5-(Chloromethyl)-2-methoxybenzoic acid

Base Information

• Chemical Name: 5-(Chloromethyl)-2-methoxybenzoic acid
• CAS No.: 3641-23-4
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.622
• Hs Code.: 2918990090
• NSC Number: 136460
• DSSTox Substance ID: DTXSID90300369
• Nikkaji Number: J1.801.611G
• Wikidata: Q72454172
• Mol file: 3641-23-4.mol

Synonyms:5-(chloromethyl)-2-methoxybenzoic acid;3641-23-4;o-Anisic acid, 5-(chloromethyl)-;5-Chloromethyl-2-methoxybenzoic acid;NSC 136460;Benzoic acid, 5-(chloromethyl)-2-methoxy-;NSC136460;SCHEMBL5453077;DTXSID90300369;MFCD00086934;8-HYDROXYQUINOLINEHYDROCHLORIDE;AKOS015890707;NSC-136460;AM806012;AS-39430;EN300-379317

Chemical Property of 5-(Chloromethyl)-2-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 1.22E-05mmHg at 25°C
• Melting Point: 97-98 °C
• Refractive Index: 1.559
• Boiling Point: 354.6 °C at 760 mmHg
• PKA: 3.98±0.10(Predicted)
• Flash Point: 168.3 °C
• PSA: 46.53000
• Density: 1.305 g/cm³
• LogP: 2.13220
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.0240218
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

5-(Chloromethyl)-2-methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCl)C(=O)O

Technology Process of 5-(Chloromethyl)-2-methoxybenzoic acid

There total 2 articles about 5-(Chloromethyl)-2-methoxybenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-Methoxy-5-(hydroxymethyl)benzoesaeure (10286-57-4) → 5-Chlormethyl-2-methoxy-benzoesaeure (3641-23-4)

Guidance literature:

With thionyl chloride; In benzene; Reflux;

DOI:10.1016/j.bmcl.2009.05.054

Reference yield:

→ 5-Chlormethyl-2-methoxy-benzoesaeure (3641-23-4)

Guidance literature:

2-Methoxy-benzoesaeure, 37percentig. Formaldehyd, c. HCl, Saettigung d. Lsg. m. HCl(g.), 0-15grad;

DOI:10.1021/jm00330a018

Reference yield:

5-Chlormethyl-2-methoxy-benzoesaeure (3641-23-4) → DL-3-(3-Carboxamido-4-methoxyphenyl)alanine (13406-68-3,13406-48-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOEt / ethanol

2: (i) SOCl₂, (ii) NH₃, benzene

3: aq. NaOH

4: aq. ethanol / Heating

With sodium hydroxide; sodium ethanolate; In ethanol;

DOI:10.1021/jm00315a040

upstream raw materials:

2-Methoxy-5-(hydroxymethyl)benzoesaeure

Downstream raw materials:

2-Acetylamino-2-(3-carbamoyl-4-methoxy-benzyl)-malonic acid diethyl ester

DL-3-(3-Carboxamido-4-methoxyphenyl)alanine

C₂₉H₃₀ClNO₆S

Refernces