4903-09-7

Basic information

• Product Name: 3-CHLORO-4-METHOXYBENZALDEHYDE
• Synonyms: TIMTEC-BB SBB003854;AKOS B029259;3-CHLORO-4-METHOXYBENZALDEHYDE;3-CHLORO-4-METHOXYBENZENECARBALDEHYDE;3-CHLORO-P-ANISALDEHYDE;CHEMBRDG-BB 6945816;3-chloroanisaldehyde;3-CHLORO-P-ANISALDEHYDE, 98+% GC
• CAS NO: 4903-09-7
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• EINECS: 225-532-2
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds
• Mol File: 4903-09-7.mol
• Article Data: 30

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 269.1 °C at 760 mmHg
• Flash Point: 120.7 °C
• Appearance: /
• Density: 1.244 g/cm³
• Vapor Pressure: 0.00738mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-CHLORO-4-METHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-4-METHOXYBENZALDEHYDE(4903-09-7)
• EPA Substance Registry System: 3-CHLORO-4-METHOXYBENZALDEHYDE(4903-09-7)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 4903-09-7(Hazardous Substances Data)

Usage

General Description

3-CHLORO-4-METHOXYBENZALDEHYDE is a chemical compound with the molecular formula C8H7ClO2. It is a yellow solid that is commonly used in the synthesis of pharmaceuticals and agrochemicals. 3-CHLORO-4-METHOXYBENZALDEHYDE is known for its aromatic and aldehyde-like odor, and it is often used as a building block in the production of various organic compounds. 3-CHLORO-4-METHOXYBENZALDEHYDE is also used as an intermediate in the synthesis of dyes, perfumes, and other aromatic compounds. It is important to handle this chemical with care, as it can be harmful if ingested or inhaled, and can cause skin and respiratory irritation upon contact.

InChI:InChI=1/C8H7ClO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3

Upstream product

• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 507-40-4 tert-butylhypochlorite 
• 64-19-7 acetic acid 
• 14503-45-8 3-chloro-4-methoxybenzyl alcohol 
• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 
• 93-61-8 N-methyl-N-phenylformamide 
• 115514-77-7 (3-chloro-4-methoxyphenyl)methanamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 2420-16-8 4-hydroxy-3-chlorobenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 584-08-7 potassium carbonate 

Downstream Products

• 58236-76-3 3-chloro-4-methoxycinnamic acid 
• 14503-45-8 3-chloro-4-methoxybenzyl alcohol 
• 860000-28-8 3-chloro-4-methoxy-4'-methyl-trans-chalcone 
• 861207-97-8 4-(3-chloro-4-methoxy-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 213470-63-4 (+/-)-1-(3'-chloro-4'-methoxyphenyl)-1-propanol 
• 212576-67-5 N-(3-chloro-4-methoxybenzyl)formamide 
• 372103-23-6 (E)-1-(3-bromo-2-hydroxy-5-methylphenyl)-3-(3-chloro-4-methoxyphenyl)-2-propen-1-one 
• 37908-98-8 methyl 3-chloro-p-anisate 
• 50638-47-6 4-bromo-2-chloro-1-methoxybenzene 
• 1857-56-3 3-(3-chloro-4-methoxyphenyl)propionic acid 
• 18093-12-4 3-chloro-4-methoxyphenol 
• 1202376-89-3 1-(3-chloro-4-methoxyphenyl)-4-methylpent-2-yne-1,4-diol 
• 1224713-61-4 2-chloro-[4-(E)-2-(3,5-dimethoxyphenyl)ethen-1-yl]-1-methoxybenzene 
• 142885-25-4 (1H-benzo[d]imidazol-2-yl)-3-(3-chloro-4-methoxyphenyl)acrylonitrile 

Relevant articles and documents

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Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes

A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-chlorosuccinimide (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.