1-Aminocyclopropane-1-carboxylate

Base Information

• Chemical Name: 1-Aminocyclopropane-1-carboxylate
• CAS No.: 22059-21-8
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.105
• Hs Code.: 29213000
• Mol file: 22059-21-8.mol

Synonyms:1-azaniumylcyclopropane-1-carboxylate;1-aminocyclopropane-1-carboxylate;1-ammoniocyclopropanecarboxylate;1-azaniumylcyclopropanecarboxylate;CHEBI:58360;1-aminocyclopropanecarboxylic acid zwitterion

Chemical Property of 1-Aminocyclopropane-1-carboxylate

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 0.0256mmHg at 25°C
• Melting Point: 229-231 °C(lit.)
• Refractive Index: 1.568
• Boiling Point: 228.9 °C at 760 mmHg
• PKA: 2.29±0.20(Predicted)
• Flash Point: 92.2 °C
• PSA: 63.32000
• Density: 1.414 g/cm³
• LogP: 0.26260
• Storage Temp.: Store at 0°C
• Solubility.: DMSO (Slightly), Water (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 101.047678466
• Heavy Atom Count: 7
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

1-Aminocyclopropane-1-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C(=O)[O-])[NH3+]
• Description: 1-Aminocyclopropanecarboxylic acid (ACPC) is an intermediate in the synthesis of ethylene, the plant hormone responsible for biological processes ranging from seed germination to organ senescence. ACPC has been shown to modulate NMDA receptor activity by acting as a partial agonist at the glycine-binding site on NMDA receptors (EC50 = 0.7-0.9 μM) in the presence of low levels (1 μM) of glutamate and as a competitive antagonist at the glutamate-binding site on NMDA receptors (EC50 = 81.6 nM) with high levels (10 μM) of glutamate. This compound has been reported to protect against neuron cell death in in vivo models of ischemia by enabling moderate levels of NMDA receptor activation and attenuating any excess NMDA receptor signaling that may lead to neurotoxicity.
• Uses: 1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site. 1-Aminocyclopropane-1-carboxylic Acid is an intermediate in the conversion of methionine to ethylene during the ripening in apples. It also plays an important role in the biosynthesis of the plant hormone ethylene.1-Aminocyclopropane-1-carboxylic Acid is shown to block convulsions and death produced by NMDA exposure, significantly reducing seizure induction and cell death of NMDA-treated hippocampal neurons. 1-Aminocyclopropane-1-carboxylic Acid is produced endogenously in the tomato and other higher plants as a product of the action of 1-aminocyclopropane-1-carboxylic acid synthase in the biosynthesis of ethylene.

Technology Process of 1-Aminocyclopropane-1-carboxylate

There total 32 articles about 1-Aminocyclopropane-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-nitrocyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; Solvent; Large scale;

Reference yield: 99.0%

(benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1055/s-1987-27925

Reference yield: 96.0%

[(diphenylmethylene)amino]cyclopropyl benzyl ester (827628-66-0) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 1.5h; under 2068.59 Torr;

DOI:10.1055/s-2004-834793

upstream raw materials:

1-ureidocyclopropane-1-carboxylic acid

hydantoin-5-spirocyclopropane

2-amino-3-hydroxy-2-methyl-propionic acid

1-aminocarbonylcyclopropanecarboxylic acid

Downstream raw materials:

1-acetamidocyclopropanecarboxylic acid

methyl 1-aminocyclopropane-1-carboxylate

methyl 1-aminocyclopropane-1-carboxylate hydrochloride

C₂₂H₁₆N₂O₄

Refernces

• 1、 Bregovec,Jakovcic. "". . p. 288. Retrieved 1972.
• 2、 Rich,Tam. "". . p. 46. Retrieved 1978.
• 3、 -. "PRODUCTION METHOD FOR 1-AMINO CYCLOPROPANE CARBOXYLIC ACID NONHYDRATE". Paragraph 0042. . Retrieved 2020/04/10.
• 4、 -. "A 1-amino-cyclopropane-1-carboxylic acid simple synthesis process". Paragraph 0023; 0024. . Retrieved 2017/02/24.