Tag: M.W:200-300

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about N,N’-Diferrocenyl-N-heterocyclic Carbenes and Their Derivatives, the main research direction is crystal structure ferrocenyl imidazolidine imidazolidinethione imidazolinium imidazolinethione silver imidazolinylidene; mol structure ferrocenyl imidazolidine imidazolidinethione imidazolinium imidazolinethione silver imidazolinylidene; silver ferrocenylimidazolinylidene complex preparation structure; imidazolinylidene ferrocenyl silver complex preparation structure; imidazolinium ferrocenyl preparation structure electrochem reaction; imidazolinylium ferrocenyl preparation structure electrochem reaction; imidazolidine ferrocenyl preparation structure electrochem reaction; imidazolidinethione preparation; imidazolinethione preparation structure electrochem; carbene nitrogen heterocyclic silver complex preparation structure; electrochem ferrocenyl imidazolidine imidazolidinethione imidazolinium imidazolinethione silver imidazolinylidene; ferrocenyl imidazolidine imidazolidinethione imidazolinium imidazolinethione imidazolium imidazolinylidene preparation structure.Application of 1273-73-0.

In continuation of the authors’ work on Wanzlick/Arduengo carbenes containing redox-active ferrocenyl substituents the synthesis of N,N’-diferrocenyl imidazol(in)ium salts as precursors of imidazol(in)-2-ylidenes is reported. The necessary starting material for this chem. is aminoferrocene, which was prepared by an improved and large-scale synthesis by the sequence solid lithioferrocene, iodoferrocene, N-ferrocenylphthalimide, aminoferrocene. The preparation of N,N’-diferrocenyl heterocycles involves condensation of aminoferrocene with glyoxal to afford N,N’-diferrocenyldiazabutadiene [Fc-DAB], reduction, condensation with formaldehyde, and oxidation with trityl salts to yield N,N’-diferrocenylimidazol(in)ium salts. In situ deprotonation and trapping with electrophiles yielded the expected metal complexes and derivatives in some cases [Ag+ or S8], but attempted reaction with other transition metals [e.g., Pd(II)] failed to give the corresponding complexes, due to (i) steric hindrance by the two N-ferrocenyl substituents, (ii) reduced acidity of the imidazol(in)ium precursors, and (iii) inaccessibility of the free carbenes. Spectroscopic [IR, Raman, UV-visible, MS, NMR (1H, 13C, 109Ag)], structural [x-ray], and electrochem. [CV] properties are reported and compared to those of other N-heterocyclic carbene derivatives

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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.Zhang, Chun; Santiago, Celine B.; Kou, Lei; Sigman, Matthew S. researched the compound: (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole( cas:1428537-19-2 ).Reference of (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole.They published the article 《Alkenyl Carbonyl Derivatives in Enantioselective Redox Relay Heck Reactions: Accessing α,β-Unsaturated Systems》 about this compound( cas:1428537-19-2 ) in Journal of the American Chemical Society. Keywords: arylboronic acid unsaturated carbonyl enantioselective regioselective arylation Heck; aryl unsaturated carbonyl stereoselective preparation. We’ll tell you more about this compound (cas:1428537-19-2).

A highly enantioselective and site-selective Pd-catalyzed arylation of alkenes linked to carbonyl derivatives to yield α,β-unsaturated systems is reported. The high site selectivity is attributed to both a solvent effect and the polarized nature of the carbonyl group, both of which have been analyzed through multidimensional anal. tools. The reaction can be performed in an iterative fashion allowing for a diastereoselective installation of two aryl groups along an alkyl chain.

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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: 1273-73-0, is researched, SMILESS is Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25, Molecular C10BrFeJournal, International Journal of Chemical Kinetics called Kinetics of the thermal decomposition of ferrocenyl azide: character of ferrocenyl nitrene, Author is Steel, C.; Rosenblum, M.; Geyh, A. S., the main research direction is ferrocenyl azide thermal decomposition kinetics; nitrene ferrocenyl.Category: thiazolidine.

The Arrhenius parameters for the thermal decomposition of ferrocenyl azide in isooctane are A = (5.1 ± 1.4) × 1012 s-1 and Eact = 113.1 ± 0.9 (kJ mol-1) and the rate is relatively insensitive to solvent (isooctane, benzene, acetonitrile; 1:1.7:2.4). The results indicate a relatively nonpolar transition state which is considerably “”tighter”” than for a normal bond fission reaction. The Arrhenius parameters are comparable to those for aromatic azides and do not offer any support for anchimeric assistance by the iron atom. A kinetic scheme is presented which accounts for the observed products: nitrogen, ferrocene, aminoferrocene, azoferrocene, and insoluble material. Rates of hydrogen abstraction by the intermediate ferrocenyl nitrene from cyclohexane, benzene, and acetonitrile are used to show that the nitrene is nucleophilic.

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Application of 1273-73-0. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about 1-(1′-Bromoferrocenyl)silver. Author is Nesmeyanov, A. N.; Sazonova, N. S.; Sazonova, V. A.; Meskhi, L. M..

Treating 0.5 g 1-bromo-1′-ferroceneboronic acid with Ag2O from 0.5 g Ag NO3 in NH4OH and heating briefly gave 53% 1-(1′-bromoferrocenyl)-silver, decomposed 125-6°. This with concentrated HCl 10 min gave 70% bromoferrocene, while pyrolysis in xylene gave a Ag mirror and 60% bis(1′-bromoferrocenyl), m. 138-40°. Treated with HgBr2 in C6H6 the Ag salt gave 80% 1-(1′-bromoferrocenyl)-mercuric bromide, m. 143-5°. The Ag derivative and BiBr3 in C6H6 in 3-4 hrs gave bromoferrocene and 50% tris(1′-bromoferrocenyl)bismuth, m. 179.5-81°. This kept in concentrated HCl 0.5 hr, then treated with aqueous NH4OH to neutrality, then percolated with H2S, gave a precipitate which was used for estimation of Bi after washing and drying to constant weight

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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 The observation of ion-pairing effect based on substituent effect of ferrocene derivatives, published in 2015-11-15, which mentions a compound: 1273-73-0, Name is Bromoferrocene, Molecular C10BrFe, Category: thiazolidine.

The ion-pairing effect was studied based on the substituent effect of ferrocene (Fc) derivatives using cyclic voltammetry. The presence of ion-pairing strongly affected the electrochem. redox behavior in the organic solvent. The formal redox potential (E0′, the average of anodic and cathodic peak potential) shifted neg. with the increasing ion-pairing effect. That was because the formation of ion pair (Fc+·ClO-4) was beneficial to equilibrium shift from Fc to Fc+ in thermodn. Electron-donating and electron-withdrawing substituents of ferrocene derivatives were employed for a deep study of ion-pairing effect, resp. Both ion-pairing effect and electron-donating substituent effect facilitated the neg. shift of E0′ for ferrocene derivatives, showing the pos. cooperativity. While the electron-withdrawing substituent effect resulted in the pos. shift of E0′ for ferrocene derivatives and was unfavorable for the oxidation of Fc derivatives, reflecting the neg. cooperativity with ion-pairing effect. The reversal phenomenon of weak electron-withdrawing substituent was revealed when the ion-pairing effect was stronger than the electron-withdrawing substituent effect, indicating that the ion-pairing function has a significant effect on electrochem. behavior of ferrocene derivatives

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of ferrocene derivatives by means of boron- and halogen-substituted ferrocenes》. Authors are Nesmeyanov, A. N.; Sazonova, V. A.; Drosd, V. N..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).Application In Synthesis of Bromoferrocene. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

[R = ferrocenyl throughout this abstract] A series of new haloferrocene derivatives was prepared from RB(OH)2 (I) derivatives via RLi. Ferrocenyloxy derivatives and their esters were also synthesized and investigated. B(OBu)3 (92 g.) in Et2O was treated at -78° slowly with stirring with RLi from 17.6 g. ferrocene and BuLi (from 39 g. BuCl and 7.6 g. Li) in about 240 cc. Et2O, the mixture stirred until warmed to room temperature, kept overnight, decomposed with 10% H2SO4, the Et2O layer extracted with 10% aqueous KOH (40 cc., twice 10 cc., and five times 40 cc.). The 1st extract acidified and filtered gave 2.90 g. ferrocenylene-1,1′-diboronic acid (II), decomposed at about 180°; the 4th-8th alkali extracts gave 6.06 g. I, yellow, m. 143-8° (sealed tube); the 2nd and 3rd extracts gave a mixture of I and II which washed with Et2O left 0.44 g. II; the Et2O solution evaporated gave 0.72 g. I. I and II refluxed with aqueous ZnCl2 gave ferrocene. I (0.16 g.) in 20 cc. H2O treated with 0.19 g. HgCl2 in aqueous Me2CO gave 0.22 g. RHgCl, m. 192-4° (decomposition) (xylene). Aqueous I refluxed a few min. with excess ammoniacal Ag2O solution and extracted with Et2O, the extract evaporated, and the residue treated with petr. ether left 0.25 g. R2, m. 230-2° (decomposition) (absolute EtOH); the petr. ether solution evaporated gave 0.15 g. ferrocene. I (1 g.) in 200 cc. H2O treated at 50-60° with 1.70 g. CuCl22H2O in 50 cc. H2O, kept 15 min., steam distilled, and the product isolated from the distillate with Et2O gave 0.76 g. RCl, m. 58-9° (MeOH). In the same manner were prepared the following compounds (% yield and m.p. given): RBr, 80, 32-3°; 1,1′-dichloroferrocene (III), 75, 75-7°; 1,1′-dibromoferrocene (IV), 76, 50-1°. II (3.1 g.), 7 cc. MeOH, 4.7 g. CuCl2.2H2O, 75 cc. H2O, and 60 cc. C6H6 refluxed 2.5 h., cooled, distilled, the C6H6 layer separated, the aqueous layer added to the insoluble precipitate, diluted with 70 cc. C6H6, processed again in the same manner, saturated with NaCl, extracted with Et2O, the combined Et2O and C6H6 solutions concentrated to 50 cc., extracted with 10% aqueous KOH, and the extract acidified with 10% H2SO4 yielded 1.56 g. 1′-chloro-1-ferrocenylboronic acid (V), m. 159-61° (aqueous EtOH). Aqueous V boiled with ZnCl2 gave RCl. II and CuBr2 yielded similarly the 1′-Br analog (VI) of V, softened at about 130°, resolidified, m. 155-7°. Aqueous VI refluxed with ZnBr2 gave RBr. V (0.27 g.) in 5 cc. EtOH and 50 cc. H2O treated with 0.28 g. HgCl2 in aqueous Me2CO, the mixture heated 5 min., and filtered yielded 1′-chloro-1-ferrocenylmercuric chloride (VII), m. 144.5-45° (Me2CO), which with Na2S2O3 yielded bis(1′-chloro-1-ferrocenyl)mercury (VIIa), m. 151-2° (xylene-hexane). VI (0.30 g.) and 0.36 g. HgBr2 gave similarly 0.46 g. 1′-Br analog (VIII) of VII, m. 146.5-47° (Me2CO), which with Na2S2O3 yielded the di-Br analog of VIIa, m. 135-6° (MeNO2). VIII in xylene heated gave RBr. VII (1 g.) in 10 cc. xylene treated with 3 g. iodine in 10 cc. hot xylene, the mixture cooled, filtered, the residue washed with EtOH, shaken with 45 g. Na2S2O3 in 200 cc. H2O and with Et2O, and the Et2O layer evaporated gave 0.49 g. 1-chloro-1′-iodoferrocene, m. 42-4° (MeOH). VIII (0.80 g.) in 10 cc. xylene with 3 g. iodine in 10 cc. xylene yielded similarly 0.44 g. 1-bromo-1′-iodoferrocene, m. 28-30° (MeOH). VI (1 g) and 1.7 g. CuCl2 in 120 cc. H2O treated with steam and the product isolated from the distillate with Et2O gave 0.60 g. III, m. 75-7° (EtOH). RBr (0.60 g.) and 1.5 g. Cu phthalimide heated 2 h. at 135-40°, extracted with Et2O, and the extract worked up gave 0.48 g. N-ferrocenylphthalimide (IX), red crystals, m. 156-7° (EtOH). RCl (0.30 g.) and 1.5 g. Cu phthalimide gave similarly 0.24 g. IX. IX (0.3 g.), 0.5 cc. N2H4.H2O, and 5 cc. EtOH refluxed 40 min., diluted with H2O, extracted with Et2O, the Et2O solution extracted with 10% H2SO4, and the acidic extract basified with 10% aqueous KOH yielded 0.15 g. RNH2, m. 153-5°; N-Ac derivative m. 169-71°. RBr (0.30 g.) and 2 g. CuCN heated 2 h. at 135-40° and the product isolated with Et2O gave 0.20 g. RCN, m. 105.5-6.5°, also obtained in 42% yield from RCl and CuCN in C5H5N during 3 h. at 140-5°. RCl (2.5 g.) and 7.5 g. Cu(OAc)2 in 300 cc. 50% EtOH refluxed 15-20 min., diluted with H2O, and the product isolated with Et2O gave 2.3 g. ROAc, m. 64.5-6.5° (aqueous EtOH). RBr (0.30 g.) and 1.0 g. Cu(OAc)2 in 30 cc. 50% EtOH gave similarly 0.25 g. ROAc. I (2.5 g.) in 250 cc. hot H2O treated with 4.35 g. Cu(OAc)2 in hot H2O, the mixture cooled after 10 min., extracted with Et2O, and the residue from the extract treated with petr. ether left 0.42 g. R2, m. 230-2° (decomposition) (EtOH); the petr. ether solution evaporated gave 1.56 g. ROAc, m. 64.5-66° (EtOH). I (0.5 g.) in 60 cc. H2O and 1.0 g. Cu(O2CEt)2 in 40 cc. H2O yielded 0.30 g. EtCO2R, m. 30-1° (EtOH), and 0.08 g. R2. PhMgBr from 0.7 g. PhBr and 0.14 g. Mg in 10 cc. absolute Et2O treated under N with cooling with 0.44 g. ROAc in 5 cc. Et2O, the mixture stirred 1 h. at room temperature, decomposed with aqueous NH4Cl, and the Et2O phase worked up gave 0.23 g. MePh2COH, m. 79-81° (petr. ether); the alk. extract of the Et2O phase treated with CO2 precipitated 0.22 g. ROH, m. 166-70° (under N)(H2O). ROAc (0.40 g.), 6 cc. 10% aqueous KOH, and 8 cc. EtOH refluxed 50 min., the EtOH evaporated, the residual dark brown solution filtered, diluted to 13 cc., and treated with CO2 gave 0.29 g. ROH. VI (2 g.) in hot H2O refluxed with 5.4 g. Cu(OAc)2, cooled, and the product isolated with Et2O yielded 1.62 g. 1,1′-ferrocenylene diacetate (X), m. 55-6° (hexane). V (0.83 g.) and 2.2 g. Cu(OAc)2 gave similarly 0.66 g. X. II (2 g.) in 400 cc. hot H2O and 5.8 g. Cu(OAc)2 heated 40 min. on the water bath and the product isolated with Et2O yielded 0.90 g. X, m. 55-5.5° (hexane). IV (0.3 g.) and 1 g. Cu(OAc)2 in 30 cc. 50% EtOH refluxed 1 h., diluted with H2O, extracted with Et2O, and the extract worked up gave 0.16 g. X, m. 55.5-56° (hexane). X heated 10 min. with 20% aqueous KOH on the water bath and treated with CO2 gave 1,1′-dihydroxyferrocene (XI), yellow air-sensitive crystals, which with BzCl and alkali gave the dibenzoate. XI (from 0.80 g. X) in dry Et2O treated 1.5 h. with a stream of air, washed, and evaporated yielded 60 mg. dimeric cyclopentadienone, b8 120°, m. 96-8°. The hydrolyzates from ROAc and X treated under N with alkali, BzCl, and PhSO2Cl yielded the following compounds (% yield and m.p. given): ROBz, 85, 108.5-9.5°; ROSO2Ph, 90, 90-90.5°; dibenzoate of XI, 68, 114-15°; dibenzenesulfonate of XI, 72, 119.5-20.5°. ROAc (0.3 g.) and 0.5 cc. Me2SO4 in 5 cc. MeOH treated with 1.25 cc. 50% aqueous KOH gave 90% ROMe, m. 39.5-40.5°. X (0.20 g.) in 20 cc. MeOH treated with 3 cc. Me2SO4 yielded 95% 1,1′-dimethoxyferrocene, m. 35-6° (hexane). ROH and XI in 10% aqueous KOH refluxed 3 h. under N with 100% excess ClCH2CO2H, acidified with 10% H2SO4, and the product isolated with Et2O yielded 82% ROCH2CO2H, m. 136-7.5°, and 76% O,O’-(1,1′-ferrocenylene)diglycolic acid, m. 168.5-9.5° (H2O). ROH (0.30 g.), 1.5 g. powd. K2CO3, and 0.55 cc. CH2:CHCH2Br in 7 cc. absolute Me2CO refluxed 2 h. with stirring under N, diluted with H2O, extracted with Et2O, and the extract worked up gave 0.30 g. ROCH2CH:CH2, m. 28-30° (MeOH), which heated under N at 215-20° gave ROH.

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Application of 1273-73-0. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Electrochemical Parameterization in Sandwich Complexes of the First Row Transition Metals. Author is Lu, Shuangxing; Strelets, Vladimir V.; Ryan, Matthew F.; Pietro, William J.; Lever, A. B. P..

Applying the ligand electrochem. parameter approach to sandwich complexes and standardizing to the FeIII/FeII couple, the authors obtained EL(L) values for over 200 π-ligands. Linear correlations exist between formal potential (E°) and the ∑EL(L) for each metal couple. In this fashion, the authors report correlation data for many first row transition metal couples. The correlations between the EL(L) of the substituted π-ligand and the Hammett substituent constants (σp) are also explored.

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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: 1273-73-0, is researched, Molecular C10BrFe, about Metallosupramolecular cluster assemblies based on donor-acceptor type structural frameworks. Syntheses, crystal structures and spectroscopic properties of novel triosmium alkylidyne carbonyl clusters bearing remote ferrocenyl units as electron donors, the main research direction is metallosupramol cluster donor acceptor framework; osmium alkylidyne ferrocenyl tetranuclear cluster; crystal structure osmium alkylidyne ferrocenyl cluster; mol structure osmium alkylidyne ferrocenyl cluster.Formula: C10BrFe.

Two pyridyl ligands containing redox-active ferrocenyl groups [Fe(η5-C5H5)(η5-C5H4C6H4R)] [R = C5H4N (I), NCH(C5H4N) (II)] have been prepared using a palladium-catalyzed aromatic cross-coupling reaction. Treatment of the cluster [Os3(μ-H)3(CO)9(μ3-CCl)] with one equivalent of 1,8-diaza-bicyclo[5.4.0]undec-7-ene in the presence of a ten-fold excess of the ferrocenyl ligands I and II produces the compounds [Os3(μ-H)2(CO)9(μ3-CNC5H4R’)] [R’ = C6H4(η5-C5H4)Fe(η5-C5H5) 1, R’ = CHNC6H4(η5-C5H4)Fe(η5-C5H5) 2] resp. in good yields. Both compounds 1 and 2 exhibit donor-π-acceptor structural frameworks and show considerable neg. solvatochromism in their UV/VIS spectra. Unlike 1 and 2 which possess extended donor-π-acceptor nature, the ferrocenyl-phosphine cluster derivative [Os3(μ-H)2(CO)9{μ3-CPPh2(η5-C5H4)Fe(η5-C5H4PPh2)}] 3 has also been synthesized in moderate yield by the same synthetic route using 1,1′-bis(diphenylphosphino)ferrocene as the nucleophile. The new clusters 1-3 have all been fully characterized by both spectroscopic and crystallog. methods. Conceptually, the classification of 1-3 as supermols. is straightforward, since mol. subunits with well defined intrinsic properties can be easily identified, thus affording a new type of covalently linked donor-acceptor system. Both structural features and spectroscopic data for compounds 1-3 are fully consistent with a zwitterionic formulation for these supramol. species. These results suggest that a strong interaction exists between the ferrocenyl moiety and the OS3C core in their ground states.

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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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Redox-Rich Metallocene Tetrazene Complexes: Synthesis, Structure, Electrochemistry, and Catalysis.Application of 1273-73-0.

Thermal or photochem. metal-centered cycloaddition reactions of azidocobaltocenium hexafluorophosphate or azidoferrocene with (cyclooctadiene)(cyclopentadienyl)Co(I) afforded the first metallocenyl-substituted tetrazene cyclopentadienyl cobalt complexes together with azocobaltocenium or azoferrocene as side products. The trimetallic CpCo compounds are highly conjugated, colored and redox-active metallo-aromatic compounds, as shown by their spectroscopic, structural and electrochem. properties. The CpCo-tetrazenido complex with two terminally appended cobaltocene units catalyzes electrochem. proton reduction from acetic acid at a mild overpotential (0.35 V). Replacing cobaltocene with ferrocene moieties rendered the complex inactive toward catalysis.

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Synthetic Route of C10H8BrNO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-(7-Bromo-1H-indol-3-yl)acetic acid, is researched, Molecular C10H8BrNO2, CAS is 63352-97-6, about Substituted indoleacetic acids tested in tissue cultures. Author is Engvild, Kjeld C..

Monochloro substituted indole-3-acetic acids inhibited shoot induction in tobacco tissue cultures about as much as IAA. Dichloro substituted indole-3-acetic acids inhibited shoot formation less. Other substituted indoleacetic acids except 5-fluoro- and 5-bromoindole-3-acetic acid were less active than IAA. Callus growth was quite variable and not correlated with auxin strength measured in the Avena coleoptile test.

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