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Methyl 1-aminocyclopropanecarboxylate hydrochloride

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Methyl 1-aminocyclopropanecarboxylate hydrochloride manufacturers

Methyl 1-aminocyclopropanecarboxylate hydrochloride Basic information
Product Name:Methyl 1-aminocyclopropanecarboxylate hydrochloride
Synonyms:1-AMINOCYCLOPROPANE-1-CAR-BOXYLIC ACID METHYL ESTER HYDROCHLORIDE;1-AMINO-1-CYCLOPROPANECARBOXYLIC ACID, METHYL ESTER, HYDROCHLORIDE;1, 1-ACCP(OME);1-aminocyclopropane-1-carboxylic acid*methyl este;Methyl 1-aminocyclopropane-1-carboxylate hydrochloride 97%;1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACIDMET HYL ESTER;1-Aminocyclopropane-1-carboxylicacidmethylesterHCl;1-aminocyclopropanecarboxylic acid methyl ester hydrochloride
CAS:72784-42-0
MF:C5H10ClNO2
MW:151.59
EINECS:
Product Categories:Pyridines;Amino Acids & Derivatives;Amino Acids 13C, 2H, 15N
Mol File:72784-42-0.mol
Methyl 1-aminocyclopropanecarboxylate hydrochloride Structure
Methyl 1-aminocyclopropanecarboxylate hydrochloride Chemical Properties
Melting point 185-186
storage temp. 2-8°C
solubility Methanol, Water
form Crystalline Powder
color White to off-white
Stability:Store in freezer at -20°C
InChI1S/C5H9NO2.ClH/c1-8-4(7)5(6)2-3-5;/h2-3,6H2,1H3;1H
InChIKeyCHSDCWKLSHPKFY-UHFFFAOYSA-N
SMILESCl.COC(=O)C1(N)CC1
Safety Information
Hazard Codes Xi
WGK Germany 3
Hazard Note Irritant
HS Code 2922498590
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl 1-aminocyclopropanecarboxylate hydrochloride Usage And Synthesis
Chemical PropertiesMethyl 1-aminocyclopropanecarboxylate hydrochloride is White Crystalline Solid
UsesMethyl 1-aminocyclopropanecarboxylate hydrochloride is used in pharmaceutical compositions.
Biochem/physiol ActionsMethyl 1-aminocyclopropanecarboxylate (Methyl-ACC) is a methylated 1-aminocyclopropanecarboxylate which is produced in plants by the enzyme 1-aminocyclopropane-1-carboxylate synthase (ACC synthase).
Synthesis
Methanol

67-56-1

1-Aminocyclopropanecarboxylic acid

22059-21-8

Methyl 1-aminocyclopropanecarboxylate hydrochloride

72784-42-0

1. A methanolic solution of acetyl chloride (10 mL) was prepared by slowly adding acetyl chloride (10 mL) dropwise to methanol (10 mL) under stirring conditions. 2. The methanolic solution of acetyl chloride prepared as above was added dropwise to a methanolic (20 mL) suspension of 1-aminocyclopropanecarboxylic acid (2.5 g, 24.7 mmol). 3. The reaction mixture was heated and refluxed for 16 h. 4. After completion of the reaction, the reaction solution was cooled to room temperature and subsequently concentrated under reduced pressure to give 1-aminocyclopropanecarboxylic acid methyl ester hydrochloride (3.77 g, 100 %). 5. The reaction solution was cooled to room temperature and subsequently concentrated under reduced pressure to afford methyl 1-aminocyclopropanecarboxylate hydrochloride (3.77 g, 100% yield). 5. The structure of the product was confirmed by mass spectrometry (MS) analysis with m/z = 116.2 (calculated value of 115.1 for C5H9NO2). 6. The resulting product can be used directly in subsequent experiments without further purification.

References[1] Patent: US2009/270394, 2009, A1. Location in patent: Page/Page column 13
[2] Patent: CN104230766, 2017, B. Location in patent: Paragraph 0235; 0236; 0237
[3] Patent: WO2013/19091, 2013, A2. Location in patent: Paragraph 635-637
[4] Patent: US2014/206875, 2014, A1. Location in patent: Paragraph 0349-0350
[5] Patent: WO2009/127722, 2009, A1. Location in patent: Page/Page column 29
Methyl 1-aminocyclopropanecarboxylate hydrochloride Preparation Products And Raw materials
Raw materialsMethanol-->1-Aminocyclopropanecarboxylic acid
Preparation ProductsMethyl 1-Aminocyclopropanecarboxylate
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