(2S)-Amino(cyclopropyl)acetic acid

Basic Information

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CAS Number

49606-99-7

Molecular Formula

C5H9NO2

Molecular Weight

115.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Physical State

White to Yellow Solid

Melting Point

>300°C

Boiling Point

253.5°C at 760 mmHg

Water Solubility

Soluble in water. Insoluble in ethanol.

Specific Rotation

+101±4° (c=1, 1M HCl)

SMILES

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C1CC1C(C(=O)O)N

InChI

InChI=1S/C5H9NO2/c6-4(5(7)8)3-1-2-3/h3-4H,1-2,6H2,(H,7,8)/t4-/m0/s1

InChIKey

BUSBCPMSNBMUMT-BYPYZUCNSA-N

LogP

-0.19170000000000004

Topological Polar Surface Area

63.32000000000001 Å²

Hydrogen Bond Donor/Acceptor

3 / 3

Complexity

109

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(2S)-2-azaniumyl-2-cyclopropyl-acetate;L-Cyclopropylglycine
AKOS006282090
AM803956
CHEMBL4091914
L-alpha-Cyclopropylglycine, 95%
H-Cyclopropyl-Gly-OH
2-Cyclopropyl-L-glycine
(2S)-2-amino-2-cyclopropyl-acetic acid
A827770
L-Cyclopropylglycine
(2S)-2-amino-2-cyclopropylacetic acid
MFCD06659116
49606-99-7
(S)-Amino-cyclopropyl-acetic acid
EN300-93622
DTXSID80363564
BUSBCPMSNBMUMT-BYPYZUCNSA-N
HY-W005759
L-alpha-Cyclopropylglycine
(2R)-Amino(cyclopropyl)acetic acid
(s)-2-amino-2-cyclopropylacetic acid
TS-01592
AC-3384
CS-W005759
SCHEMBL412802
BCP11588
l-cyclopropyl glycine
L- alpha -Cyclopropylglycine
(S)-2-Amino-2-cyclopropylacetic acid
(S)-2-Cyclopropylglycine
2-CYCLOPROPYL-L-GLYCINE

MDL Number

MFCD06659116

Customs Code

2922499990

FAQ

What are the physical and chemical properties of (2S)-Amino(cyclopropyl)acetic acid (CAS: 49606-99-7)?

(2S)-Amino(cyclopropyl)acetic acid is a colorless crystalline solid with a molecular weight of approximately 125.09 g/mol. It has a pKa value of around 2.5 and is slightly soluble in water. This compound is known for its reactivity, particularly in forming amide and ester bonds. It is often used as a building block in organic synthesis due to its unique cyclopropyl group and amino functionality.

How is (2S)-Amino(cyclopropyl)acetic acid (CAS: 49606-99-7) typically synthesized?

(2S)-Amino(cyclopropyl)acetic acid can be synthesized via the Wittig reaction starting from a cyclopropyl methyl ketone and a phosphonium ylide. Alternatively, it can be prepared through the Sonogashira coupling of a cyclopropyl aryl iodide with propargylamine. These methods provide good yields and high purity, making (2S)-Amino(cyclopropyl)acetic acid a valuable intermediate in organic synthesis.

What industries use (2S)-Amino(cyclopropyl)acetic acid (CAS: 49606-99-7)?

(2S)-Amino(cyclopropyl)acetic acid is predominantly used in the pharmaceutical industry as a chiral building block for the synthesis of drugs. It is also utilized in the polymer industry for the production of biodegradable polymers, and in the sensor industry for developing biosensors. Its unique structure and functional groups make it a versatile compound in various applications.

What precautions should be taken when handling (2S)-Amino(cyclopropyl)acetic acid (CAS: 49606-99-7)?

When handling (2S)-Amino(cyclopropyl)acetic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up using appropriate absorbent materials, and proper disposal procedures should be followed as outlined in the Safety Data Sheet (SDS).