21185-25-1

Basic information

• Product Name: 4-(Dichloromethyl)anisole
• Synonyms: 1-Dichloromethyl-4-methoxybenzene;4-(Dichloromethyl)anisole;Anisal chloride;Anisylidene chloride
• CAS NO: 21185-25-1
• Molecular Formula: C₈H₈Cl₂O
• Molecular Weight: 191.05
• Mol File: 21185-25-1.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(Dichloromethyl)anisole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Dichloromethyl)anisole(21185-25-1)
• EPA Substance Registry System: 4-(Dichloromethyl)anisole(21185-25-1)

Safety Data

• Hazardous Substances Data: 21185-25-1(Hazardous Substances Data)

Upstream product

• 7719-09-7 thionyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 10026-13-8 phosphorus pentachloride 
• 545-06-2 trichloroacetonitrile 
• 79-37-8 oxalyl dichloride 
• 18494-82-1 2-(4-methoxy-benzyloxy)-tetrahydro-pyran 
• 14629-56-2 trimethyl(4-methoxybenzyloxy)silane 
• 5953-85-5 p-anisaldehyde hydrazone 
• 105-13-5 4-Methoxybenzyl alcohol 
• 6712-20-5 2-(4-methoxyphenyl)-[1,3]dithiolane 

Downstream Products

• 96395-01-6 anti-9-(p-anisyl)-cis-bicyclo<6.1.0>nona-2,4,6-triene 
• 72024-84-1 1,3,5-triphenylverdazylium chloride 
• 129427-58-3 1,3-Bis-(4-methoxy-phenyl)-5-phenyl-5,6-dihydro-[1,2,4,5]tetrazin-1-ium; chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 19523-03-6 1-(4-methoxyphenyl)pentanol 
• 91561-63-6 2,2-dimethyl-1-(p-methoxyphenyl)propyl chloride 
• 148204-85-7 tetraethyl (4-methoxyphenyl)methylenediphosphonate 
• 22255-22-7 3,5,4'-trimethoxy-trans-stilbene 
• 51703-79-8 (e,e,e)-cis,cis-2,4,6-tris(4-methoxyphenyl)-1,3,5-trithiane 
• 1112-37-4 diethylphosphinic chloride 
• 30038-29-0 1-[di(methylsulfanyl)methyl]-4-methoxybenzene 

Relevant articles and documents

Chemo- and stereoselectivity of the reaction of aromatic aldehydes with triphenylphosphine and trichloroacetic acid derivatives

Aromatic aldehydes react with triphenylphosphine and ethyl trichloroacetate or trichloroacetonitrile to give the corresponding benzylidene dichlorides or α-chlorocinnamic acid derivatives. The chemo- and regioselectivity of these reactions depend on both the substituent in the aromatic ring and reaction conditions. The product configuration was determined on the basis of the coupling constants 2JCH and 3JCH in the 13C NMR spectra. Pleiades Publishing, Inc., 2006.

One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to gem-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system

A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides in good to excellent yields. The present method shows a high degree of chemoselectivity, and due to its one-pot nature is in accordance with green chemistry.

Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones

We report a denitrogenative dihalogenation reaction of phenyldiazomethanes in which the hypervalent iodine reagents PhICl2 and TolIF2 act as surrogates for elemental chlorine and fluorine. Halogen transfer from iodane to aryldiazomethane is described, as is a tandem oxidative dihalogenation reaction between iodane and hydrazone. This is the first use of non-α-stabilized diazo compounds in this reaction, which provided an efficient synthesis of aryldifluoromethane (ArCHF2) and aryldichloromethane (ArCHCl2) derivatives. (Figure presented.).