₆ gives 0.8 mol. I and 0.08 mol. II. Degradation of I with O₃ gives cyclopentylacetic acid, characterized as the amide, m. 149°. Oxidation of II gives terephthalic acid. Nitration of I in Ac₂O with fuming HNO₃ gives a mixture of p- (III) and o-nitrocyclohexylbenzenes (IV), in the ratio 78: 22; III b_0.6 142°, m. 57°; IV b_0.5 113°, m. 45°. Electrolytic reduction of III gives quantitatively p-cyelohexylaniline; through the diazo reaction this gives 90% of pcyclohexyliodobenzene, b_0.5 117°, m. 4°, and 42% of nitrile, b_0.5 123°, m. 41°; hydrolysis gives p-cyclohexylbenzoic acid, m. 196°. Electrolytic reduction of IV gives o-cyclohexylaniline,b_0.6 106°.m.13°; Acderiv.,m.101°; Bzderiv.,m.154°. III is trimorphic, m. 54°, 56° and 57°.

Journal fuer Praktische Chemie (Leipzig) published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Safety of 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Burgess, Laurence E. published the artcileThe preparation of immunosuppressant SR-31747, Product Details of C13H16O2, the publication is Synthetic Communications (1997), 27(12), 2181-2191, database is CAplus.

The preparation of immunosuppressant SR-31747 was described. Attempts to install a (Z)-allyl amine included Lindlar partial hydrogenation and vinyl stannane methodologies. Ultimately, the Wittig olefination of 3-chloro-4-cyclohexylbenzaldehyde with the ylide derived from β-aminoethyl phosphonium salt [i.e., [2-(cyclohexylethylamino)ethyl]triphenylphosphonium bromide] proved successful.

Synthetic Communications published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Product Details of C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Pei, Chunzhe published the artcileNi-Catalyzed Direct Carboxylation of Aryl C-H Bonds in Benzamides with CO₂, SDS of cas: 20029-52-1, the publication is Advanced Synthesis & Catalysis (2022), 364(3), 493-499, database is CAplus.

The direct carboxylation of inert aryl C-H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, authors report the Ni-catalyzed direct carboxylation of aryl C-H bonds in benzamides under 1 atm of CO₂ to afford various Me carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)-Ni(II)-Ni(I) catalytic cycle may be involved in this reaction.

Advanced Synthesis & Catalysis published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Han, Jie published the artcileDesign and Synthesis of WJ-Phos, and Application in Cu-Catalyzed Enantioselective Boroacylation of 1,1-Disubstituted Allenes, Computed Properties of 20029-52-1, the publication is ACS Catalysis (2019), 9(8), 6890-6895, database is CAplus.

The highly enantioselective copper-catalyzed three-component boroacylation of 1,1-disubstituted allenes is reported by using a class of chiral ligands (WJ-Phos), delivering various functionalized organoboron compounds bearing an all-carbon stereocenter in moderate to good yields with high enantioselectivities. WJ-Phos is a ferrocene-derived chiral sulfinamide phosphine ligand and can be easily synthesized in gram-scale from readily available starting materials in short steps. The salient features of this reaction include moderate to good yields, high enantioselectivities, gram-scale synthesis, diverse synthetic transformations, and the development of a new chiral ligand.

ACS Catalysis published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Computed Properties of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Boyarskii, V. P. published the artcileSynthesis of Aromatic Carboxylic Acids by Carbonylation of Aryl Halides in the Presence of Epoxide-Modified Cobalt Carbonyls as Catalysts, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Russian Journal of Applied Chemistry (2005), 78(11), 1844-1848, database is CAplus.

A new procedure was developed for synthesis of aromatic and heteroaromatic acids and their derivatives (esters, salts) by carbonylation of the corresponding aryl halides. The acids are selectively formed in high yield under very mild conditions. Highly active catalytic systems, base-containing alc. solutions of cobalt carbonyl modified with epoxides, were used to activate aryl halides.

Russian Journal of Applied Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Liang, Yumeng published the artcileAcyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination, Formula: C13H16O2, the publication is Organic Letters (2021), 23(3), 847-852, database is CAplus and MEDLINE.

A novel reagent system to obtain acyl fluorides such as benzoyl fluoride, 4-cyclohexylbenzoyl fluoride, dodecanoyl fluoride, etc. directly from three different functional group precursors: carboxylic acids such as benzoic acid, thiophene-2-carboxylic acid, dodecanoic acid, etc. aldehydes such as benzaldehyde, picolinaldehyde, cyclopropanecarboxaldehyde, etc. or alcs. such as benzyl alc., 2-bromonicotinyl alc., 4-bromobenzyl alc., etc. was described. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug mols. that contain a carboxylic acid, an aldehyde, or an alc. group.

Organic Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Formula: C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Dragovich, Peter S. published the artcileFragment-based design of 3-aminopyridine-derived amides as potent inhibitors of human nicotinamide phosphoribosyltransferase (NAMPT), Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(3), 954-962, database is CAplus and MEDLINE.

The fragment-based identification of two novel and potent biochem. inhibitors of the nicotinamide phosphoribosyltransferase (NAMPT) enzyme is described. These compounds (51 and 63) incorporate an amide moiety derived from 3-aminopyridine, and are thus structurally distinct from other known anti-NAMPT agents. Each exhibits potent inhibition of NAMPT biochem. activity (IC₅₀ = 19 and 15 nM, resp.) as well as robust antiproliferative properties in A2780 cell culture experiments (IC₅₀ = 121 and 99 nM, resp.). However, addnl. biol. studies indicate that only inhibitor 51 exerts its A2780 cell culture effects via a NAMPT-mediated mechanism. The crystal structures of both 51 and 63 in complex with NAMPT are also independently described.

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Recommanded Product: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Xiang, Kang published the artcileTunable C-H arylation and acylation of azoles with carboxylic acids by Pd/Cu cooperative catalysis, Product Details of C13H16O2, the publication is Organic Chemistry Frontiers (2021), 8(11), 2543-2550, database is CAplus.

The direct C-H arylation and acylation of azoles with carboxylic acids were achieved through Pd/Cu cooperative catalysis. Various biaryls and biaryl ketones were selectively produced in good to high yields from the same substrates. The key factor of high chemoselectivity was the choice of a suitable phosphine ligand: biaryls were generated selectively with dppp as the ligand, while biaryl ketones were obtained with high selectivity using dpph or Ph₂PCy as the ligand.

Organic Chemistry Frontiers published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C3H6O2, Product Details of C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider