15544-51-1

Basic information

• Product Name: bicyclo[2.2.1]heptane-1,4-dicarboxylic acid
• Synonyms: bicyclo[2.2.1]heptane-1,4-dicarboxylic acid
• CAS NO: 15544-51-1
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.18918
• Mol File: 15544-51-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: bicyclo[2.2.1]heptane-1,4-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: bicyclo[2.2.1]heptane-1,4-dicarboxylic acid(15544-51-1)
• EPA Substance Registry System: bicyclo[2.2.1]heptane-1,4-dicarboxylic acid(15544-51-1)

Safety Data

• Hazardous Substances Data: 15544-51-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Bicyclo[2.2.1]heptane-1,4-dicarboxylic acid is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and reactivity make it suitable for creating complex molecules with specific therapeutic or pesticidal properties.
Used in Polymer and Resin Production:
Bicyclo[2.2.1]heptane-1,4-dicarboxylic acid is also utilized in the production of high-performance polymers and resins. Its incorporation into these materials can enhance their properties, such as strength, durability, and heat resistance, making them suitable for various applications in industries like automotive, aerospace, and electronics.
Used in Organic Synthesis:
Bicyclo[2.2.1]heptane-1,4-dicarboxylic acid serves as a key intermediate in the synthesis of a wide range of organic compounds. Its versatility allows chemists to create diverse molecules for various applications, including specialty chemicals, fragrances, and dyes.

Upstream product

• 84545-00-6 3-(methoxycarbonyl)-cyclopentane-1-carboxylic acid 
• 2435-36-1 cyclopentane?1,3?dimethyl formate 
• 4056-78-4 cyclopentane-1,3-dicarboxylic acid 
• 15448-76-7 dimethyl bicyclo<2.2.1>heptane-1,4-dicarboxylate 

Downstream Products

• 1818847-46-9 bicyclo[2.2.1]heptane-1,4-diamine dihydrochloride 

Relevant articles and documents

MODULATORS OF THE INTEGRATED STRESS PATHWAY

Provided herein are compounds, compositions, and methods useful for the modulation of elF2B, for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

MODULATORS OF THE INTEGRATED STRESS PATHWAY

Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

MODULATORS OF THE INTEGRATED STRESS PATHWAY

Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

BENZAMIDE IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula I, pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

TERTIARY ALCOHOL IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula (I), pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

Enzyme-catalyzed hydrolysis of bicycloheptane and cyclobutene diesters to monoesters

Diacid formation is a major problem in the conventional chemical hydrolysis of a diester to a monoester. Enzyme-catalyzed hydrolysis of dimethyl bicyclo[2.2.1]heptane-1,4-dicarboxylate (1) by lipases from Candida antarctica and Burkholderia cepacia gave t

COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS

Disclosed herein are compounds of formula (I) wherein Ring A and R1 are as defined in the specification. Pharmaceutical compositions comprising such compounds, and methods for treating conditions and disorders using such compounds and pharmaceutical compositions are also disclosed.

Mechanistic Definition of Trimethylstannylation of 1,4-Dihalobicycloheptanes: Bridgehead Nucleophilic Substitution Mediated by the Intermediacy of Radicals, Radical Anions, Carbanions, and Propellane

A series of 1,4-dihalobicycloheptanes (2; X=Y=halogens) have been synthesized, characterized, and treated with (trimethylstannyl)lithium (Me3SnLi) in the absence and presence of tert-butylamine (TBA).The product distributions of these reactions have been established by 13C and 119Sn NMR spectroscopy and vapor-phase chromatographic analyses.The results clearly indicate that a polar mechanism involving the formation of a carbanion can compete effectively in these systems against a free-radical chain process (SRN1).The latter mechanism was previously shown to dominate the stannlyation reactions of 1,4-dihalobicyclooctanes (1; X = Y = halogens).Most of the initially formed (4-halo(X)bicyclohept-1-yl)lithium derivatives (2; X = halogen, Y = Li) collapse partially (X = Cl) or completely (X = Br and I) to yield the highly reactive propellane, which serves as a transient intermediate in the stannylation process.Most importantly, the competition between the radical and polar mechanisms in 2 is shown to be dependent not only on the nature of the leaving group (Y = Br or I) but also on the substituent (X = H, F, Cl, Br, or I).Factors governing the partitioning between the two mechanisms are considered.

Decarboxylation of Bridgehead Carboxylic Acids by the Barton Procedure

Reductive decarboxylation of a series of bicyclic and polycyclic acids in which the carboxyl group is attached to the bridgehead position has been investigated.Conversion of the acids into thiohydroxamic esters occurs via reaction of the derived acid chlorides with N-hydroxypyridine-2-thione.Decomposition of the esters proceeds smoothly in boiling benzene in the presence of 1-butyl mercaptan to give the reduced product in high yield.The procedure appears to be generally applicable, and is unaffected by functional groups such as esters and acetals.