2-Chloro-3-hydroxy-4-methoxybenzaldehyde

Base Information

• Chemical Name: 2-Chloro-3-hydroxy-4-methoxybenzaldehyde
• CAS No.: 37687-57-3
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2913000090
• European Community (EC) Number: 253-627-9
• UNII: 8XV7BKD7BX
• DSSTox Substance ID: DTXSID60191125
• Nikkaji Number: J261.231C
• Wikidata: Q72451855
• Mol file: 37687-57-3.mol

Synonyms:2-Chloro-3-hydroxy-4-methoxybenzaldehyde;37687-57-3;2-Chloroisovanillin;2-Chloro-3-hydroxy-p-anisaldehyde;Chloroisovaniline;EINECS 253-627-9;8XV7BKD7BX;MFCD03425852;Benzaldehyde, 2-chloro-3-hydroxy-4-methoxy-;UNII-8XV7BKD7BX;SCHEMBL1299161;DTXSID60191125;BCP14182;STK399886;AKOS000312946;AM806799;AS-19237;SY107411;2-Chloro-3-hydroxy-4-methoxybenzaldehyde #;CS-0012609;FT-0639396;2-Chloro-3-hydroxy-4-methoxybenzaldehyde, 97%;EN300-6472626;A823829;Z1255458118

Chemical Property of 2-Chloro-3-hydroxy-4-methoxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00113mmHg at 25°C
• Melting Point: 204-208oC(lit.)
• Boiling Point: 291.3°Cat760mmHg
• PKA: 7.77±0.15(Predicted)
• Flash Point: 130°C
• PSA: 46.53000
• Density: 1.377g/cm³
• LogP: 1.86670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• 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%,99%, ^*data from raw suppliers

2-Chloro-3-hydroxy-4-methoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C=O)Cl)O
• Uses: Reactant for:BODIPY fluorescent sensors

Technology Process of 2-Chloro-3-hydroxy-4-methoxybenzaldehyde

There total 5 articles about 2-Chloro-3-hydroxy-4-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: 90.0%

isovanillin (621-59-0) → 2-chloro-3-hydroxy-4-methoxybenzaldehyde (37687-57-3)

Guidance literature:

With chlorine;

DOI:10.1021/jm00161a029

Reference yield:

2-chloro-3,4-dimethoxybenzaldehyde (5417-17-4) → 2-chloro-3-hydroxy-4-methoxybenzaldehyde (37687-57-3)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/ja01625a034

Reference yield:

2-chloro-3,4-dimethoxybenzyl chloride (93983-14-3) → 2-chloro-3-hydroxy-4-methoxybenzaldehyde (37687-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hexamethylenetetramine; CHCl₃ / und Erhitzen des Reaktionsprodukts mit wss.Essigsaeure

2: aqueous HBr

With chloroform; hexamethylenetetramine; hydrogen bromide;

DOI:10.1021/ja01625a034

upstream raw materials:

isovanillin

2-chloro-3,4-dimethoxybenzaldehyde

2-chloro-3,4-dimethoxybenzyl chloride

3-chloro-1,2-dimethoxybenzene

Downstream raw materials:

C₉H₁₁ClN₄O₃*C₇H₈O₃S

2-Chloro-3,4-dihydroxybenzaldehyde

3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-benzaldehyde

2-chloro-4-methoxy-3-(methoxymethoxy)benzaldehyde

Refernces

• 1、 Maresh, Justin J.,Ralko, Arthur A.,Speltz, Tom E.,Burke, James L.,Murphy, Casey M.,Gaskell, Zachary,Girel, Joann K.,Terranova, Erin,Richtscheidt, Conrad,Krzeszowiec, Mark. "Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues". supporting information. p. 2891 - 2894. Retrieved 2015/02/02.
• 2、 Sun, Dequn. "Highly stereoselective and efficient synthesis of the dopa analogue in pepticinnamin E via enantioselective hydrogenation of dehydroamino acids". experimental part. p. 181 - 186. Retrieved 2010/09/10.