2420-16-8

Basic information

• Product Name: 3-Chloro-4-hydroxybenzaldehyde
• Synonyms: Benzaldehyde, 3-chloro-4-hydroxy-;TIMTEC-BB SBB004014;TIMTEC-BB SBB005887;AKOS B028967;3-CHLORO-4-HYDROXYBENZALDEHYDE;3-CHLORO-4-HYROXYBENZALDEHYDE;3-Chloro-4-hydroxybenzaldehyde 98%;3-Chloro-4-hydroxybenzaldehyde, 99+%
• CAS NO: 2420-16-8
• Molecular Formula: C₇H₅ClO₂
• Molecular Weight: 156.57
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het;Benzaldehyde;Phenyls & Phenyl-Het;C7;Carbonyl Compounds
• Mol File: 2420-16-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 145-147 °C(lit.)
• Boiling Point: 150 °C / 14mmHg
• Flash Point: 105.634 °C
• Appearance: white to pink solid, powder or crystals
• Density: 1.2683 (rough estimate)
• Vapor Pressure: 0.00363mmHg at 25°C
• Refractive Index: 1.5812 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 6.30±0.18(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3-Chloro-4-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-hydroxybenzaldehyde(2420-16-8)
• EPA Substance Registry System: 3-Chloro-4-hydroxybenzaldehyde(2420-16-8)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-43-41-37/38-22-20/21/22
• Safety Statements: 26-37/39-36/37/39-36-37
• WGK Germany: 3
• Hazardous Substances Data: 2420-16-8(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C7H5ClO2/c8-7-3-6(10)2-1-5(7)4-9/h1-4,10H

Upstream product

• 302-17-0 chloral hydrate 
• 95-57-8 2-monochlorophenol 
• 67-66-3 chloroform 
• 507-40-4 tert-butylhypochlorite 
• 123-08-0 4-hydroxy-benzaldehyde 
• 76-03-9 trichloroacetic acid 
• 100-39-0 benzyl bromide 
• 105960-29-0 2-chloro-4-(hydroxymethyl)phenol 
• 141805-79-0 3-Chlor-4-hydroxybenzylchlorid 
• 68243-92-5 2,2,2-trichloro-1-(3-chloro-4-hydroxy-phenyl)-ethanol 
• 50-00-0 formaldehyd 
• 556-63-8 lithium formate 
• 59595-94-7 3?chloro?4-hydroxybenzoyl chloride 
• 3964-58-7 3-chloro-4-hydroxybenzoic acid 

Downstream Products

• 73747-73-6 (3-chloro-4-hydroxy-benzylidene)-malonic acid 
• 66422-84-2 4-benzyloxy-3-chlorobenzaldehyde 
• 16231-54-2 ethyl [2-chloro-4-formylphenoxy]acetate 
• 124956-02-1 3-Chloro-4-[(2-methoxyethoxy)methoxy]benzaldehyde 
• 177275-03-5 3-chloro-4-(2-quinolylmethoxy)benzaldehyde 
• 102657-71-6 3-chloro-4-(dodecyloxy)benzaldehyde 
• 58236-91-2 4-allyloxy-3-chloro-benzaldehyde 
• 919088-10-1 3-chloro-4-[3-(4-methyl-piperazin-1-yl)-propoxy]-benzaldehyde 
• 919088-54-3 3-chloro-4-[3-(3-dimethylamino-pyrrolidin-1-yl)-propoxy]-benzaldehyde 
• 124956-14-5 (2E,4E)-5-[3-Chloro-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid 
• 124956-08-7 Ethyl 5-[3-chloro-4-{(2-methoxyethoxy)methoxy}phenyl]-(2E, 4E)-2, 4-pentadienoate 
• 124998-75-0 (2E,4E)-5-[3-Chloro-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid {2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-amide 
• 433212-12-5 3-Chloro-4-(2-trimethylsilylethoxymethoxy)benzaldehyde 

Relevant articles and documents

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.

Towards the total synthesis of chondrochloren A: Synthesis of the (Z)-enamide fragment

The stereoselective synthesis of the (Z)-enamide fragment of chondrochloren (1) is described. A Buchwald-type coupling between amide 3 and (Z)-bromide 4 was used to generate the required fragment. The employed amide 3 comprising three chiral centers was o

Rate enhancements due to ultrasound in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic compounds in presence of KHSO4/KCl

Chlorination of aromatic compounds underwent magnificent rate accelerations in isoquinolinium dichromate and isoquinolinium chlorochromate catalyzed chlorination of aromatic hydrocarbons in the presence of KCl and KHSO4. Reaction times reduced highly significantly from 4-5 h in conventional protocol to 30-40 min under sonication, followed by high yields of monochloro derivatives as products with high regioselectivity.