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

Safety Information

Hazard Codes 

Xi

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

Methyl 1-aminocyclopropanecarboxylate hydrochloride Usage And Synthesis

Chemical Properties

Methyl 1-aminocyclopropanecarboxylate hydrochloride is White Crystalline Solid

Uses

Methyl 1-aminocyclopropanecarboxylate hydrochloride is used in pharmaceutical compositions.

Biochem/physiol Actions

Methyl 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

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

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