1,4-CUBANEDICARBOXYLIC ACID
- Product Name
- 1,4-CUBANEDICARBOXYLIC ACID
- CAS No.
- 32846-66-5
- Chemical Name
- 1,4-CUBANEDICARBOXYLIC ACID
- Synonyms
- DK7338;1,4-Dicarboxycubane;cubane-1,4-dicarboxylicaci;1,4-CUBANEDICARBOXYLIC ACID;Cubane-1,4-dicarboxylic acid;cubane-1,8-dicarboxylic acid;1,4-Cubanedicarboxylic acid >=97%;(1r,2R,3r,8S)-cubane-1,4-dicarboxylic acid;(1S,2R,3R,8S)-Cubane-1,4-dicarboxylic acid;Pentacyclo[4.2.0.02,5.03,8.04,7]octane-1,4-dicarboxylic acid
- CBNumber
- CB1664496
- Molecular Formula
- C10H8O4
- Formula Weight
- 192.17
- MOL File
- 32846-66-5.mol
1,4-CUBANEDICARBOXYLIC ACID Property
- Melting point:
- 224°C
- Boiling point:
- 457.4±45.0 °C(Predicted)
- Density
- 2.401±0.06 g/cm3(Predicted)
- Flash point:
- 244.6℃
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder
- pka
- 3.97±0.40(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C10H8O4/c11-7(12)9-1-2-4(9)6-5(9)3(1)10(2,6)8(13)14/h1-6H,(H,11,12)(H,13,14)
- InChIKey
- JFKXMJUMOJJTCQ-AWFRWABZSA-N
- SMILES
- C12(C(O)=O)C3C4C5(C(O)=O)C3C1C5C42
- CAS DataBase Reference
- 32846-66-5
N-Bromosuccinimide Price
- Product number
- 901000
- Product name
- 1,4-Cubanedicarboxylic acid
- Purity
- ≥97%
- Packaging
- 1g
- Price
- $642
- Updated
- 2025/07/31
- Product number
- C833003
- Product name
- 1,4-Cubanedicarboxylic acid
- Packaging
- 10mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- OR312533
- Product name
- (1S,2R,3R,8S)-Cubane-1,4-dicarboxylicacid
- Purity
- 95%
- Packaging
- 250mg
- Price
- $450
- Updated
- 2021/12/16
- Product number
- 2221-1-59
- Product name
- (1S,2R,3R,8S)-Cubane-1,4-dicarboxylic acid
- Purity
- 95%
- Packaging
- 250mg
- Price
- $496
- Updated
- 2021/12/16
- Product number
- CDX-C0236-G001
- Product name
- 1,4-Cubanedicarboxylic acid
- Purity
- ≥97%(HPLC)
- Packaging
- 1g
- Price
- $588
- Updated
- 2021/12/16
1,4-CUBANEDICARBOXYLIC ACID Chemical Properties,Usage,Production
Uses
1,4-Cubanedicarboxylic acid can undergo esterification with alkylsulfuric acids. The acid and its ester derivatives are also capable of undergoing fluorination with elemental fluorine. This product was previously listed as BML00135.
Synthesis
29412-62-2
32846-66-5
The general procedure for the synthesis of 1,4-cubanedicarboxylic acid from dimethyl cubane-1,4-dicarboxylate was as follows: a methanolic solution of 2.5 M NaOH (7.60 mL, 19.1 mmol, 1.05 eq.) was added slowly and dropwise to a tetrahydrofuran (THF,) solution of dimethyl cubane-1,4-dicarboxylate (4.00 g, 18.2 mmol) at room temperature. 125 mL) solution. The reaction mixture was stirred at room temperature for 14 hours. After completion of the reaction, the solvent was removed by evaporation under vacuum without heat. The residue was diluted with deionized water (45 mL) and extracted with chloroform (3 x 15 mL). The aqueous phase was acidified with 32% aqueous hydrochloric acid to pH 3. The acidified aqueous phase was re-extracted with chloroform (1 × 60 mL, 2 × 35 mL). All organic phases were combined and dried with anhydrous magnesium sulfate (MgSO4). The dried organic phase was evaporated from the solvent under reduced pressure to give 1,4-cubanedicarboxylic acid (3.46 g, 92% yield) as a colorless crystalline solid. The melting point of the product was determined to be 183-184.5 °C (literature value: 182-183 °C).1H NMR (200.1 MHz, CDCl3) data were as follows: δ 4.30-4.24 (6H, m, CH), 3.72 (3H, s, CH3), which is in agreement with the spectral data reported in the literature.
References
[1] Synthesis, 1995, # 5, p. 501 - 502
[2] Thermochimica Acta, 2010, vol. 499, # 1-2, p. 15 - 20
[3] Journal of Organic Chemistry, 1989, vol. 54, # 24, p. 5783 - 5788
[4] Organic Letters, 2014, vol. 16, # 16, p. 4094 - 4097
[5] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 12, p. 4059 - 4063
1,4-CUBANEDICARBOXYLIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,4-CUBANEDICARBOXYLIC ACID manufacturers
- Product
- 1,4-CUBANEDICARBOXYLIC ACID 32846-66-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-01
- Product
- cubane-1,4-dicarboxylic acid 32846-66-5
- Price
- US $8.86/KG
- Min. Order
- 1KG
- Purity
- 95.0%-99.0%
- Supply Ability
- 1kg-100kg
- Release date
- 2020-03-13