6305-93-7

Basic information

• Product Name: DIETHYL 5,5'-METHYLENEBIS(4-ETHYL-3-METHYL-2-PYRROLECARBOXYLATE)
• Synonyms: DIETHYL 5,5'-METHYLENEBIS(4-ETHYL-3-METHYL-2-PYRROLECARBOXYLATE);diethyl 5,5'-methylenebis(4-ethyl-3-methyl-2-pyrr;NSC22708;diethyl 5,5'-methylenebis(4-ethyl-3-methyl-2-pyrrolecarbox
• CAS NO: 6305-93-7
• Molecular Formula: C₂₁H₃₀N₂O₄
• Molecular Weight: 374.47
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrroles
• Mol File: 6305-93-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 128-129 °C(lit.)
• Boiling Point: 524.6 °C at 760 mmHg
• Flash Point: 271.1 °C
• Appearance: /
• Density: 1.126g/cm³
• PKA: 16.00±0.50(Predicted)
• CAS DataBase Reference: DIETHYL 5,5'-METHYLENEBIS(4-ETHYL-3-METHYL-2-PYRROLECARBOXYLATE)(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 5,5'-METHYLENEBIS(4-ETHYL-3-METHYL-2-PYRROLECARBOXYLATE)(6305-93-7)
• EPA Substance Registry System: DIETHYL 5,5'-METHYLENEBIS(4-ETHYL-3-METHYL-2-PYRROLECARBOXYLATE)(6305-93-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6305-93-7(Hazardous Substances Data)

Usage

Uses

Diethyl 5,5′-methylenebis(4-ethyl-3-methyl-2-pyrrolecarboxylate) may be used as starting reagent for the synthesis of bis-pyrrolylmethane based anion receptors.

General Description

Diethyl 5,5′-methylenebis(4-ethyl-3-methyl-2-pyrrolecarboxylate) is a heterocyclic building block.

Upstream product

• 171260-96-1 4-ethyl-5-hydroxymethyl-3-methyl-pyrrole-2-carboxylic acid ethyl ester 
• 67-56-1 methanol 
• 4391-98-4 ethyl 4-ethyl-3-methylpyrrole-2-carboxylate 
• 2199-47-5 ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate 
• 100619-73-6 ethyl 5-acetoxymethyl-4-ethyl-3-methylpyrrole-2-carboxylate 
• 4789-44-0 5-bromomethyl-4-ethyl-3-methyl-pyrrole-2-carboxylic acid ethyl ester 
• 100523-25-9 5-ethoxymethyl-4-ethyl-3-methyl-pyrrole-2-carboxylic acid ethyl ester 
• 30379-04-5 diethyl ethoxymethylenemalonate 
• 101590-84-5 4-ethyl-5-(3,5-dimethyl-pyrrol-2-ylmethyl)-3-methyl-pyrrole-2-carboxylic acid ethyl ester 

Downstream Products

• 94111-52-1 trans-5,15-bisphenyl>-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin 
• 94111-80-5 trans-5,15-bis-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin 
• 94111-58-7 trans-5-(o-aminophenyl)-15-phenyl>-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin 
• 94136-30-8 2,8,12,18-Tetraethyl-3,7,13,17-tetramethyl-5,15-bis-(2-nitro-phenyl)-porphyrinogene 
• 94111-71-4 5,15-bis(o-nitrophenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin 
• 94111-50-9 α,α-5,15-bis(2'-aminophenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethylporphyrin 
• 207459-91-4 2-[15-(4-Dimethylamino-phenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-porphyrinogen-5-yl]-anthraquinone 
• 131881-76-0 2,8,12,18-tetraethyl-5,15-bis(4'-hydroxyphenyl)-3,7,13,17-tetramethylporphyrin 

Relevant articles and documents

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Oxidation of substituted 2-methylpyrroles with perhalogenated metalloporphyrins: A one-pot synthesis of dipyrromethanes

A variety of substituted 2-methylpyrroles underwent allylic oxidation with the perchlorinated metalloporphyrin 2 and iodosylbenzene in TFA/CH2Cl2 (9:1). Subsequent addition of an α-free pyrrole to the same reaction mixture afforded a

Dipyrrole borane class compound (BODIPY) and its preparation method and application

The invention discloses a formaldehyde detection probe compound and a detection method. The compound is a high fluorescence quantum efficiency fluorescence dye based on dipyrrol borane BODIPY. The compound and alkali substances used in the invention generate a reversible reaction for forming a compound. The detection of formaldehyde is based on alkali reaction in the compound, and the reaction result causes the BODIPY to regenerate and develop colors, and simultaneously recover fluorescence. The detection method is a novel detection reagent which can be recycled. On the other hand, based on the high fluorescence quantum efficiency characteristics of the BODIPY compounds, the detection reagent has high sensitivity and lower detection limit.

Porphyrins with exocyclic rings. Part 10.1 Synthesis of meso,β- propanoporphyrins from 4,5,6,7-tetrahydro-1H-indoles

Benzyl (6) and tert-buty1 3-methyl-4,5,6,7-tetrahydro-1H-indole-2- carboxylates (28) were easily prepared from cyclohexanone using a variation of the Knorr pyrrole condensation. Regioselective oxidation with lead tetraacetate gave the corresponding 7-acetoxy derivatives, or related solvolysis products, and subsequent reaction with 5-unsubstituted pyrrole-2- carboxylates in the presence of p-toluenesulfonic acid in acetic acid gave a series of 7-pyrrolyltetrahydroindoles 16 in excellent overall yields. Cleavage of the protective ester units, followed by acid-catalyzed condensation with diformyldipyrrylmethanes 19 under modified MacDonald '2 + 2' conditions gave good yields of meso,β-propanoporphyrins 26. This chemistry was sufficiently versatile that a porphyrin with two six-membered exocyclic rings (34) could be prepared by the same methodology. On the other hand, attempts to cyclize an a,c-biladiene 37 incorporating a six-membered carbocyclic ring gave moderate to poor yields of the required meso,β- propanoporphyrin 26a, probably due to a deleterious steric interaction between the carbocyclic ring and an adjacent alkyl substituent. Nonetheless, the results described below demonstrate the value of this approach for the synthesis of sedimentary cycloalkanoporphyrins.