ChemicalBook > CAS DataBase List > Diethyl 1,1-cyclopropanedicarboxylate

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
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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)
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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
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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
147710
Product name
Diethyl cyclopropane-1,1-dicarboxylate
Purity
97%
Packaging
5g
Price
$103
Updated
2023/06/20
Sigma-Aldrich
Product number
147710
Product name
Diethyl cyclopropane-1,1-dicarboxylate
Purity
97%
Packaging
25g
Price
$381
Updated
2023/06/20
TCI Chemical
Product number
C1341
Product name
Diethyl 1,1-Cyclopropanedicarboxylate
Purity
>96.0%(GC)
Packaging
5g
Price
$16
Updated
2025/07/31
TCI Chemical
Product number
C1341
Product name
Diethyl 1,1-Cyclopropanedicarboxylate
Purity
>96.0%(GC)
Packaging
25g
Price
$33
Updated
2025/07/31
TRC
Product number
D444175
Product name
Diethyl 1,1-Cyclopropanedicarboxylate
Packaging
1g
Price
$55
Updated
2021/12/16
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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

(1-Aminocyclopropyl)methanol
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Diethyl 1,1-cyclopropanedicarboxylate Suppliers

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View Lastest Price from Diethyl 1,1-cyclopropanedicarboxylate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
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
Henan Aochuang Chemical Co.,Ltd.
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
Hong Kong Tiansheng New Material Trading Co., Ltd
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

1559-02-0, Diethyl 1,1-cyclopropanedicarboxylateRelated Search:

Diethyl malonate 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid Diethyl sulfate Diethyl phosphite Diethyl carbonate Diethyl oxalate Diethyl 1,3-acetonedicarboxylate Mefenpyr-diethyl Diethyl phthalate Cyclopropyl methyl ketone Ethylene glycol diethyl ether Celiprolol n-propyl dioxepene 1,1-Cyclopropanedicarboxylic acid Cyclopropane Diethyl ether DIETHYL 2-PHENYL-1,1-CYCLOPROPANEDICARBOXYLATE 2-VINYLCYCLOPROPANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER

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  • DIETHYL 1,1-CYCLOPROPANEDICARBOXYLATE CAS 1559-02-0
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  • Diethyl Cyclopropane-1,1-Dcarboxylate
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  • 1559-02-0
  • C9H14O4
  • C3H4CO2C2H52
  • C1 to C5
  • C8 to C9
  • Carboxylic Acids
  • Carbonyl Compounds
  • Building Blocks
  • Esters
  • Organic Building Blocks
  • Simple 3-Membered Ring Compounds
  • Cyclopropanes
  • Building Blocks
  • C8 to C9
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Aliphatics
  • Cyclopropanes
  • Simple 3-Membered Ring Compounds
  • Cycloalkanes
  • C8 to C9
  • Carbonyl Compounds
  • Esters
  • bc0001