2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester
- Product Name
- 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester
- CAS No.
- 6289-46-9
- Chemical Name
- 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester
- Synonyms
- DMSS;DIMETHYL 2,5-DIOXOCYCLOHEXANE-1,4-DICARBOXYLATE;2,5-dioxo-1,4-cycloh;dimethyl succinosuccinate;DIMETHYL SUCCINYLSUCCINATE;DIMETHYL SUCCINYLOSUCCINATE;Dimethyl succinate succinate;DiMethyl succinylo succinate, 99+%;Succinosuccinic acid dimethyl ester;Succinylsuccinic acid dimethyl ester
- CBNumber
- CB2121596
- Molecular Formula
- C10H12O6
- Formula Weight
- 228.2
- MOL File
- 6289-46-9.mol
2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester Property
- Melting point:
- 154-157 °C
- Boiling point:
- 330°C (rough estimate)
- Density
- 1.3792 (rough estimate)
- vapor pressure
- 0-0.002Pa at 20-50℃
- refractive index
- 1.6000 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- Fine Crystalline Powder
- pka
- 9.04±0.40(Predicted)
- color
- White to light yellow-green
- Water Solubility
- Soluble in water 0.0016 g/L.
- InChI
- InChI=1S/C10H12O6/c1-15-9(13)5-3-8(12)6(4-7(5)11)10(14)16-2/h5-6H,3-4H2,1-2H3
- InChIKey
- MHKKFFHWMKEBDW-UHFFFAOYSA-N
- SMILES
- C1(C(OC)=O)CC(=O)C(C(OC)=O)CC1=O
- LogP
- 2.49 at 23℃ and pH7
- CAS DataBase Reference
- 6289-46-9(CAS DataBase Reference)
- EPA Substance Registry System
- 1,4-Cyclohexanedicarboxylic acid, 2,5-dioxo-, 1,4-dimethyl ester (6289-46-9)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-24/25
- WGK Germany
- 1
- TSCA
- Yes
- HS Code
- 29145090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C1343
- Product name
- Dimethyl 1,4-Cyclohexanedione-2,5-dicarboxylate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $37
- Updated
- 2025/07/31
- Product number
- C1343
- Product name
- Dimethyl 1,4-Cyclohexanedione-2,5-dicarboxylate
- Purity
- >98.0%(T)
- Packaging
- 500g
- Price
- $257
- Updated
- 2025/07/31
- Product number
- D481193
- Product name
- Dimethyl2,5-Dioxocyclohexane-1,4-dicarboxylate
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- J90406
- Product name
- Dimethylsuccinylosuccinate
- Packaging
- 5g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- J90406
- Product name
- Dimethylsuccinylosuccinate
- Packaging
- 25g
- Price
- $20
- Updated
- 2021/12/16
2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester Chemical Properties,Usage,Production
Chemical Properties
white to light yellow-green fine cryst. powder
Uses
Dimethyl 1,4-cyclohexanedione-2,5-dicarboxylate is used in the production of pigments such as pigment red 122 and pigment violet 19. It also can react with 2,4-diamino-phenol to get 2,5-bis-(3-amino-4-hydroxy-phenylamino)-cyclohexa-1,4-diene-1,4-dicarboxylic acid dimethyl ester.
Synthesis
32807-28-6
6289-46-9
General procedure for the synthesis of dimethyl succinosuccinate from methyl 4-chloroacetoacetate: Under stirring conditions, methyl 4-chloroacetoacetate (10 g, 0.06 mol) was slowly added to a mixed solution containing potassium carbonate (17 g, 0.12 mol) and DMSO (50 mL). The reaction mixture was first stirred at room temperature for 3 hours, then warmed to 60 °C and continued stirring for 10 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with an appropriate amount of water and subsequently filtered. The filtrate was extracted with ether and the extract was dried over anhydrous magnesium sulfate and the solvent was removed by distillation to give a yellow crystal product (14 g, 52% yield) with a melting point of 152-153 °C. The structure of the product was confirmed by 1H NMR and 13C NMR spectra: 1H NMR (δ, ppm): 3.20 (s, 2H, CH2), 3.80 (s, 3H, CH3O), 3.90 (s, 3H, CH3O), 7.45 (s, 1H, CH=), 9.80 (s, 1H, OH), 12.10 (s, 1H, OH). 13C NMR (CDCl3, δ, ppm): 28.42, 52.33, 53.07, 95.94, 118.00, 120.05, 151.32, 168.00, 171.36. Elemental analytical results are in accordance with the theoretical values: measured (%): C 52.78, H 5.17; theoretical (C10H12O6, %): C 52.63, H 5.26.
References
[1] Russian Journal of Organic Chemistry, 2017, vol. 53, # 7, p. 1099 - 1101
[2] Zh. Org. Khim., 2017, vol. 53, # 7, p. 1084 - 1086,3
2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester manufacturers
- Product
- Dimethyl succinylo succinate 6289-46-9
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000mt/year
- Release date
- 2023-05-26
- Product
- Dimethyl2, 5-Dioxocyclohexane-1, 4-Dicarboxylate 6289-46-9
- Price
- US $79.00-38.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-12-17
- Product
- Dimethyl succinylo succinate 6289-46-9
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 2000kg
- Release date
- 2024-05-16