Diethyl hydrazine-1,2-dicarboxylate

Name: Diethyl hydrazine-1,2-dicarboxylate
Brand: ChemScene
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CAS No. 4114-28-7
Cat. No. CS-0130626
Purity≥98%
MDL No.MFCD00009101

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Diethyl hydrazine-1,2-dicarboxylate|CS-0130626

Structure of 4114-28-7

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General Information

CAS No. 4114-28-7
Cat. No. CS-0130626
Purity ≥98%
MDL No. MFCD00009101
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₂N₂O₄
Molecular Weight 176.17
Synonym(s) Diethyl 1,2-hydrazinedicarboxylate
SMILES O=C(NNC(OCC)=O)OCC

Description

Diethyl hydrazine-1,2-dicarboxylate serves as a key scaffold for synthesizing heterocyclic compounds via cyclization reactions. The molecule features two ester groups flanking a hydrazine moiety, enabling selective coupling and ring formation under mild conditions. This bench-stable reagent facilitates efficient access to pyrazole and triazole derivatives in medicinal chemistry applications.

Application

Diethyl hydrazine-1,2-dicarboxylate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to pyrazole and triazole scaffolds via cyclization with electrophiles or under thermal conditions. Its dual ester functionality offers compatibility with standard coupling protocols, while the hydrazine moiety provides high reactivity in cycloaddition and condensation reactions. Bench-stable and readily purified by chromatography, it functions as a practical building block for medicinal chemistry campaigns requiring nitrogen-rich heterocycles.

Synthesis

Route1
- 4143-61-7
- ~99%
- In-stock
  
  4114-28-7
References
- Barrero, Alejandro F.; Alvarez-Manzaneda; Chahboun, Rachid; Meneses Synlett, 1999 , # 10 p. 1663 - 1666
Route2
- 1972-28-7
- ~99%
- In-stock
  
  4114-28-7
References
- Koppes, William M.; Moran, Jesse S.; Oxley, Jimmie C.; Smith, James L. Tetrahedron Letters, 2008 , vol. 49, # 20 p. 3234 - 3237
Route3
- 541-41-3
- ~77%
- In-stock
  
  4114-28-7
References
- Waki, Kunio; Zhao, Jincai; Horikoshi, Satoshi; Watanabe, Natsuko; Hidaka, Hisao Chemosphere, 2000 , vol. 41, # 3 p. 337 - 343

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS06
Signal Word : Danger	UN#: 2930
Class : 6.1,4.1	Packing Group : Ⅱ
Hazard Statements : H228-H301
Precautionary Statements : P210-P240-P241-P264-P270-P280-P330-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 76.66
LogP 0.3936
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Hydrazine

Building Blocks Functional Group Ester

Key Words

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Diethyl hydrazine-1,2-dicarboxylate

CAS No. 4114-28-7

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