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
• Article Data: 0

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

General Description

2-Chloro-3-methoxypropionic acid is a chemical compound with the molecular formula C4H7ClO3. It is a derivative of propionic acid, with a chlorine atom attached to the second carbon and a methoxy group attached to the third carbon. 2-CHLORO-3-METHOXYPROPIONIC ACID is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in the production of other organic chemicals. 2-Chloro-3-methoxypropionic acid is known to irritate the skin, eyes, and respiratory system, and should be handled with care in a well-ventilated area using appropriate protective equipment.

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

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

Downstream Products

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