Production Method 1

624-48-6

74-95-3

826-35-7

Reaction Conditions

1.1 Catalysts: Triphenylphosphine (nickel complex) ,  Nickel (complexes) Solvents: Acetonitrile

Reference

Indirect electrochemical activation of gem-dihalo compounds - synthetic applications

Leonel, Eric; et al, Proceedings - Electrochemical Society, 2001, 2001, 2001-14

Production Method 2

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Toluene

Reference

Secondary deuterium kinetic isotope effects at the termini of cis-1,2-divinylcyclopropane and cis-1,2-divinylcyclobutane in their 3,3-sigmatropic shifts: evidence for different transition-state structures

Gajewski, Joseph J.; et al, Journal of Organic Chemistry, 1990, 55(2), 674-9

Production Method 3

3999-55-1

826-35-7

Reaction Conditions

1.1 Catalysts: Sulfuric acid ;  48 h, reflux
1.2 Catalysts: Sulfuric acid ;  reflux

Reference

Enantioselective bacterial hydrolysis of amido esters and diamides derived from (±)-trans-cyclopropane-1,2-dicarboxylic acid

Hugentobler, Katharina G.; et al, Organic & Biomolecular Chemistry, 2014, 12(4), 615-623

Production Method 4

3999-55-1

826-35-7

Reaction Conditions

Reference

Stereochemistry of the thermal isomerizations of (2S,3R)-2-methoxymethyl-2,3-dideuterio-1-(dideuteriomethylene)cyclopropane

Baldwin, John E.; et al, Tetrahedron, 1982, 38(6), 825-35

Production Method 5

30004-64-9

624-48-6

826-35-7

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 6

30004-64-9

624-49-7

826-35-7

Reaction Conditions

1.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 7

39590-05-1

826-35-7

Reaction Conditions

1.1 Reagents: Titanium tetrachloride

Reference

1,5-Bis(trimethylsiloxy)-1,5-dimethoxy-1,4-pentadienes. Cyclopropane synthesis via intramolecular coupling

Chan, T. H.; et al, Tetrahedron Letters, 1982, 23(8), 799-802

Production Method 8

869-09-0

826-35-7

Reaction Conditions

Reference

Electrochemical reductive cyclization of dimethyl dibromoalkanedioates

Satoh, Shohei; et al, Hokkaido Daigaku Kogakubu Kenkyu Hokoku, 1980, (102), 33-43

Production Method 9

14874-70-5

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide
2.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 10

14874-70-5

43625-65-6

4381-25-3

826-35-7

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Dichloromethane ;  3 h, 20 °C; 3 h, 20 °C; 1 h, 20 °C
2.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide
3.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 11

30004-67-2

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water
2.1 Solvents: Dichloromethane
3.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide
4.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 12

31448-67-6

826-35-7

Reaction Conditions

1.1 Solvents: Acetonitrile
1.2 Solvents: Pentane ,  Hexane

Reference

Stereoselective 1,3-debromination reactions

Liu, Yingchun; et al, Canadian Journal of Chemistry, 1993, 71(2), 258-62

Production Method 13

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Methanol ,  Toluene

Reference

Cyclopropanediamines. 3. Pure diastereomers of 1,2-cyclopropanedicarboxylic acids and derivatives

Von der Saal, Wolfgang; et al, Liebigs Annalen der Chemie, 1989, (8), 703-12

Production Method 14

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride

Reference

The synthesis and cycloaddition reactions of 3-azabicyclo[3.1.0]hex-2-ene 3-oxide and 3-azabicyclo[3.2.0]hept-2-ene 3-oxide. Highly strained bicyclic nitrones

Tufariello, Joseph J.; et al, Tetrahedron Letters, 1987, 28(3), 267-70

Production Method 15

30630-38-7

826-35-7

Reaction Conditions

1.1 Reagents: Acetic acid ,  Ammonium acetate

Reference

Stereochemistry of electroreduction of bromocyclopropanes. IV. New example of the relation between stereoselectivity and the composition of the supporting electrolyte

Hazard, R.; et al, Bulletin des Societes Chimiques Belges, 1985, 94(3), 199-204

Production Method 16

30630-39-8

826-35-7

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium acetate ,  Tetrabutylammonium tetrafluoroborate

Reference

Stereochemistry of electroreduction of bromocyclopropanes. IV. New example of the relation between stereoselectivity and the composition of the supporting electrolyte

Hazard, R.; et al, Bulletin des Societes Chimiques Belges, 1985, 94(3), 199-204

Production Method 17

98034-52-7

826-35-7

Reaction Conditions

1.1 -
2.1 Reagents: Acetic acid ,  Sodium acetate ,  Tetrabutylammonium tetrafluoroborate

Reference

Stereochemistry of electroreduction of bromocyclopropanes. IV. New example of the relation between stereoselectivity and the composition of the supporting electrolyte

Hazard, R.; et al, Bulletin des Societes Chimiques Belges, 1985, 94(3), 199-204

Production Method 18

869-09-0

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide
2.1 Reagents: Acetic acid ,  Sodium acetate ,  Tetrabutylammonium tetrafluoroborate

Reference

Stereochemistry of electroreduction of bromocyclopropanes. IV. New example of the relation between stereoselectivity and the composition of the supporting electrolyte

Hazard, R.; et al, Bulletin des Societes Chimiques Belges, 1985, 94(3), 199-204

Production Method 19

826-35-7

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide ;  12 h, 25 °C

Reference

Fragment-Based Design of Selective Nanomolar Ligands of the CREBBP Bromodomain

Unzue, Andrea; et al, Journal of Medicinal Chemistry, 2016, 59(4), 1350-1356

Production Method 20

39590-05-1

826-35-7

Reaction Conditions

1.1 Reagents: Titanium tetrachloride

Reference

1,5-Bis(trimethylsiloxy)-1,5-dimethoxy-1,4-pentadienes. Precursors for the synthesis of cyclopropanes and cyclobutanes

Wallace, I. H. M.; et al, Tetrahedron, 1983, 39(6), 847-53

Production Method 21

30630-38-7

826-35-7

Reaction Conditions

1.1 Reagents: Acetic acid ,  Sodium acetate ,  Tetrabutylammonium tetrafluoroborate

Reference

Stereochemistry of electroreduction of bromocyclopropanes. IV. New example of the relation between stereoselectivity and the composition of the supporting electrolyte

Hazard, R.; et al, Bulletin des Societes Chimiques Belges, 1985, 94(3), 199-204

Production Method 22

31358-13-1

826-35-7

Reaction Conditions

1.1 Solvents: Dichloromethane
1.2 Solvents: Pentane ,  Hexane

Reference

Stereoselective 1,3-debromination reactions

Liu, Yingchun; et al, Canadian Journal of Chemistry, 1993, 71(2), 258-62

Production Method 23

110-94-1

826-35-7

Reaction Conditions

1.1 Reagents: Thionyl chloride ,  Bromine ,  Phosphorus tribromide
2.1 -

Reference

Electrochemical reductive cyclization of dimethyl dibromoalkanedioates

Satoh, Shohei; et al, Hokkaido Daigaku Kogakubu Kenkyu Hokoku, 1980, (102), 33-43

Production Method 24

75-77-4

1119-40-0

826-35-7

Reaction Conditions

1.1 Catalysts: Lithium diisopropylamide
2.1 Reagents: Titanium tetrachloride

Reference

1,5-Bis(trimethylsiloxy)-1,5-dimethoxy-1,4-pentadienes. Cyclopropane synthesis via intramolecular coupling

Chan, T. H.; et al, Tetrahedron Letters, 1982, 23(8), 799-802

Production Method 25

14874-70-5

30004-67-2

43625-65-6

826-35-7

Reaction Conditions

1.1 Solvents: Dichloromethane
2.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide
3.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

Production Method 26

1193-82-4

826-35-7

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Sodium azide Solvents: Chloroform ;  15 min, rt; 12 h, 45 °C
2.1 Reagents: Sodium carbonate Solvents: Dichloromethane ;  3 h, 20 °C; 3 h, 20 °C; 1 h, 20 °C
3.1 Reagents: Sodium hydride Solvents: Dimethyl sulfoxide
4.1 Solvents: Dimethyl sulfoxide

Reference

Chemistry of sulfoxides and related compounds. XXVI. Preparation and synthetic applications of (dimethylamino)phenyloxosulfonium methylide

Johnson, Carl Randolph; et al, Journal of the American Chemical Society, 1970, 92(22), 6594-8

dimethyl trans-1,2-cyclopropanedicarboxylate Raw materials

• pentanedioic acid
• Chlorotrimethylsilane
• Methyl phenyl sulfoxide
• Pentanedioic acid, 2,4-dibromo-, 1,5-dimethyl ester, (2R,4R)-rel-
• Borate(1-),tetrafluoro-
• methylmethyl(oxo)phenyl-lambda6-sulfanylideneamine
• Methanaminium, N-methyl-N-(methyloxidophenyl-λ4-sulfanylidene)-, inner salt
• 3,9-Dioxa-2,10-disilaundeca-4,7-diene, 4,8-dimethoxy-2,2,10,10-tetramethyl-
• 1,5-dimethyl 2,4-dibromopentanedioate
• Dimethyl Maleate
• Dibromomethane
• Oxonium, trimethyl-(9CI)
• 1,5-Dimethyl Pentanedioate
• 1,2-Cyclopropanedicarboxylic acid, 1-bromo-, dimethyl ester, (1R,2S)-rel- (9CI)
• Pentanedioic acid, 2,4-dibromo-, dimethyl ester, (R*,S*)-
• Dimethyl fumarate
• diethyl trans-cyclopropane-1,2-dicarboxylate
• imino(methyl)phenyl-λ?-sulfanone
• 1,2-Cyclopropanedicarboxylic acid, 1-bromo-, dimethyl ester, cis- (9CI)
• 1,2-Cyclopropanedicarboxylic acid, 1-bromo-, cis- (9CI)

• 1. Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes?
  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
• 2. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 3. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
• 4. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 5. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Cyclopropanecarboxylic acids and derivatives

Comprehensive Guide to Dimethyl trans-1,2-Cyclopropanedicarboxylate (CAS No. 826-35-7): Properties, Applications, and Industry Insights

Dimethyl trans-1,2-cyclopropanedicarboxylate (CAS No. 826-35-7) is a versatile organic compound widely used in pharmaceutical synthesis, agrochemical formulations, and advanced material research. This ester derivative of cyclopropane dicarboxylic acid has gained significant attention due to its unique three-membered ring structure, which imparts remarkable chemical reactivity and stability. The trans-configuration of this compound makes it particularly valuable for stereospecific reactions in modern synthetic chemistry.

Recent trends in green chemistry have spotlighted dimethyl trans-1,2-cyclopropanedicarboxylate as an important building block for sustainable synthesis. Researchers are actively exploring its potential in biodegradable polymer production and catalysis, aligning with the global push for environmentally friendly alternatives. The compound's high purity grade (typically >98%) ensures consistent performance in sensitive applications, making it a preferred choice for fine chemical manufacturers.

The pharmaceutical industry extensively utilizes CAS 826-35-7 as a key intermediate for active pharmaceutical ingredients (APIs). Its cyclopropane moiety frequently appears in drug molecules targeting central nervous system disorders and anti-inflammatory medications. Recent studies published in ACS journals highlight its role in developing novel antiviral compounds, particularly in the context of emerging viral threats. The compound's ester groups provide excellent handles for further functionalization through hydrolysis or transesterification reactions.

From a technical perspective, dimethyl trans-1,2-cyclopropanedicarboxylate exhibits excellent solubility in common organic solvents like dichloromethane, ethyl acetate, and THF, while being nearly insoluble in water. This property profile makes it ideal for multistep synthesis workflows. Analytical data shows characteristic NMR peaks at δ 1.5-1.8 ppm for cyclopropane protons and δ 3.7-3.9 ppm for methoxy groups, serving as important quality control markers for industrial users.

Material science applications of 826-35-7 are expanding rapidly, particularly in the development of advanced coatings and specialty adhesives. The compound's rigid structure contributes to enhanced thermal stability in polymer matrices, addressing growing demand for high-performance materials in electronics and aerospace sectors. Manufacturers are increasingly adopting continuous flow chemistry methods for its production, improving process efficiency and reducing carbon footprint.

Quality specifications for dimethyl trans-1,2-cyclopropanedicarboxylate typically include GC purity ≥98%, water content <0.5%, and residual solvents below regulatory limits. Proper storage conditions (2-8°C in airtight containers) ensure long-term stability. The compound's molecular weight of 172.18 g/mol and boiling point of 210-215°C make it suitable for various industrial-scale applications.

Emerging research directions explore the compound's potential in asymmetric synthesis and chiral auxiliary applications. Recent patent literature reveals innovative uses in liquid crystal formulations and organic electronics. The growing custom synthesis market has seen increased demand for derivatized versions of this compound, particularly for drug discovery programs targeting neglected diseases.

From a commercial perspective, global suppliers offer dimethyl trans-1,2-cyclopropanedicarboxylate in quantities ranging from gram-scale for research laboratories to kilogram quantities for industrial users. Current market analysis indicates steady growth in demand, driven by expanding applications in bioconjugation chemistry and prodrug development. The compound's cost-effectiveness compared to similar chiral building blocks contributes to its widespread adoption.

Safety considerations for handling CAS 826-35-7 include standard organic compound precautions—proper ventilation, PPE (personal protective equipment), and avoidance of strong oxidizers. While not classified as hazardous under current regulations, appropriate risk assessment should precede any large-scale use. The compound's ecological profile shows moderate biodegradability, with ongoing studies evaluating its environmental fate in various ecosystems.

Future prospects for dimethyl trans-1,2-cyclopropanedicarboxylate appear promising, with anticipated growth in catalytic applications and material science innovations. The compound's versatility positions it as a valuable asset in medicinal chemistry toolkits and industrial biotechnology platforms. As synthetic methodologies advance, particularly in flow chemistry and enzymatic synthesis, production efficiencies are expected to improve further, potentially expanding its commercial accessibility.

• 61490-20-8(Cyclopropanecarboxylic acid, 2,3-dipropyl-, methyl ester)
• 35501-84-9(Cyclopropanecarboxylicacid, 2-formyl-, methyl ester, (1R,2R)-rel-)
• 312910-87-5(Cyclopropanecarboxylic acid, 2-(hydroxymethyl)-3-methyl-, methyl ester,)
• 312910-88-6(Cyclopropanecarboxylicacid, 2-formyl-3-methyl-, methyl ester, (1S,2R,3R)-)
• 56695-88-6(Cyclopropanecarboxylic acid, 2-methyl-, methyl ester, trans-)
• 159000-41-6(Cyclopropanecarboxylicacid, 2-formyl-, methyl ester, (1S,2R)-)
• 175221-16-6(2-[trans-2-methoxycarbonylcyclopropyl]acetic acid)
• 28363-79-3(1,2-Cyclopropanedicarboxylicacid, 3-methyl-, dimethyl ester, (1R,2R)-rel- (9CI))
• 312910-89-7(Cyclopropanecarboxylicacid, 2-formyl-3-methyl-, methyl ester, (1S,2S,3R)-)
• 13279-88-4(2-methoxycarbonylcyclopropanecarboxylic acid)