1195-94-4

Basic information

• Product Name: (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate
• Synonyms: (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate;Proline Betaine;homostachydrine
• CAS NO: 1195-94-4
• Molecular Formula: C7H13NO2
• Molecular Weight: 0
• EINECS: 207-445-1
• Mol File: 1195-94-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 207-208 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate(1195-94-4)
• EPA Substance Registry System: (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate(1195-94-4)

Safety Data

• Hazardous Substances Data: 1195-94-4(Hazardous Substances Data)

Usage

Description

(2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate is an ammonium betaine that is a pipecolic acid zwitterion with methyl groups substituted for the two hydrogens at the nitrogen. It is a naturally occurring compound found in the fruits, seeds, and leaves of citrus fruits such as oranges, lemons, and bergamots.

Uses

Used in Pharmaceutical Industry:
(2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate is used as an active pharmaceutical ingredient for its potential therapeutic applications. Its presence in citrus fruits suggests that it may have beneficial properties for human health, although further research is needed to fully understand its pharmacological effects.
Used in Nutraceutical Industry:
As a naturally occurring compound in citrus fruits, (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate can be used as a nutraceutical ingredient, potentially offering health benefits when consumed as part of a balanced diet.
Used in Cosmetic Industry:
Due to its presence in citrus fruits, which are known for their antioxidant and anti-inflammatory properties, (2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate may be used as an ingredient in the cosmetic industry for products aimed at promoting skin health and reducing signs of aging.
Used in Agricultural Industry:
(2S)-1,1-dimethyl-2,3,4,5-tetrahydropyrrole-2-carboxylate could potentially be used in the agricultural industry as a natural additive to enhance the nutritional value of crops or as a component in the development of biopesticides with minimal environmental impact.

InChI:InChI=1/C5H9NO2.C5H11NO2/c7-5(8)4-2-1-3-6-4;1-6(2,3)4-5(7)8/h4,6H,1-3H2,(H,7,8);4H2,1-3H3

Upstream product

• 83836-25-3 N,N-Dimethyl-piperidinium-2-carbonsaeure-ethylester-jodid 
• 30727-18-5 ethyl 1-methylpiperidine-2-carboxylate 
• 4043-87-2 pipecolic Acid 
• 74-88-4 methyl iodide 
• 3105-95-1 pipecolinic acid 

Relevant articles and documents

Reactions with Betaine, XIV. Synthesis of Trifluoroacetylmethylide Trifluoroacetates from Betaines

The reaction of trimethylammonium acetic acid betaine (1) with trifluoroaceticanhydride (TFA) yielding trifluoroacetyl-N-methylide can be extended to triethylammonium acetic acid betaine (2), 2-pyridiniumpropionic acid betaine (9) and N,N-dimethyl-piperidinium-2-carboxylate betaine (14).Trigonelline and 3-pyridiniumpropionic acid betaine (11), however, do not react in this way.It follows that the formation of such ylides is only possible if the methylene or methine group of the betaines are flanked by ammonium and carboxylate group. - Keywords: Trifluoroaceticanhydride; Triethylammonio trifluoroacetyl methylide trifluoroacetate; 1-Pyridinio-1-trifluoroacetyl ethylide trifluoroacetate; N,N-Dimethylpiperidinio-2-trifluoroacetyl-2-ylide trifluoroacetate

Characterization of amino acid-derived betaines by electrospray ionization tandem mass spectrometry

Betaines belong to the naturally occurring osmoprotectants or compatible solutes present in a variety of plants, animals and microorganisms. In recent years, metabolomic techniques have been emerging as a fundamental tool for biologists because the constellation of these molecules and their relative proportions provide with information about the actual biochemical condition of a biological system. Therefore, identification and characterization of biologically important betaines are crucial, especially for metabolomic studies. Most of the natural betaines are derived from amino acids and related homologues. Although, theoretically, all the amino acids can be converted to corresponding betaines by simple methylation of the amine group, only a few of the amino acid-derived betaines were fully characterized in the literature. Here, we report a combined electrospray ionization tandem and high-resolution mass spectrometry study of all the betaines derived from amino acids, including the isomeric betaines. The decomposition pathway of protonated, sodiated and potassiated molecule ions that enable unambiguous characterization of the betaines including the isomeric betaines and overlapping ionic species of different betaines is distinctive. Copyright

On the investigation of basic constituents of Achillea species.

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