5417-17-4

Basic information

• Product Name: 2-Chloroveratraldehyde
• Synonyms: TIMTEC-BB SBB003539;LABOTEST-BB LT01147597;2-CHLORO-3,4-DIMETHOXYBENZALDEHYDE;2-CHLOROVERATRALDEHYDE;2-Chloro-3,4-dimethoxybenzalde;2-CHLORO-3,4-DIMETHOXYBENZALDE 98%;2-Chloro-3,4-dimethoxybenzaldehyde,98%;2‐Chlorovanillin methyl ether
• CAS NO: 5417-17-4
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• EINECS: 226-515-2
• Product Categories: Benzaldehyde;(intermediate of fenoldopam);Fenoldopam
• Mol File: 5417-17-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 71-74 °C(lit.)
• Boiling Point: 300.9 °C at 760 mmHg
• Flash Point: 130.8 °C
• Appearance: beige-yellow to beige crystalline powder
• Density: 1.245 g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• Sensitive: Air Sensitive
• BRN: 2109344
• CAS DataBase Reference: 2-Chloroveratraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroveratraldehyde(5417-17-4)
• EPA Substance Registry System: 2-Chloroveratraldehyde(5417-17-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5417-17-4(Hazardous Substances Data)

Usage

Chemical Properties

beige-yellow to beige crystalline powder

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.

InChI:InChI=1/C9H9ClO3/c1-12-7-4-3-6(5-11)8(10)9(7)13-2/h3-5H,1-2H3

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 621-59-0 isovanillin 
• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 584-08-7 potassium carbonate 
• 70946-18-8 N,N-diethyl-3,4-dimethoxybenzamide 
• 1228657-94-0 C₁₃H₁₈ClNO₃ 
• 74-88-4 methyl iodide 
• 90282-99-8 3-chloro-1,2-dimethoxybenzene 
• 52009-53-7 2-chloro-3,4-dimethoxy-benzoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 459410-39-0 2-chloro-1-iodo-3,4-dimethoxy-benzene 
• 77-78-1 dimethyl sulfate 
• 82668-20-0 2-Chlorovanillin 
• 93983-14-3 2-chloro-3,4-dimethoxybenzyl chloride 

Downstream Products

• 81257-79-6 8-chloro-6,7-dimethoxy-4-(p-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 175135-98-5 (E)-3-(2-chloro-3,4-dimethoxyphenyl)acrylamide 
• 119413-61-5 2-chloro-3,4-dimethoxy benzonitrile 
• 1338706-64-1 2-chloro-N-(2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)-3,4-bis((4-methoxybenzyl)oxy)benzamide 
• 1225210-68-3 1-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl)-3-(2-(pyrrolidin-1-yl)ethyl)urea 
• 1416947-89-1 2-chloro-3,4-bis((4-methoxybenzyl)oxy)aniline 
• 1338705-63-7 2-chloro-3,4-bis((4-methoxybenzyl)oxy)benzohydrazide 
• 1338705-64-8 2-chloro-N'-(2-chloroacetyl)-3,4-bis((4-methoxybenzyl)oxy)benzohydrazide 
• 1338705-65-9 2-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl)-5-(chloromethyl)-1,3,4-oxadiazole 

Relevant articles and documents

A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.

Schwartz Reagents: Methods of In Situ Generation and Use

Embodiments of the invention provide a method of using Schwartz Reagent, Cp2Zr(H)Cl, without accumulating or isolating it. Methods provide mixtures of Cp2ZrCl2, reductants that selectively reduce Cp2ZrCl2, and substrates. After reaction of Cp2ZrCl2 and the reductant, an intermediate reduction product is formed, apparently Schwartz Reagent. The in situ Schwartz Reagent then selectively reduces certain functional groups on the substrate. Substrates include tertiary amides, tertiary benzamides, aryl O-carbamates, and heteroaryl N-carbamates, which are reduced to aldehydes, benzaldehydes, aromatic alcohols, and heteroaromatics, respectively. Compared to prior methods, reagents are inexpensive and stable, reaction times are short, and reaction temperature in certain cases is conveniently room temperature. It has been estimated that using the in situ method described herein instead of synthesized or commercially obtained Schwartz Reagent provides a 50% reduction in cost.

Aryl-substituted cycloalkanes and cycloalkenes and herbicidal use thereof

Disclosed are herbicidal aryl substituted cycloalkyl and aryl substituted cycloalkenyl compounds, herbicidal compositions, and herbicidal use of the compounds and compositions. The aryl substituent is selected from substituted phenyl, unsubstituted or substituted five-membered heterocycle, and unsubstituted or substituted six-membered heterocycle.