1728-17-2

Basic information

• Product Name: Cyclohexane, 2-bromo-1,1-dimethoxy-
• CAS NO: 1728-17-2
• Molecular Formula: C8H15BrO2
• Molecular Weight: 223.11
• Mol File: 1728-17-2.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexane, 2-bromo-1,1-dimethoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, 2-bromo-1,1-dimethoxy-(1728-17-2)
• EPA Substance Registry System: Cyclohexane, 2-bromo-1,1-dimethoxy-(1728-17-2)

Safety Data

• Hazardous Substances Data: 1728-17-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 108-94-1 cyclohexanone 
• 149-73-5 trimethyl orthoformate 
• 1056477-06-5 2-bromocyclohexanone 
• 177-10-6 1,3-dioxolane-2-spirocyclohexane 
• 1122-84-5 1-ethoxycyclohexene 

Downstream Products

• 1259475-96-1 C₁₄H₂₅BrO₃Si 
• 69184-79-8 3-phenyl-2,4,5,6,7,7a-hexahydrobenzo[b]furan-2-one 
• 1728-18-3 dimethylacetal of cyclohexenone 
• 1728-36-5 3-Brom-2-methoxy-1-cyclohexen 

Relevant articles and documents

Geminal acylation of α-heterosubstituted cyclohexanones and their ketals

Geminal acylation of derivatives of cyclohexanone with Br, Cl, F, and OCH3 in the α position, and of their corresponding dimethyl ketals, could not be accomplished to a significant extent following published procedures. The transformation was a

Photo-cleavage of carbon-carbon bond of α-iodocycloalkanones giving ω,ω-dialkoxyalkanoic ester in alcohol

The irradiation at λ > 300 nm of α-iodocycloalkanones with a high- pressure mercury lamp in alcohols containing a small amount of water afforded the corresponding ω,ω-dialkoxyalkanoic ester (65-88%) by photochemical cleavage of the C(I)-C=O bond at room temperature. In the case of a commercial fluorescent lamp as the irradiating light source, photochemical ring-opening products were also obtained. The irradiation of 2α-iodo-5α- and 4β-iodo-5β-cholestan-3-ones in methanol gave methyl 2,2-dimethoxy-2,3- seco-5α-cholestan-3-oate and methyl 4,4-dimethoxy-3,4-seco-5β-cholestan-3- oate in 78 and 62% yields, respectively. The photochemical behavior of the cleavage reaction of α-iodocycloalkanones is also discussed on the basis of 2-hydroxycycloalkanone as an intermediate.

A New α-Iodination of Ketones Using Iodine-Ammonium Cerium(IV) Nitrate in Alcohol or Acetic Acid

The direct α-iodination of various ketones using iodine-ammonium cerium(IV) nitrate in acetic acid or alcohol gave the corresponding α-iodo ketones in high yields. The effect of cerium salt on the iodination of ketones, and the iodination of 5α-cholestan-3-one using several methods are also discussed. In the reaction of 3,3,5-trimethylcyclohexanone and unsymmetrical ketones, such as 2-hexanone and 2-heptanone, using methanol, ethanol, 1-propanol, and 2-propanol, the regioselective iodination product was obtained. In the case of bromination, the reaction of ketones with bromine and ammonium cerium(IV) nitrate also yielded the corresponding α-bromo ketones.

THE MUKAIYAMA REACTION OF KETENE BIS(TRIMETHYLSILYL)ACETALS WITH α-HALO ACETALS - A CONVENIENT BUTENOLIDE SYNTHESIS

Ketene bis(trimethylsilyl) acetals were reacted with α-halo acetals giving β-alkoxy-γ-halo acids which were converted to butenolides by reaction with equivalents of base.This constitutes a novel and short butenolide synthesis.

STEREOCHEMICAL STUDIES-XXVI CONFORMATIONAL EQUILIBRIA OF KETALS OF 2-SUBSTITUTED CYCLOHEXANONES

The positions of the conformational equilibria in a series of 2-substituted cyclohexanone ketals have been determined by 1H NMR.For the ethylene ketals 6 the equatorial conformer has been found to be enthalpically preferred.The other ketal syst