Category: 50915-29-2

Nakamura, Itaru published the artcileThermally induced [2+2] cycloadditions of (benzyloxymethylene)cyclopropane with alkylidenemalononitriles, Computed Properties of 50915-29-2, the publication is European Journal of Organic Chemistry (2007), 4479-4482, database is CAplus.

The reaction of [(benzyloxy)methylene]cyclopropane (I) with alkylidenemalononitriles at ambient pressure afforded the corresponding spiro cyclobutane derivatives in good to high yields. For example, the reaction of I with benzylidenemalononitrile, [(2-naphthyl)methylene]malononitrile, and (tert-butylmethylene)malononitrile in acetonitrile at 80 °C gave the corresponding spiro[2.3]hexanes in 96, 96, and 91% yields, resp. Control experiments proved that the reaction proceeds via a well-stabilized zwitterionic intermediate.

European Journal of Organic Chemistry published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Computed Properties of 50915-29-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

de Meijere, Armin published the artcileDe novo synthesis of racemic spirocyclopropane-annelated 2-deoxyhexose derivatives, Quality Control of 50915-29-2, the publication is European Journal of Organic Chemistry (2003), 472-478, database is CAplus.

High-pressure-induced inverse-electron-demand hetero-Diels-Alder reactions of Et trans-4-ethoxy-2-oxo-3-butenoate and Me trans-4-benzyloxy-2-oxo-3-butenoate with benzyl (cyclopropylidenemethyl) ether each yielded mixtures of two separable diastereomeric esters (64% and 80%, resp.) which, in three subsequent steps, led to the 3-ethylated and 3-benzylated α- and β-anomeric benzyl spiro[2-deoxy-(D,L)-arabino-hexopyranoside-2,1′-cyclopropanes] α-10a,b and β-10a,b, resp. The relative configuration of β-10a was proved by an X-ray crystal structure anal. Deprotection of β-10b was achieved by Pd-catalyzed hydrogenation in dimethylacetamide leading to spiro[2-deoxy-α/β-2-(D,L)-arabino-hexopyranoside-2,1′ -cyclopropane].

European Journal of Organic Chemistry published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Quality Control of 50915-29-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

de Meijere, Armin published the artcileDe novo synthesis of racemic spirocyclopropane-annelated 2-deoxyhexose derivatives, Quality Control of 50915-29-2, the publication is European Journal of Organic Chemistry (2003), 472-478, database is CAplus.

High-pressure-induced inverse-electron-demand hetero-Diels-Alder reactions of Et trans-4-ethoxy-2-oxo-3-butenoate and Me trans-4-benzyloxy-2-oxo-3-butenoate with benzyl (cyclopropylidenemethyl) ether each yielded mixtures of two separable diastereomeric esters (64% and 80%, resp.) which, in three subsequent steps, led to the 3-ethylated and 3-benzylated α- and β-anomeric benzyl spiro[2-deoxy-(D,L)-arabino-hexopyranoside-2,1′-cyclopropanes] α-10a,b and β-10a,b, resp. The relative configuration of β-10a was proved by an X-ray crystal structure anal. Deprotection of β-10b was achieved by Pd-catalyzed hydrogenation in dimethylacetamide leading to spiro[2-deoxy-α/β-2-(D,L)-arabino-hexopyranoside-2,1′ -cyclopropane].

European Journal of Organic Chemistry published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Quality Control of 50915-29-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

De Mesmaeker, Alain published the artcileStereoselective carbon-carbon bond formation in carbohydrates by radical cyclization reactions. I, Formula: C4H7BrO, the publication is Tetrahedron Letters (1988), 29(50), 6585-8, database is CAplus.

A 3 step synthesis of α-C(2) branched pyranosides from the glycal I is described. Thus, I was treated with HOCH₂CH₂Cl and BF₃.Et₂O in C₆H₆ to give 92% a mixture of α- and β-glycosides II in the ratio of 89:11 resp. On treatment with Bu₃SnH and AIBN in C₆H₆ II cyclized stereoselectively to give predominately the α-C(2) branched pyranoside III.

Tetrahedron Letters published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Formula: C4H7BrO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Delgado, Pete published the artcileUse of Green Solvents in Metallaphotoredox Cross-Electrophile Coupling Reactions Utilizing Lipophilic Modified Dual Ir/Ni Catalyst System, Recommanded Product: (1-Bromocyclopropyl)methanol, the publication is Journal of Organic Chemistry (2021), 86(23), 17428-17436, database is CAplus and MEDLINE.

Facilitating photoredox coupling reactions in process friendly green solvents was achieved by the successful application of the dual Ir/Ni catalyst system with enhanced solubility properties. These photochem. reactions (specifically Br-Br sp²-sp³ cross electrophile coupling) are reported in a head to head comparison to the reactions using standard di-t-Bu bipyridine ligand Ir/Ni catalyst system. This presentation highlights the benefits of altering the solubility properties of the ligands used in the Ir/Ni dual catalyst.

Journal of Organic Chemistry published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Recommanded Product: (1-Bromocyclopropyl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Salaun, J. published the artcileSmall rings. XXX. Ring expansion of cyclopropanols. 1-(Halomethyl)-, 1-(hydroxymethyl)-, 1-vinyl-, 1-acylcyclopropanols, and oxaspiropentanes to cyclobutanones, Safety of (1-Bromocyclopropyl)methanol, the publication is Tetrahedron (1974), 30(11), 1413-21, database is CAplus.

1-(Hydroxymethyl)-, 1-(tolysulfonyloxymethyl)-, 1-(bromomethyl)cyclopropanol, and oxaspiropentane (I), prepared from methylenecyclopropane, underwent ring expansion to form cyclobutanones. 1-Vinyl-, 1-(1-cyclopentenyl)- and 1-(1-cyclohexenyl)cyclopropanol, prepared from (ClCH2)2CO underwent similar ring expansion. 1-Cyclopropylcyclopropanol under similar conditions gave cyclopropyl Et ketone. II with NaOMe followed by treatment with ClSiMe3, gave cyclobutanone III.

Tetrahedron published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Safety of (1-Bromocyclopropyl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koester, Roland published the artcileBoron compounds. XXIX. Catalyzed diethylborylation of alcohols and phenols, Product Details of C4H7BrO, the publication is Justus Liebigs Annalen der Chemie (1975), 352-72, database is CAplus.

The elimination of 1 Et group as ethane from Et3B below 80° by ROH or dihydroxy organic compounds with Me3CCO2BEt2 as catalyst gave Et2BOR (R = Me, Et, Bu, allyl, propargyl, naphthyl, etc.) and (Et2BO)2X (X = CH2CH2, (CH2)5, CH2CCCH2, 1,2-, 1,3-, 1,4-cyclohexanediyl, etc.). Other trialkylboranes react more slowly than Et3B, the rates decreasing: BEt3 > BPr3 > B(CHMe2)3 > B(CH2CHMe2)3. Borylations with BMe3 are very slow and do not proceed uniformly. Alkyl pivalates, pivalonitrile, and other derivatives of pivalic acid and derivatives of other carboxylic acids are less active as catalysts; the catalyzed diethylborylations of hydroxy compounds containing C:C or CC bonds, halogens, carboxylate and aromatic nitro groups all proceed without side reactions. The catalytic diethylborylation is effective for the quant. determination of hydroxy groups in alcs.

Justus Liebigs Annalen der Chemie published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Product Details of C4H7BrO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hanack, M. published the artcileStudies on cyclopropane derivatives, SDS of cas: 50915-29-2, the publication is Angewandte Chemie (1962), 116-17, database is CAplus.

Dicyclopropylcarbinol (I) (Hart and Curtis, CA 50, 12839f) with PCl₅ or PCl₃ at — 15° gave only 1-cyclopropyl-4-chloro-1-butene (II), b₁₂ 60-2°, in 85% yield. With 3% HCl at 80° I gave 69% II and 11% cyclopropylbutadiene (III), b. 96-7°. With AcCl in Et₂O, I gave 10% acetate (IV) and 22% II. Pure IV was easily obtained with Ac₂O; alk. saponification gave only I. With PBr₃ in Et₂O or with 60% HBr at 0° I gave only 1-cyclopropyl-4-bromo-1-butene in 80% yield. Hydrolysis of II with 10% K₂CO₃ 3 hrs. at 80° gave 35% I. With Na amylate, II gave III, which easily formed a diene adduct, m. 84-5°, with maleic anhydride. Dicyclopropyl ketone (V) (Hart and C., loc. cit.) and MeMgI gave 70% dicyclopropylmethylcarbinol, b₁₅ 58°. With Na and EtOH the oxime of V easily gave the amine. Methylcyclopropylcarbinol (VI) with concentrated HCl and ZnCl₂ at 0° gave 5-chloro-2-pentene, which gave 10% VI when hydrolyzed with 10% K₂CO₃ 3 hrs. at 80°.

Angewandte Chemie published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, SDS of cas: 50915-29-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koester, Roland published the artcileReactions of methylenecyclopropane. I. Halogenation, hydrohalogenation, and hydroxybromination, Synthetic Route of 50915-29-2, the publication is Justus Liebigs Annalen der Chemie (1973), 1619-27, database is CAplus.

The reactions of methylenecyclopropane with Cl, Br, HCl, HBr, and HOBr at 0 to -78° were investigated. The influence of LiBr, hydroquinone, and Bz2O2 on the halogenations and of Lewis acids, e.g., FeCl3 or SnCl4, on the hydrohalogenations was examined With Cl and HCl ring opening predominated, yielding CH2:C(CH2Cl)2 and CH2:CMeCH2Cl, resp. Reaction with Br preferentially afforded 1-bromo-1-(bromomethyl)cyclopropane (I). Hydroxybromination gave only 1-bromo-1-(hydroxymethyl)cyclopropane (II). Reduction of I or the tosylate of II with NaBHEt3 gave 1-bromo-1-methyl-cyclopropane.

Justus Liebigs Annalen der Chemie published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Synthetic Route of 50915-29-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts