123445-53-4

Basic information

• Product Name: 1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID
• Synonyms: 1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID;Cyclopropanecarboxylic acid, 1-amino-2,2-dimethyl- (9CI)
• CAS NO: 123445-53-4
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: CARBOXYLICACID;AMINOACID
• Mol File: 123445-53-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(123445-53-4)
• EPA Substance Registry System: 1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(123445-53-4)

Safety Data

• Hazardous Substances Data: 123445-53-4(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.

Explanation

The compound is derived from cyclopropane, a three-carbon ring, and contains both an amino (-NH2) and a carboxylic acid (-COOH) functional group.

Explanation

The compound exists in a solid form when the temperature is around 20-25°C (room temperature).

Explanation

The compound can dissolve in water, making it easier to work with in various chemical and pharmaceutical applications.

Explanation

1-AMINO-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID is used as a building block for the synthesis of various compounds in the fields of organic chemistry and pharmaceutical research.

Explanation

The specific arrangement of atoms and functional groups in the compound makes it a useful and versatile molecule for creating new compounds and drugs in the chemical and pharmaceutical industries.

Chemical Structure

Cyclopropane derivative with an amino group and a carboxylic acid group

Physical State

Solid at room temperature

Solubility

Soluble in water

Applications

Organic synthesis and pharmaceutical research

Unique Structure

Valuable tool in chemical and pharmaceutical industries

Upstream product

• 123445-50-1 1-(N-tert-butylamino)-2,2-dimethylcyclopropane-1-carbonitrile 
• 127558-81-0 2,2-Dimethyl-1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid 
• 128419-49-8 N-(2,2-dimethyl-1-phenyl-1-cyclopropyl)trifluoroacetamide 
• 127558-80-9 N-<2,2-dimethyl-1-(4-methylphenyl)-1-cyclopropyl>trifluoroacetamide 
• 131149-82-1 1-amino-2,2-dimethylcyclopropanecarbonitrile 
• 1026253-32-6 1-Isocyanato-2,2-dimethyl-cyclopropanecarboxylic acid methyl ester 
• 18795-95-4 dimethyl 2,2-dimethyl-cyclopropane-1,1-dicarboxylate 
• 159279-64-8 2,2-dimethylcyclopropane-1,1-dicarboxylic acid methyl ester 
• 13401-57-5 3-chloro-2,2-dimethylpropionaldehyde 
• 109296-40-4 2,2-dimethyl-1-phenylcyclopropylamine 
• 109296-41-5 2,2-dimethyl-1-(4-methylphenyl)cyclopropylamine 
• 109296-31-3 N-(benzylidene)-2,2-dimethyl-1-phenylcyclopropylamine 
• 109296-34-6 N-(benzylidene)-2,2-dimethyl-1-(4-methyl)phenylcyclopropylamine 
• 106367-20-8 Benzyl-[3-chloro-2,2-dimethyl-prop-(E)-ylidene]-amine 

Downstream Products

• 128753-46-8 C₉H₁₉NO₂Si 
• 816-66-0 4-methyl-2-oxopentanoic acid 
• 130930-43-7 (+)-(R)-2,2-Dimethyl-1-aminocyclopropane-1-carboxylic acid 
• 13594-33-7 3-amino-5,5-dimethyltetrahydro-2-furanone 
• 128753-48-0 C₁₂H₂₇NO₂Si₂ 
• 159279-74-0 1-(N-(Ethoxycarbonyl)amino)-2,2-dimethylcyclopropanecarboxylic acid 

Relevant articles and documents

Straightforward Synthesis of 1-Amino-2,2-dialkylcyclopropanecarboxylic Acids via Selective Saponification of 2,2-Dialkylcyclopropane-1,1-dicarboxylic Esters and Curtius Rearrangement

Selective monosaponification of dimethyl 2,2-dialkylcyclopropane-1,1-dicarboxylic esters afforded the corresponding 2,2-dialkyl-1-(methoxycarbonyl)cyclopropane-1-carboxylic acids, which were rearranged with diphenyl phosphoroazidate via a modified Curtius-type reaction to give methyl 2,2-dialkyl-1-cyclopropanecarboxylic esters.Selective deprotection of the carbamate or methyl cyclopropanecarboxylic ester was worked out, giving rise to a whole variety of ACC analogues.Straightforward ways to 1-amino-2,2-dialkylcyclopropanecarboxylic acids (2,2-dialkyl-ACC's) were developed.

SYNTHESIS OF 2,2-DIALKYL-1-AMINOCYCLOPROPANECARBOXYLIC ACIDS FROM Α-CHLOROIMINES

2,2-Dialkyl-ACC analogues, i.e. potential plant growth regulators, were synthesized via straightforward cyclopropanation of α-chloroimines.

Synthesis of 2,2-dialkylcyclopropylamines from β-chloroimines and application towards the synthesis of 1-amino-2,2-dialkylcyclopropane-carboxylic acids

Base-induced 1,5-dehydrochlorination of β-chloroimines, having a relatively acidic hydrogen atom at carbon-1 of the N-substituent (e.g. benzyl, methoxycarbonylmethyl, α-methylbenzyl), afforded N-cyclopropylimines which were easily hydrolyzed into cyclopropylamines. This synthetic methodology was applied to the synthesis of the potentially plant growth regulating 1-amino-2,2-dialkylcyclopropanecarboxylic acids via oxidation with catalytic ruthenium(IV)oxide/sodium periodate of suitably N-protected 1-aryl-2,2-dialkylcyclopropylamines.

Synthesis of 1-amino-2,2-dialkylcyclopropanecarboxylic acids from β-chloroaldimines

A variety of hydrogen cyanide adducts of β-chloroaldimines using acetone cyanohydrin were prepared. The reactive behaviour of these α-amino-γ-chloronitriles towards bases was investigated with the aim to generate 1-aminocyclopropanecarbonitriles, which ar

Synthesis of 2,2-Dialkyl-1-aminocyclopropanecarboxylic Acids from α-Chloro Ketimines

2,2-Dialkyl-1-aminocyclopropanecarboxylic acids, abbreviated as 2,2-dialkyl Acc's, are potential plant growth regulators which were synthesized by ring closure of α-chloro imines.The synthetic scheme leading to these Acc analogues entails a newly developed regiospecific synthesis of tertiary α-chloro ketimines, the trapping with cyanide of a transient Favorskii derived cyclopropylideneamine, and the hydrolytic conversion of 1-(N-tert-butylamino)-2,2-dialkylcyclopropanecarbonitriles into the title compounds.

SYNTHESIS OF 2,2-DIMETHYL-1-AMINOCYCLOPROPANECARBOXYLIC ACID FROM β-CHLOROIMINES

2,2-Dimethyl-ACC, a potential plant growth regulator, was synthesized by cyclopropanation of β-chloroimines.