cis-2- Amino-3-cyclopentene-1-carboxylic acid hydrochloride

• CAS: 122022-92-8
• Catalog Number: ACM122022928
• Category: Other Products; Main Products
• Molecular Weight: 163.60
• Molecular Formula: C6H10ClNO2
• Synonyms: cis-2- Amino-3-cyclopentene-1-carboxylic acid hydrochloride, 122022-92-8, ACMC-20alfg, SureCN825748
• IUPAC Name: 2-aminocyclopent-3-ene-1-carboxylic acid;hydrochloride
• Canonical SMILES: C1C=CC(C1C(=O)O)N.Cl
• InChI Key: NJIAFLWOIUSOSY-UHFFFAOYSA-N
• Appearance: White solid
• Exact Mass: 163.04000
• Hazard Statements: Xn: Harmful
• H-Bond Acceptor: 3
• H-Bond Donor: 3

Case Study

Esterification Reaction of Cis-2-Amino-3-Cyclopentene-1-Carboxylic Acid Hydrochloride

Alhalib, Ali. Cyclisation of Propargyl and Allyl Amides: Syntheses of Oxazolines. Diss. University of Huddersfield, 2015.

Compound methyl 2-(4-methoxybenzamido)cyclopent-3-enecarboxylate was synthesized by first esterifying cis-2-amino-3-cyclopentene-1-carboxylic acid hydrochloride, followed by amidation using 4-methoxybenzoyl chloride, resulting in an 81% yield of the amide product.
Detailed preparation procedure
· To achieve this, thionylchloride (0.075 mL, 1.023 mmol, 1.1 equiv) was cautiously added to dry methanol (10 mL) at 0°C.
· Subsequently, cis-2-amino-3-cyclopentene-1-carboxylic acid hydrochloride (0.150 g, 0.93 mmol, 1 equiv) was introduced and the mixture was stirred overnight under a nitrogen atmosphere at 66°C.
· Upon removal of the solvent, 4-methoxybenzoyl chloride (0.13 mL, 0.94 mmol, 1.1 equiv) in DCM (10 mL) was added to the mixture, along with triethylamine (0.21 mL, 2.55 mmol, 2 equiv).
· Following an overnight stirring session under a nitrogen atmosphere, NaOH solution (1 M, 10 mL) was incorporated into the mixture, which was then subjected to extraction with DCM (10 mL x 2).
· After combining and drying the organic layers with anhydrous magnesium sulfate, filtering, and concentrating under vacuum, flash chromatography purification (20:1 petroleum ether 40-60 /EtOAc) resulted in the production of 131 (0.19 g, 81%) in the form of a yellow solid.

Custom Q&A

What is the molecular formula of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The molecular formula is C6H10ClNO2

What are the synonyms for cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The synonyms are:
2-aminocyclopent-3-ene-1-carboxylic acid;hydrochloride
cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride
(1R,2S)-rel-2-Aminocyclopent-3-ene-1-carboxylic acid hydrochloride

What is the molecular weight of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The molecular weight is 163.60 g/mol.

What is the parent compound of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The parent compound is 2-Aminocyclopent-3-ene-1-carboxylic acid.

What is the CID number for cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The CID number is 45089086.

What is the IUPAC name of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The IUPAC name is 2-aminocyclopent-3-ene-1-carboxylic acid;hydrochloride.

What is the InChI of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The InChI is InChI=1S/C6H9NO2.ClH/c7-5-3-1-2-4(5)6(8)9;/h1,3-5H,2,7H2,(H,8,9);1H.

What is the InChIKey of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The InChIKey is NJIAFLWOIUSOSY-UHFFFAOYSA-N.

What is the Canonical SMILES of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The Canonical SMILES is C1C=CC(C1C(=O)O)N.Cl.

What is the CAS number of cis-2-Amino-3-cyclopentene-1-carboxylic acid hydrochloride?

The CAS number is 122022-92-8.