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

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
Molecular Weight:
200.23
MDL Number:
MFCD00019261
MOL File:
3779-29-1.mol
MSDS File:
SDS
Last updated:2026-05-28 05:18:24
Product description Number Pack Size Price
DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE AldrichCPR S436178 1 unit $32.7
DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE Aldrich S436178 1g $29.8
Diethyl cyclobutane-1,1-dicarboxylate ≥98.0% (GC) 28690 25ml $299
Diethyl 1,1-Cyclobutanedicarboxylate >97.0%(GC) C0942 5mL $33
Diethyl 1,1-Cyclobutanedicarboxylate >97.0%(GC) C0942 25mL $96
More product size

Diethyl 1,1-cyclobutanedicarboxylate Properties

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
color Colourless
Specific Gravity 1.05
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)
FDA UNII S7BAH6Z7AN
NIST Chemistry Reference Diethyl 1,1-cyclobutanedicarboxylate(3779-29-1)
EPA Substance Registry System 1,1-Cyclobutanedicarboxylic acid, diethyl ester (3779-29-1)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H227
Precautionary statements  P210e-P280a-P370+P378a-P501a-P210-P280-P370+P378-P403+P235-P501
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements  36/37/38
Safety Statements  23-24/25
WGK Germany  3
TSCA  TSCA listed
HS Code  38220090
Storage Class 10 - Combustible liquids
REACH Registrations Active
NFPA 704
2
0 0

Diethyl 1,1-cyclobutanedicarboxylate price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S436178 DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE AldrichCPR 3779-29-1 1 unit $32.7 2026-04-30 Buy
Sigma-Aldrich S436178 DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE Aldrich 3779-29-1 1g $29.8 2024-03-01 Buy
Sigma-Aldrich 28690 Diethyl cyclobutane-1,1-dicarboxylate ≥98.0% (GC) 3779-29-1 25ml $299 2023-06-20 Buy
TCI Chemical C0942 Diethyl 1,1-Cyclobutanedicarboxylate >97.0%(GC) 3779-29-1 5mL $33 2026-04-30 Buy
TCI Chemical C0942 Diethyl 1,1-Cyclobutanedicarboxylate >97.0%(GC) 3779-29-1 25mL $96 2026-04-30 Buy
Product number Packaging Price Buy
S436178 1 unit $32.7 Buy
S436178 1g $29.8 Buy
28690 25ml $299 Buy
C0942 5mL $33 Buy
C0942 25mL $96 Buy

Diethyl 1,1-cyclobutanedicarboxylate Chemical Properties,Uses,Production

Chemical Properties

Colourless Oil

Uses

Diethyl cyclobutane-1,1-dicarboxylate may be used in chemical synthesis studies.

Uses

Diethyl 1,1-cyclobutanedicarboxylate is used as a pharmaceutical intermediate. Used as intermediate in the production of Carboplatin.

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%.

QQ截圖20221110145508.png

Synthesis

1,3-Dibromopropane

109-64-8

Diethyl malonate

105-53-3

Diethyl 1,1-cyclobutanedicarboxylate

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

109-64-8
105-53-3
3779-29-1
Synthesis of Diethyl 1,1-cyclobutanedicarboxylate from 1,3-Dibromopropane and Diethyl malonate
Global( 320)Suppliers
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View Lastest Price from Diethyl 1,1-cyclobutanedicarboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl 1,1-cyclobutanedicarboxylate pictures 2025-04-04 Diethyl 1,1-cyclobutanedicarboxylate
3779-29-1
 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
Diethyl 1,1-cyclobutanedicarboxylate pictures 2025-03-07 Diethyl 1,1-cyclobutanedicarboxylate
3779-29-1
 $10.00-30.00 50KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
Diethyl 1,1-cyclobutanedicarboxylate pictures 2024-07-15 Diethyl 1,1-cyclobutanedicarboxylate
3779-29-1
 $1.00 1KG 99% 20t Shaanxi Dideu Medichem Co. Ltd
DIETHYL 1,1-CYCLOBUTANEDICARBOXYLATE 1,1-Cyclobutanedicarboxylic Acid 1,1-Diethyl Ester NSC 9017 1,1-Bis(ethoxycarbonyl)cyclobutane 1,1-Dicarboxylic acid cyclobutane diethylester 1,1-CYCLOBUTANEDICARBOXYLIC ACID DIETHYL ESTER 1,1-DICARBOETHOXYCYCLOBUTANE AKOS BBS-00006459 CYCLOBUTANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER CYCLOBUTANE-1,1-DICARBOXYLIC ACID DIMETHYL ESTER DIETHYL 2,2-TRIMETHYLENEMALONATE Diethyl 1,1-Cyclobutanedicarboxylate > 1,1-decarboxylic acid diethyl cyclobutane Diethl1,1-cyclobutanedicarboxylate DIETHYL CYCLOBUTANE-1,1-DICARBOXYLATE 3779-29-1 23779-29-1 Esters Organic Building Blocks Cyclobutanes & Cyclobutenes Simple 4-Membered Ring Compounds Building Blocks Carbonyl Compounds C10 to C11 Building Blocks C10 to C11 Carbonyl Compounds Chemical Synthesis Esters Organic Building Blocks Pharmaceutical Intermediates Intermediates & Fine Chemicals Pharmaceuticals Cyclobutanes & Cyclobutenes Simple 4-Membered Ring Compounds Cycloalkanes
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