Diethyl 1,1-cyclopropanedicarboxylate
- Product Name
- Diethyl 1,1-cyclopropanedicarboxylate
- CAS No.
- 1559-02-0
- Chemical Name
- Diethyl 1,1-cyclopropanedicarboxylate
- Synonyms
- DIETHYL CYCLOPROPANE-1,1-DICARBOXYLATE;1,1-CYCLOPROPANEDICARBOXYLIC ACID DIETHYL ESTER;Diethyl 1;NSC 21376;RARECHEM AL BO 0836;opropane-1,1-dicarboxyL;DiethyldifluoroMalonate96%;1-Cyclopropanedicarboxylate;1,1-Dicarbethoxycyclopropane;Ethyl 1,1-cyclopropanedicarboxylate
- CBNumber
- CB8853145
- Molecular Formula
- C9H14O4
- Formula Weight
- 186.21
- MOL File
- 1559-02-0.mol
Diethyl 1,1-cyclopropanedicarboxylate Property
- Melting point:
- 134-136 °C(lit.)
- Boiling point:
- 94-96 °C/10 mmHg (lit.)
- Density
- 1.055 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.433(lit.)
- Flash point:
- 188 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Acetone (Slightly), Chlorform (Slightly), Methanol (Slightly)
- form
- Liquid
- color
- Clear colorless
- BRN
- 2049509
- CAS DataBase Reference
- 1559-02-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Diethyl 1,1-cyclopropanedicarboxylate(1559-02-0)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-24/25-23
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29172090
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
- 147710
- Product name
- Diethyl cyclopropane-1,1-dicarboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $103
- Updated
- 2023/06/20
- Product number
- 147710
- Product name
- Diethyl cyclopropane-1,1-dicarboxylate
- Purity
- 97%
- Packaging
- 25g
- Price
- $381
- Updated
- 2023/06/20
- Product number
- C1341
- Product name
- Diethyl 1,1-Cyclopropanedicarboxylate
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $16
- Updated
- 2025/07/31
- Product number
- C1341
- Product name
- Diethyl 1,1-Cyclopropanedicarboxylate
- Purity
- >96.0%(GC)
- Packaging
- 25g
- Price
- $33
- Updated
- 2025/07/31
- Product number
- D444175
- Product name
- Diethyl 1,1-Cyclopropanedicarboxylate
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
Diethyl 1,1-cyclopropanedicarboxylate Chemical Properties,Usage,Production
Chemical Properties
clear colorless liquid
Uses
Diethyl 1,1-Cyclopropanedicarboxylate (cas# 1559-02-0) is a compound useful in organic synthesis.
Synthesis Reference(s)
Synthesis, p. 690, 1980 DOI: 10.1055/s-1980-29171
General Description
Diethyl cyclopropane-1,1-dicarboxylate participates in ring-opening addition reactions with various nucleophilic reagents.
Synthesis
106-93-4
105-53-3
1559-02-0
Step 1: Diethyl malonate (300 g, 1.87 mol) and 1,2-dibromoethane (634.5 g, 3.38 mol) were dissolved in DMSO (1.5 L) in a 5 L four-necked round bottom flask. To this solution was added K2CO3 (1020 g, 7.39 mol) and Bu4NBr (6.4 g, 19 mmol). The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the reaction was quenched by adding 2 L of water and extracted with EtOAc (1.5 L, 3 times). The organic phases were combined, dried with Na2SO4 and concentrated under reduced pressure. The residue was distilled under vacuum at 5-10 mmHg at 64-65°C to give diethyl cyclopropane-1,1-dicarboxylate 400 g (90% yield) as an oil.
Purification Methods
If it is free from OH bands in the IR, then fractionally distil the ester and redistil the middle fraction. Otherwise shake it with aqueous NaHCO3, dry it (MgSO4), filter and distil as before or re-esterify it. [As synthon see Danishefsky Acc Chem Res 12 66 1979, Beilstein 9 I 314, 9 II 512, 9 III 3595, 9 IV 2786.]
References
[1] Tetrahedron, 2010, vol. 66, # 51, p. 9733 - 9737
[2] Tetrahedron Letters, 2005, vol. 46, # 4, p. 635 - 638
[3] Journal of Fluorine Chemistry, 2000, vol. 102, # 1-2, p. 141 - 146
[4] Mendeleev Communications, 2014, vol. 24, # 6, p. 345 - 345
[5] Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, p. 474 - 480
Diethyl 1,1-cyclopropanedicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Diethyl 1,1-cyclopropanedicarboxylate manufacturers
- Product
- Diethyl 1,1-cyclopropanedicarboxylate 1559-02-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-01
- Product
- Diethyl 1,1-cyclopropanedicarboxylate 1559-02-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- Diethyl 1,1-cyclopropanedicarboxylate 1559-02-0
- Price
- US $100.00/Kg/Bag
- Min. Order
- 1Kg/Bag
- Purity
- 98%
- Supply Ability
- 10KG
- Release date
- 2021-09-14