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
- Molecular Weight:
- 186.21
- MDL Number:
- MFCD00001283
- MOL File:
- 1559-02-0.mol
- MSDS File:
- SDS
| 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 |
n |
| 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 |
| InChI | 1S/C9H14O4/c1-3-12-7(10)9(5-6-9)8(11)13-4-2/h3-6H2,1-2H3 |
| InChIKey | KYYUCZOHNYSLFV-UHFFFAOYSA-N |
| SMILES | CCOC(=O)C1(CC1)C(=O)OCC |
| CAS DataBase Reference | 1559-02-0(CAS DataBase Reference) |
| FDA UNII | D56NXJ5UMC |
| NIST Chemistry Reference | Diethyl 1,1-cyclopropanedicarboxylate(1559-02-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H227 | |||||||||
| Precautionary statements | P210-P280-P370+P378-P403+P235-P501-P210e-P280a-P370+P378a-P501a | |||||||||
| PPE | Eyeshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| 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 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
Diethyl 1,1-cyclopropanedicarboxylate price More Price(63)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 147710 | Diethyl cyclopropane-1,1-dicarboxylate 97% | 1559-02-0 | 5g | $103 | 2023-06-20 | Buy |
| Sigma-Aldrich | 147710 | Diethyl cyclopropane-1,1-dicarboxylate 97% | 1559-02-0 | 25g | $381 | 2023-06-20 | Buy |
| TCI Chemical | C1341 | Diethyl 1,1-Cyclopropanedicarboxylate >96.0%(GC) | 1559-02-0 | 5g | $17 | 2026-04-30 | Buy |
| TCI Chemical | C1341 | Diethyl 1,1-Cyclopropanedicarboxylate >96.0%(GC) | 1559-02-0 | 25g | $28 | 2026-04-30 | Buy |
| TRC | TRC-D444175-5G | Diethyl 1,1-Cyclopropanedicarboxylate | 1559-02-0 | 5g | $91 | 2026-06-03 | Buy |
Diethyl 1,1-cyclopropanedicarboxylate Chemical Properties, Uses, 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
1of2
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Jinan Kabotang Biological Technology Co.,Ltd. | 0531-61320525 15866703830 | figo.gao@foxmail.com | China | 7601 | 58 |
| Creasyn Finechem(Tianjin) Co., Ltd. | 022-83946278 13820372920 | sales@creasyn.com | China | 968 | 68 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
View Latest Price from Diethyl 1,1-cyclopropanedicarboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-06-27 | Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
|
1KG | 99% | 500000kg | Hebei Chuanghai Biotechnology Co., Ltd | ||
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2025-04-04 | Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd.
|
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2022-02-25 | Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
|
$100.00 | 1Kg/Bag | 98% | 10KG | Hong Kong Tiansheng New Material Trading Co., Ltd |
-
- Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-
- Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Diethyl 1,1-cyclopropanedicarboxylate
1559-02-0
- $100.00
- 98%
- Hong Kong Tiansheng New Material Trading Co., Ltd
