15573-40-7

Basic information

• Product Name: cyclohex-3-ene-1,6-dicarboxylic acid
• Synonyms: cyclohex-3-ene-1,6-dicarboxylic acid;(±)-trans-4-Cyclohexene-1,2-dicarboxylic acid;(1R,2R)-cyclohex-4-ene-1,2-dicarboxylic acid
• CAS NO: 15573-40-7
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16
• EINECS: 201-872-7
• Mol File: 15573-40-7.mol

Chemical Properties

• Boiling Point: 395.4°Cat760mmHg
• Flash Point: 207.1°C
• Appearance: /
• Density: 1.369g/cm³
• Vapor Pressure: 2.36E-07mmHg at 25°C
• Refractive Index: 1.548
• BRN: 3201285
• CAS DataBase Reference: cyclohex-3-ene-1,6-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohex-3-ene-1,6-dicarboxylic acid(15573-40-7)
• EPA Substance Registry System: cyclohex-3-ene-1,6-dicarboxylic acid(15573-40-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 15573-40-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Cyclohex-3-ene-1,6-dicarboxylic acid is used as a building block for the synthesis of various pharmaceutical compounds. Its ability to be functionalized and incorporated into complex molecular structures makes it a valuable component in the development of new drugs.
Used in Chemical Synthesis:
Cyclohex-3-ene-1,6-dicarboxylic acid is used as a key intermediate in the preparation of various chemical compounds, such as in the synthesis of lurasidone (L474920), an antipsychotic medication used for the treatment of schizophrenia. Its unique structure allows for the creation of diverse chemical entities with potential applications in various fields.

InChI:InChI=1/C8H10O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-2,5-6H,3-4H2,(H,9,10)(H,11,12)

Upstream product

• 4841-84-3 dimethyl cis-1,2,3,6-tetrahydrophthalate 
• 627-63-4 fumaryl dichloride 
• 106-99-0 buta-1,3-diene 
• 77-79-2 3-Sulfolene 
• 6915-18-0 2-butenedioic acid 
• 110-17-8 (2E)-but-2-enedioic acid 
• 623-91-6 diethyl Fumarate 
• 17673-68-6 dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate 
• 4841-85-4 cis-4-cyclohexene-1,2-dicarboxylic acid diethyl diester 

Downstream Products

• 13149-04-7 (rac)-trans-4,5-bis(hydroxymethyl)cyclohex-1-ene 
• 50987-15-0 (1S,2S)-(+)-trans-cyclohex-4-ene-1,2-dicarboxylic acid 
• 51096-08-3 (1S,2S)-cyclohex-4-ene-1,2-dicarboxylic acid 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 4841-84-3 dimethyl cis-1,2,3,6-tetrahydrophthalate 
• 31139-02-3 (1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid 
• 186204-35-3 (1R,2R)-(-)-trans-cyclohexane-1,2-diylbis(methylene)dimethanesulfonate 
• 65376-05-8 (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane 
• 46022-05-3 (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid 
• 14166-21-3 (+/-)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 15679-27-3 (4S,5S)-4,5-bis(hydroxymethyl)cyclohexene 
• 15679-28-4 ((1R,6R)-6-(hydroxymethyl)cyclohex-3-enyl)methanol 
• 85-43-8 trans-4-Cylohexene-1,2-dicarboxylic anhydride 
• 2305-32-0 trans-1,2-cyclohexanedicarboxylic acid 

Relevant articles and documents

RECYCLABLE POLYMERS BASED ON RING-FUSED GAMMA-BUTYROLACTONES

The invention discloses a class of new polymers, trans-ring-fused poly(4-hydroxybutyrate)s (RF-P4HB) that exhibit a unique set of properties, including robust thermal stability and mechanical strength, quantitative recyclability to the building block monomers via thermolysis and/or chemical catalysis, and convenient production from the chemical ring-opening polymerization under ambient temperature and pressure. Another unique property is the formation of crystalline stereocomplexed polymers with high melting temperature upon mixing the two enantiomeric RF-P4HB chains via stereocomplexing co-crystallization. This invention also provides the corresponding ring-fused lactone monomer structures that enable the synthesis of the RF-P4HB polymers, through trans-fusing of rings to the parent γ-butyrolactone ring. Furthermore, a polymerization or copolymerization process for the synthesis of RF-P4HB polymers and copolymers is disclosed.

PROCESS FOR PREPARING BENZISOTHIAZOL-3-YL-PEPERAZIN-L-YL-METHYL-CYCLO HEXYL-METHANISOINDOL-1,3-DIONE AND ITS INTERMEDIATES

The present invention discloses process for preparing benzisothiazol-3-yl- piperazin-l-yl-methyl-cyclo hexyl-methanisoindol-l,3-dione and intermediates thereof.

Preparations and Crystal Structures of the 2-Oxides of Some Octahydro-3,2,1-benzoxathiazines and Octahydro-2H-3,1,2-benzoxazaphosphorines

The cis- and trans-fused 1-benzyl-1,4,4a,5,6,7,8,8a-octahydro-3,2,1-benzoxathiazine 2-oxides and cis- and trans-fused 1-benzyl-2-phenyl-1,4,4a,5,6,7,8,8a-octahydro-2H-3,1,2-benzoxazaphosphorine 2-oxides have been prepared from the cis- and trans-2-benzylaminocyclohexanemethanols and their structures have been determined by n.m.r. and crystallographic methods.

STEREOCHEMICAL STUDIES 83. SATURATED HETEROCYCLES 76. PREPARATION AND CONFORMATIONAL STUDY OF PARTIALLY SATURATED 3,1-BENZOXAZINES, 3,1-BENZOXAZIN-2-ONES AND 3,1-BENZOXAZINE-2-THIONES

The cis- and trans-2-amino-4-cyclohexene-1-carboxylic acids 1 and 3 react with imidates to give the condensed-skeleton, bicyclic cis- and trans-pyrimidin-4-ones 8 and 9.The amino acids 1 and 3 were reduced to the cis- and trans-1,3-aminoalcohols 6 and 7, which were cyclized by means of imidates to the bicyclic tetrahydro-4H-3,1-benzoxazines 10 and 11, or were converted, via the corresponding carbamates 14 and 15 into the tetrahydro-4H-3,1-benzoxazin-2(1H)-ones 16 and 17.The 2-thioxo analogues 18 and 19 were prepared by cyclization of the dithiocarbamates obtained from the aminoalcohols 6 and 7 by treatment with carbon disulphide.The trans-aminoalcohol 7 and its saturated analogue reacted with p-chlorobenzaldehyde to furnish the hexahydro 13 and octahydro-4H-3,1-benzoxazine 13a, respectively. 1H and 13C NMR studies showed that, similarly to the earlier-investigated analogues containing oxygen or unsubstituted nitrogen at position 1, the synthesized cis isomers 8, 10, 16 and 18 occurred as the preferred conformer in the heterocyclic twist inverse form of N-inside type (quasiaxal C6-N bond) (B).In the trans isomers containing a saturated C-2 atom (13 and 13a), H-2 and H-6 are in cis relative positions.