7035-02-1

Basic information

• Product Name: 2-Methoxybenzyl chloride
• Synonyms: 2-METHOXYBENZYL CHLORIDE;2-(CHLOROMETHYL)ANISOLE;2-Methoxybenzyl chloride, stabilized, 98%;Benzene, 1-(chloromethyl)-2-methoxy-;o-Methoxybenzylchloride;2-METHOXYBENZYL CHLORIDE (50% BY WEIGHT IN METHYLENE CHLORIDE);2-Methoxybenzyl chloride, 98%, stabilized;2-Methoxybenzyl chloride2-(Chloromethyl)anisole
• CAS NO: 7035-02-1
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.61
• EINECS: 230-312-4
• Product Categories: Aromatic Halides (substituted);Aromatic compound
• Mol File: 7035-02-1.mol
• Article Data: 37

Chemical Properties

• Melting Point: 28.3-29.8 °C(lit.)
• Boiling Point: 122-124 °C26 mm Hg(lit.)
• Flash Point: 210 °F
• Appearance: /
• Density: 1.125 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.219mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Storage Temp.: Refrigerator (+4°C)
• CAS DataBase Reference: 2-Methoxybenzyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxybenzyl chloride(7035-02-1)
• EPA Substance Registry System: 2-Methoxybenzyl chloride(7035-02-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36-45-36/37/39
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• HazardClass: CORROSIVE
• Hazardous Substances Data: 7035-02-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to yellow liquid

Uses

1-(Chloromethyl)-2-methoxy-benzene is used in the synthesis of indole derivatives in the preparation of anti-cancer agents. Also used to synthesize potent and selective antagonists for the receptor CX3XR1 involved in the treatment of multiple sclerosis.

InChI:InChI=1/C8H9ClO/c1-10-8-5-3-2-4-7(8)6-9/h2-5H,6H2,1H3

Upstream product

• 612-16-8 (2-methoxyphenyl)methanol 
• 1801-77-0 oxovanadium(V) ethoxydichloride 
• 99522-22-2 o-(trimethylsilylmethyl)benzyl alcohol 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 7732-18-5 water 
• 100-66-3 methoxybenzene 
• 578-58-5 2-methylmethoxybenzene 
• 7782-50-5 chlorine 
• 614-71-1 2-ethoxytoluene 
• 135-02-4 ortho-anisaldehyde 
• 579-75-9 2-Methoxybenzoic acid 
• 7335-26-4 ethyl 2-methoxybenzoate 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 64988-06-3 ethyl 2-methoxybenzyl ether 
• 7035-03-2 2-methoxy-benzeneacetonitrile 
• 54787-20-1 4-(2-methoxy-phenyl)-3-phenyl-butan-2-one 
• 14310-34-0 1,2-bis(2-methoxyphenyl)ethane 
• 54943-17-8 5-(2-methoxy-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine 
• 42784-65-6 5-(2-hydroxy-ethyl)-3-(2-methoxy-benzyl)-4-methyl-thiazolium; chloride 
• 4071-09-4 2-<2-Methoxy-benzyl>-2-benzoyl-propan 
• 55142-91-1 5-(2-methoxy-benzyl)-4,5,6,7-tetrahydro-furo[3,2-c]pyridine 
• 99810-09-0 3-chloropropyl o-methoxybenzyl sulfide 
• 90252-81-6 3-(2-Methoxy-benzyl)-but-3-enoic acid 
• 77029-06-2 1-(2-Methoxy-phenyl)-2-naphthalen-1-yl-propan-2-ol 
• 32298-34-3 (2-methoxy benzyl) succinic acid 
• 34602-11-4 2-methoxybenzyl 4'-tolyl sulfone 
• 113756-62-0 8-benzyloxy-N-benzoyl-1-(2'-methoxybenzyl)-1,2-dihydro-7-methoxyisoquinoline-1-carbonitrile 

Relevant articles and documents

Mechanism of solvolysis of substituted benzyl chlorides in aqueous ethanol

The mechanism of solvolyses of activated ortho-, meta- and para-substituted benzyl chlorides in aqueous ethanol has been studied by using the Hammett-Brown and Yukawa-Tsuno treatments as well as by correlating logarithms of solvolysis rate constants with relative stabilities of corresponding benzyl carbocations in water calculated at the IEFPCM-M06–2X/6-311+G(3df,3pd) level of theory. Benzyl chlorides containing strong conjugative electron-donors in the para-position solvolyze by the SN1 mechanism, whereas other activated benzyl chlorides solvolyze by the SN2 mechanism via loose transition states.

Structure-activity relationship and molecular modelling studies of quinazolinedione derivatives MMV665916 as potential antimalarial agent

A series of new quinazolinedione derivatives have been readily synthesized and evaluated for their in vitro antiplasmodial growth inhibition activity. Most of the compounds inhibited P. falciparum FcB1 strain in the low to medium micromolar concentration. The 2-ethoxy 8ag’, 2-trifluoromethoxy 8ai’ and 4-fluoro-2-methoxy 8ak’ showed the best inhibitory activity with EC50 values around 5 μM and were non-toxic to the primary human fibroblast cell line AB943. However, these compounds were less potent than the original hit MMV665916, which showed remarkable growth inhibition with EC50 value of 0.4 μM and presented the highest selectivity index (SI > 250). In addition, a novel approach for determining the docking poses of these quinazolinedione derivatives with their potential protein target, the P. falciparum farnesyltransferase PfFT, was investigated.

In vitro study and structure-activity relationship analysis of stilbenoid derivatives as powerful vasorelaxants: Discovery of new lead compound

The development of vasorelaxant as the antihypertensive drug is important as it produces a rapid and direct relaxation effect on the blood vessel muscles. Resveratrol (RV), as the most widely studied stilbenoid and the lead compound, inducing the excellent vasorelaxation effect through the multiple signalling pathways. In this study, the in vitro vascular response of the synthesized trans-stilbenoid derivatives, SB 1-8e were primarily evaluated by employing the phenylephrine (PE)-precontracted endothelium-intact isolated aortic rings. Herein we report trans-3,4,4′-trihydroxystilbene (SB 8b) exhibited surprisingly more than 2-fold improvement to the maximal relaxation (Rmax) of RV. This article also highlights the characterization of the aromatic protons in terms of their unique splitting patterns in 1H NMR.