Diethyl 1,1-cyclobutanedicarboxylate
- Product Name
- Diethyl 1,1-cyclobutanedicarboxylate
- CAS No.
- 3779-29-1
- Chemical Name
- Diethyl 1,1-cyclobutanedicarboxylate
- Synonyms
- DIETHYL CYCLOBUTANE-1,1-DICARBOXYLATE;NSC 9017;AKOS BBS-00006459;1,1-DICARBOETHOXYCYCLOBUTANE;DIETHYL 2,2-TRIMETHYLENEMALONATE;1,1-Bis(ethoxycarbonyl)cyclobutane;Diethl1,1-cyclobutanedicarboxylate;DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE;Diethyl 1,1-Cyclobutanedicarboxylate >1,1-decarboxylic acid diethyl cyclobutane
- CBNumber
- CB3352522
- Molecular Formula
- C10H16O4
- Formula Weight
- 200.23
- MOL File
- 3779-29-1.mol
Diethyl 1,1-cyclobutanedicarboxylate Property
- Boiling point:
- 104-105 °C12 mm Hg(lit.)
- Density
- 1.05 g/mL at 20 °C(lit.)
- refractive index
- 1.4360
- Flash point:
- 89°C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Dichloromethane, Methanol,
- form
- Oil
- Specific Gravity
- 1.05
- color
- Colourless
- Water Solubility
- Insoluble in water.
- BRN
- 2050195
- InChI
- InChI=1S/C10H16O4/c1-3-13-8(11)10(6-5-7-10)9(12)14-4-2/h3-7H2,1-2H3
- InChIKey
- JPNJEJSZSMXWSV-UHFFFAOYSA-N
- SMILES
- C1(CCC1)(C(=O)OCC)C(=O)OCC
- CAS DataBase Reference
- 3779-29-1(CAS DataBase Reference)
- NIST Chemistry Reference
- Diethyl 1,1-cyclobutanedicarboxylate(3779-29-1)
- EPA Substance Registry System
- 1,1-Cyclobutanedicarboxylic acid, diethyl ester (3779-29-1)
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
- S436178
- Product name
- DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE
- Purity
- Aldrich<sup>CPR</sup>
- Packaging
- 1 unit
- Price
- $30.7
- Updated
- 2025/07/31
- Product number
- S436178
- Product name
- DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $29.8
- Updated
- 2024/03/01
- Product number
- 28690
- Product name
- Diethyl cyclobutane-1,1-dicarboxylate
- Purity
- ≥98.0% (GC)
- Packaging
- 25ml
- Price
- $299
- Updated
- 2023/06/20
- Product number
- C0942
- Product name
- Diethyl 1,1-Cyclobutanedicarboxylate
- Purity
- >97.0%(GC)
- Packaging
- 5mL
- Price
- $32
- Updated
- 2025/07/31
- Product number
- C0942
- Product name
- Diethyl 1,1-Cyclobutanedicarboxylate
- Purity
- >97.0%(GC)
- Packaging
- 25mL
- Price
- $93
- Updated
- 2025/07/31
Diethyl 1,1-cyclobutanedicarboxylate Chemical Properties,Usage,Production
Chemical Properties
Colourless Oil
Uses
Diethyl 1,1-cyclobutanedicarboxylate is used as a pharmaceutical intermediate. Used as intermediate in the production of Carboplatin.
Uses
Diethyl cyclobutane-1,1-dicarboxylate may be used in chemical synthesis studies.
Preparation
The preparation of diethyl 1,1-cyclobutanedicarboxylate is as follows:The major product is tetraethy1 1,1,5,5-pentanetetra-carboxylate II with diethyl malonate. To eliminate this side reaction, II was independently prepared by the addition of hydrogen bromide to diethyl allylmalonate (I) and then cyclized to II by treatment with sodium ethylate. The over-all yield from I is about 50%.
Synthesis
109-64-8
105-53-3
3779-29-1
GENERAL METHOD: Diethyl malonate (2.53 mL, 17 mmol), 1,3-dibromopropane (22 mmol), potassium carbonate (K2CO3, 5.7 g, 42 mmol) and tetrabutylammonium bromide (TBAB, 0.27 g, 0.08 mmol) were added to dry N,N-dimethylformamide (DMF). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the solvent was removed by rotary evaporator and the residue was extracted three times with ethyl acetate (100 mL). The organic layers were combined, washed with water and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to give diethyl cyclobutyl-1,1-dicarboxylate as a colorless oil (89% yield).
References
[1] Molecules, 2016, vol. 21, # 5,
[2] Journal of Organic Chemistry, 1993, vol. 58, # 27, p. 7709 - 7717
[3] Journal of Fluorine Chemistry, 2000, vol. 102, # 1-2, p. 141 - 146
[4] Journal of Organic Chemistry, 1949, vol. 14, p. 1036
[5] Journal of the Chemical Society, 1887, vol. 51, p. 2
Diethyl 1,1-cyclobutanedicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Diethyl 1,1-cyclobutanedicarboxylate manufacturers
- Product
- Diethyl 1,1-cyclobutanedicarboxylate 3779-29-1
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-29
- Product
- Diethyl 1,1-cyclobutanedicarboxylate 3779-29-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20t
- Release date
- 2024-07-15
- Product
- Diethyl 1,1-cyclobutanedicarboxylate 3779-29-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-08-06