2544-05-0

Basic information

• Product Name: 2-CHLORO-3-METHOXYPROPIONIC ACID
• Synonyms: 2-CHLORO-3-METHOXYPROPIONIC ACID;2-Chloro-3-methoxypropanoic acid
• CAS NO: 2544-05-0
• Molecular Formula: C₄H₇ClO₃
• Molecular Weight: 138.55
• Mol File: 2544-05-0.mol

Chemical Properties

• Boiling Point: 155 °C / 25mmHg
• Flash Point: 94.5 °C
• Appearance: /
• Density: 1,3 g/cm3
• Vapor Pressure: 0.0204mmHg at 25°C
• Refractive Index: 1.4510-1.4540
• Storage Temp.: 2-8°C
• PKA: 2.42±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-3-METHOXYPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-METHOXYPROPIONIC ACID(2544-05-0)
• EPA Substance Registry System: 2-CHLORO-3-METHOXYPROPIONIC ACID(2544-05-0)

Safety Data

• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2544-05-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-3-methoxypropionic acid is utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-3-methoxypropionic acid serves as an intermediate for the production of various agrochemicals. Its role in this industry is crucial for the synthesis of compounds that can help improve crop protection and yield.
Used in Organic Chemical Production:
Beyond its applications in pharmaceuticals and agrochemicals, 2-Chloro-3-methoxypropionic acid is also employed in the production of other organic chemicals. Its versatility in chemical reactions makes it a valuable building block for a range of organic compounds used in different industries.

InChI:InChI=1/C4H7ClO3/c1-8-2-3(5)4(6)7/h3H,2H2,1H3,(H,6,7)

Synthetic route

1,1-dichloro-3-methoxy-propene (60988-81-0) → 2-chloro-3-methoxy propanoic acid (2544-05-0)

Conditions	Yield
With formic acid; chlorine anschliessendes Erhitzen mit Wasser;
With mercury(II) diacetate; chlorine; acetic acid Behandeln des von Quecksilber-Salzen und Essigsaeure befreiten Reaktionsgemisches mit Wasser;
With chlorine In formic acid

2-chloro-3-methoxypropanenitrile (31413-66-8) → 2-chloro-3-methoxy propanoic acid (2544-05-0)

Conditions	Yield
With hydrogenchloride

2-chloro-3-methoxy-propan-1-ol (26438-92-6) → 2-chloro-3-methoxy propanoic acid (2544-05-0)

Conditions	Yield
(oxidation);

2-chloro-1-methoxy-3-nitro-propane (89125-55-3) → 2-chloro-3-methoxy propanoic acid (2544-05-0)

Conditions	Yield
With hydrogenchloride

2-chloro-3-methoxy propanoic acid (2544-05-0) + benzylamine (100-46-9) → N-benzyl-2-chloro-3-methoxy-propionamide (1224928-22-6)

Conditions	Yield
Stage #1: 2-chloro-3-methoxy propanoic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at -10 - -2℃; Stage #2: benzylamine In dichloromethane at -10 - -5℃; for 1.33333h;	80%

2-chloro-3-methoxy propanoic acid (2544-05-0) + 1-(3-Trifluoromethylphenyl)piperazine (15532-75-9) → 2-chloro-3-methoxy-1-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}propan-1-one

Conditions	Yield
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃;	66%

2,3,3-trimethyl-2-butanol (594-83-2) + 2-chloro-3-methoxy propanoic acid (2544-05-0) → 2,3,3-trimethylbut-2-yl 2-chloro-3-methoxypropionate

Conditions	Yield
Stage #1: 2-chloro-3-methoxy propanoic acid With oxalyl dichloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2,3,3-trimethyl-2-butanol With dmap In tetrahydrofuran at 0 - 20℃; for 16h;	59%

2-chloro-3-methoxy propanoic acid (2544-05-0) → 2-chloro-3-methoxypropanoyl chloride (56001-26-4)

Conditions	Yield
With thionyl chloride In various solvent(s) at 70℃; Rate constant; Kinetics; Thermodynamic data; activation energy (E); var. temp.;

2-chloro-3-methoxy propanoic acid (2544-05-0) → 3-methoxy-2-aminopropionic acid (19794-53-7)

Conditions	Yield
With ammonium hydroxide

2-chloro-3-methoxy propanoic acid (2544-05-0) → Hydrochloride of 3-methoxy-2-(2-aminoethyl)-aminopropionic acid

Conditions	Yield
In water; ethylenediamine
In water; ethylenediamine

2-chloro-3-methoxy propanoic acid (2544-05-0) + 1,1'-carbonyldiimidazole (530-62-1) → C7H9ClN2O2

Conditions	Yield
In N,N-dimethyl-formamide for 0.5h;

Upstream product

• 60988-81-0 1,1-dichloro-3-methoxy-propene 
• 31413-66-8 2-chloro-3-methoxypropanenitrile 
• 26438-92-6 2-chloro-3-methoxy-propan-1-ol 
• 89125-55-3 2-chloro-1-methoxy-3-nitro-propane 

Downstream Products

• 1224928-22-6 N-benzyl-2-chloro-3-methoxy-propionamide 
• 19794-53-7 3-methoxy-2-aminopropionic acid