29548-87-6

Usage

Structure

Cyclohexane carboxylic acid derivative with a bromine atom and a chlorine atom attached to the carboxylic acid group

Applications

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Production of organic compounds like esters and amides through reactions with alcohols or amines

Reactivity

Highly reactive chemical compound

Hazardous nature

Potentially hazardous, requiring appropriate handling and safety precautions during use and storage

Physical state

Likely a solid or liquid, depending on temperature (not specified in the material)

Stability

Not specified in the material, but generally reactive compounds may have stability concerns

Solubility

Not specified in the material, but typically depends on the solvent and temperature

Melting or boiling point

Not specified in the material

Density

Not specified in the material

Appearance

Not specified in the material, but could be colorless or have a specific color depending on its purity and other factors

Odor

Not specified in the material

Purity

Not specified in the material, but purity is important for its applications and handling

Storage conditions

Should be stored in a cool, dry, and well-ventilated area, away from incompatible substances, and in a sealed container (not specified in the material, but general guidelines for storing reactive chemicals)

Safety precautions

Use personal protective equipment (PPE) such as gloves, goggles, and lab coats; work in a fume hood or well-ventilated area; avoid contact with skin, eyes, and ingestion (not specified in the material, but general guidelines for handling reactive chemicals)

Upstream product

• 98-89-5 Cyclohexanecarboxylic acid 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 55106-53-1 1-bromocyclohexanecarboxylic acid 

Downstream Products

• 26738-10-3 α-Bromhexahydrobenzhydroxamsaeure 
• 16491-63-7 cyclohexanecarboxylic acid allyl ester 
• 72335-50-3 1-(1-prop-2-enyl)cyclohexanecarboxylic acid 
• 1196662-63-1 allyl 1-bromocyclohexanecarboxylate 
• 1449522-52-4 isopropyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-1-enecarboxylate 
• 1449522-51-3 methyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-1-enecarboxylate 
• 1617-22-7 cyclohex-1-enecarboxylic acid ethyl ester 
• 61-33-6 penicillin G 
• 54396-74-6 3-oxocyclohex-1-ene-1-carboxylic acid methyl ester 
• 18448-47-0 methyl cyclohex-1-ene-1-carboxylate 
• 187862-36-8 1-(Cyclohex-1-enyl-dimethoxy-methoxy)-3-methoxy-benzene 
• 187862-28-8 1-Trimethoxymethyl-cyclohexene 
• 52514-09-7 cyclohex-1-enecarbonic acid methyl-phenyl-amide 
• 472963-08-9 isopropyl (3R)-3-hydroxycyclohex-1-ene-1-carboxylate 

Relevant academic research and scientific papers

Facile synthesis of 3,3-dialkyl-6-phenyl-imidazopyridinones

A series of novel 3,3-dialkylated imidazopyridinones bearing 6-aryl groups were designed as mimetics of active progesterone antagonists, 3,3-disubstituted-5-arylindoles. The four-step synthetic route is described. The key steps are base-catalyzed cyclizat

Iridium(I)-catalyzed vinylic C-H borylation of 1-cycloalkenecarboxylates with bis(pinacolato)diboron

Ir(i)-catalyzed C-H borylation of 1-cycloalkenecarboxylic derivatives with bis(pinacolato)diboron affords various alkenylboronates with functional groups in excellent yields. This reaction was also used in a one-pot borylation/Suzuki-Miyaura cross-coupling procedure.

Indium-mediated Reformatsky-Claisen rearrangement

A new variant of the Reformatsky-Claisen rearrangement is described. The reaction of substituted allyl α-bromoacetates with indium and indium(III) chloride under ultrasonication provides a general entry into the functionalized synthon.

Chemoenzymatic synthesis of enantiopure isopropyl (3R)- and (3S)-3-hydroxycyclohex-1-ene-1-carboxylates and their reduction to isomers of isopropyl 3-hydroxy-cyclohexane-1-carboxylate

Reduction of an α,β-unsaturated cyclic ketone with Geotrichum candidum affords the corresponding (S)-allylic alcohol, while enantiospecific oxidation of the corresponding racemic alcohols leaves the (R)-enantiomer unchanged, giving access to both enantiomeric forms. Subsequent chemical reduction of the double bond of these homochiral allylic alcohol allows all isomers of the corresponding cyclohexanols to be obtained.

Synthesis and some reactions of 1-(trimethoxymethyl)cyclohexene

1-(Trimethoxymethyl)cyclohexene (11) was synthesized in three steps from N-methyl-N-phenylcyclohex-1-ene-1-carboxamide (8). Reaction of the α,β-unsaturated ortho ester (11) with sodium hydride and N-methylaniline gave a 1:1 mixture of methyl cyclohex-1-ene-1-carboxylate (15) and N,N-dimethylaniline. Treatment of (11) with 3-methoxyphenol gave 1-[dimethoxy(3′-methoxyphenoxy)methyl]cyclohexene (10) which underwent thermolysis at 250° to give 1,3-dimethoxybenzene (16) and methyl cyclohex-1-ene-1-carboxylate (15).

Improved Preparation of Methyl 3-Oxo-1-cyclohexene-1-carboxylate and Its Use in the Synthesis of Substituted 1,5-Cyclodecadienes

An improved preparation of methyl 3-oxo-1-cyclohexene-1-carboxylate (6) is reported in which cyclohexanecarboxylic acid is converted to methyl 1-bromocyclohexanecarboxylate by a variation of the Hell-Volhard-Zelinsky reaction and then the bromo ester is dehydrohalogenated with quinoline and the resultant unsaturated ester is oxidized at an allylic position with chromium trioxide in acetic acid and acetic anhydride to give 6.The overall conversion proceeds in 49percent yield, which is a substantial improvement over previous attempts reported for this sequence.Photoadditionof 6 and cyclobutene-1-carboxylic acid yields adduct 8, which after esterification and thermolysis gives the 1,5-cyclodecadiene 12.In addition, reduction of adduct 8 with NaCNBH3 followed by spontaneous lactoniaztion yields 10, which upon thermolysis gives the lactone diene 11.This approach should have applications in the synthesis of germacranolides that have an ester or related carbonyl function on C(14).

6-(Substituted-cycloalkylcarboxamide) penicillanic acids

Penicillins of the formula SPC1 Or a pharmaceutically-acceptable, nontoxic salt thereof, Wherein R1 and R2 are the same or different and each is hydrogen, fluorine, chlorine or bromine; or when R2 is hydrogen, R1 can also be cyano, hydroxyl, azido, amino or nitro; or R1 and R2 are bonded to a ring carbon atom and constitute a single oxygen atom; R3 is hydrogen, methyl, chlorine, bromine, cyano, methoxy or carboxyl; and n is 2 to 7; Are useful for their antibacterial activity.