2-Chloroveratraldehyde

Base Information

• Chemical Name: 2-Chloroveratraldehyde
• CAS No.: 5417-17-4
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 29124900
• European Community (EC) Number: 226-515-2
• NSC Number: 7375
• UNII: CKN4YMM777
• DSSTox Substance ID: DTXSID30202515
• Nikkaji Number: J217.990C
• Wikidata: Q72460638
• Mol file: 5417-17-4.mol

Synonyms:2-Chloro-3,4-dimethoxybenzaldehyde;5417-17-4;2-Chloroveratraldehyde;Benzaldehyde, 2-chloro-3,4-dimethoxy-;NSC-7375;EINECS 226-515-2;MFCD00084942;2-Chloro-3,4-dimethoxy benzaldehyde;NSC7375;chloroveratraldehyde;2-chloro-3,4-dimethoxy-benzaldehyde;Veratraldehyde, 2-chloro-;CKN4YMM777;SCHEMBL736351;AMY2968;DTXSID30202515;2-chloro-3,4 dimethoxybenzaldehyde;NSC 7375;CL8263;STK503612;AKOS005171630;AC-7640;CS-W015592;PS-4591;SY048280;2-Chloro-3,4-dimethoxybenzaldehyde, 98%;BB 0253695;C1997;FT-0611707;EN300-71715;A830008;W-105665;Z1142707216

Chemical Property of 2-Chloroveratraldehyde

Chemical Property:

• Appearance/Colour: beige-yellow to beige crystalline powder
• Vapor Pressure: 0.00109mmHg at 25°C
• Melting Point: 71-74 °C(lit.)
• Refractive Index: 1.549
• Boiling Point: 300.9 °C at 760 mmHg
• Flash Point: 130.8 °C
• Density: 1.245 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.0240218
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3,4-dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)C=O)Cl)OC
• Uses: 2-Chloro-3,4-dimethoxybenzaldehyde is a useful reagent in the synthesis of the human TLR4 agonist euodenine A. 2-Chloro-3,4-dimethoxybenzaldehyde is also used as a reagent in the synthesis of novel 2-methoxyacylhydrazones as potent, selective PDE10A inhibitors with activity in animal models of schizophrenia.

Technology Process of 2-Chloroveratraldehyde

There total 14 articles about 2-Chloroveratraldehyde 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: 97.0%

C13H18ClNO3 (1228657-94-0) → 2-chloro-3,4-dimethoxybenzaldehyde (5417-17-4)

Guidance literature:

With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol403183a

Reference yield: 97.0%

→ 2-chloro-3,4-dimethoxybenzaldehyde (5417-17-4)

Guidance literature:

Reference yield: 92.0%

2-chloro-3-hydroxy-4-methoxybenzaldehyde (37687-57-3) + methyl iodide (74-88-4) → 2-chloro-3,4-dimethoxybenzaldehyde (5417-17-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-0034-1379481

upstream raw materials:

2-chloro-3,4-dimethoxybenzyl chloride

2-Chlorovanillin

3,4-dimethoxy-benzaldehyde

2-chloro-3-hydroxy-4-methoxybenzaldehyde

Downstream raw materials:

2-chloro-3,4-dimethoxy-1-(2-nitro-cis-propenyl)-benzene

(E)-2-chloro-3,4-dimethoxy-1-(2-nitrovinyl)benzene

1-(2-chloro-3,4-dimethoxy-phenyl)-2-nitro-ethanol

2-chloro-3-hydroxy-4-methoxybenzaldehyde

Refernces

• 1、 Zhao, Yigang,Snieckus, Victor. "A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation". . p. 390 - 393. Retrieved 2014/04/03.
• 2、 Almeida, Maria,Boman, Arne,Lundstedt, Torbjrn. "Synthesis of N-(2-chloro-3,4-dimethoxybenzylideneamino)guanidinium acetate [α-14C]". . p. 371 - 377. Retrieved 2007/10/03.