2-Chloro-4-hydroxy-5-methoxybenzaldehyde

Base Information

• Chemical Name: 2-Chloro-4-hydroxy-5-methoxybenzaldehyde
• CAS No.: 18268-76-3
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2913000090
• European Community (EC) Number: 846-462-4
• NSC Number: 95796
• UNII: 2JYJ2LFP3W
• DSSTox Substance ID: DTXSID7075139
• Nikkaji Number: J451.253G
• Wikidata: Q82003171
• Mol file: 18268-76-3.mol

Synonyms:18268-76-3;2-CHLORO-4-HYDROXY-5-METHOXYBENZALDEHYDE;6-Chlorovanillin;2-Chloro-4-hydroxy-5-methoxy-benzaldehyde;Benzaldehyde, 2-chloro-4-hydroxy-5-methoxy-;2JYJ2LFP3W;NSC 95796;NSC-95796;NSC95796;Vanillin, 6-chloro-;UNII-2JYJ2LFP3W;SCHEMBL1054210;DTXSID7075139;ZOKLABLCKDZYOP-UHFFFAOYSA-N;MFCD02379943;STK397249;AKOS000104246;HY-W077917;BS-35793;N-Acetyl-3,5-diiodo-L-tyrosineethylester;CS-0116503;FT-0744077;EN300-332881;J-011692;2-Chloro-4-hydroxy-5-methoxybenzaldehyde, AldrichCPR;Z274515356

Chemical Property of 2-Chloro-4-hydroxy-5-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.000406mmHg at 25°C
• Melting Point: 167-168 °C
• Boiling Point: 307.2°C at 760 mmHg
• PKA: 6.83±0.23(Predicted)
• Flash Point: 139.6°C
• PSA: 46.53000
• Density: 1.377g/cm³
• LogP: 1.86670
• Storage Temp.: -20°C, Inert atmosphere
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.0083718
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-4-hydroxy-5-methoxy-benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C=O)Cl)O
• Uses: 2-Chloro-4-hydroxy-5-methoxybenzaldehyde is a metabolite of chlorinated lignin hydrolyzate.

Technology Process of 2-Chloro-4-hydroxy-5-methoxybenzaldehyde

There total 7 articles about 2-Chloro-4-hydroxy-5-methoxybenzaldehyde 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: 65.0%

4-(5,5-dimethyl-[1,3]dioxan-2-yl)-6,6-dimethoxy-cyclohexa-2,4-dienone (302321-78-4) → 5-chlorovanillin (19463-48-0) + 6-chlorovaniline (18268-76-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 50 ℃;

DOI:10.1016/j.tetlet.2015.11.012

Reference yield: 41.0%

6-chloroverataldehyde (18093-05-5) → 6-chlorovaniline (18268-76-3)

Guidance literature:

6-chloroverataldehyde; With aluminum (III) chloride; In dichloromethane; at 20 ℃;

With water; In dichloromethane;

Reference yield: 23.0%

6-chloro-3,4-dihydroxybenzaldehyde (37686-56-9) + methyl iodide (74-88-4) → 6-chloroverataldehyde (18093-05-5) + 2-chloro-4-methoxy-5-hydroxybenzaldehyde (89938-55-6) + 6-chlorovaniline (18268-76-3)

Guidance literature:

With potassium carbonate; In acetone; for 1.5h; Heating / reflux;

upstream raw materials:

1,3-bis(4'-acetoxy-6'-chloro-3'-methoxyphenyl)-3-hydroxy-1-propanone

6-chlorovanillin acetate

6-chloro-3,4-dihydroxybenzaldehyde

methyl iodide

Downstream raw materials:

2-chloro-5-methoxy-hydroquinone

5,6-Dichlorovanillin

2-chloro-5-methoxybenzoquinone

3-bromo-2-chloro-4-hydroxy-5-methoxy-benzaldehyde

Refernces

• 1、 -. "COMPOUNDS AND METHODS FOR KINASE MODULATION, AND INDICATIONS THEREFOR". Page/Page column 92-93. . Retrieved 2008/12/07.
• 2、 Smith,Wearne,Wallis. "Preparation and properties of chlorinated syringic acids, acetosyringones, acetoguaiacones and methoxy-p-hydroquinones components of pulp bleaching effluents". . p. 69 - 80. Retrieved 2007/10/03.