3-Methoxybenzyl chloride

Base Information

• Chemical Name: 3-Methoxybenzyl chloride
• CAS No.: 824-98-6
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: 29093090
• European Community (EC) Number: 212-541-1
• NSC Number: 268684
• UNII: NAG2TC49EB
• DSSTox Substance ID: DTXSID80231719
• Nikkaji Number: J134.894I
• Wikidata: Q72489266
• Mol file: 824-98-6.mol

Synonyms:3-Methoxybenzyl chloride;824-98-6;1-(Chloromethyl)-3-methoxybenzene;m-(Chloromethyl)anisole;m-Methoxybenzyl chloride;Benzene, 1-(chloromethyl)-3-methoxy-;3-(Chloromethyl)anisole;Anisole, m-(chloromethyl)-;5-methoxybenzyl chloride;3-(Chloromethyl)phenyl methyl ether;EINECS 212-541-1;Toluene, .alpha.-chloro-m-methocy-;NSC-268684;3-Methoxybenzylchloride;1-(chloromethyl)-3-methoxy-benzene;3-methoxybenzylchoride;1-CHLOROMETHYL-3-METHOXYBENZENE;3-methoxy benzylchloride;3-methoxy benzyl chloride;3-methoxy-benzyl chloride;NAG2TC49EB;alpha-Chloro-m-methoxytoluene;3-methoxyphenylmethyl chloride;SCHEMBL228859;3-Methoxybenzyl chloride, 97%;(3-Methoxyphenyl)methyl chloride;.alpha.-Chloro-3-methoxytoluene;1-chloromethyl-3-methoxy-benzene;DTXSID80231719;BCP18627;STR01218;1-(chloro-methyl)-3-methoxybenzene;MFCD00000907;NSC268684;STL183312;AKOS000120691;CS-W017990;NSC 268684;5-Amino-4,6-dichloro-2-methy pyrimidine;FT-0615994;M0820;EN300-21011;W-104171;F0001-2115;Z104486106;3-Methoxybenzyl chloride Stabilized over Potassium carbonate

Chemical Property of 3-Methoxybenzyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.0284mmHg at 25°C
• Melting Point: 101.67 °C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 253.9 °C at 760 mmHg
• Flash Point: 101.7 °C
• Density: 1.109 g/cm³
• Storage Temp.: Store at?0-5°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxybenzyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CCl
• Uses: 3-Methoxybenzyl chloride was used to alkylate 8-benzyloxy-2(1H)-quinolinone in the presence of DMF and NaH. It was also used in the synthesis of diarylmethanes via in situ organozinc-mediated, palladium-catalyzed cross-coupling between benzyl and aryl halide.

Technology Process of 3-Methoxybenzyl chloride

There total 16 articles about 3-Methoxybenzyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-methoxybenzyl alcohol (6971-51-3) → m-methoxybenzyl chloride (824-98-6)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 97.0%

m-anisaldehyde dimethyl acetal (59276-28-7) → m-methoxybenzyl chloride (824-98-6)

Guidance literature:

With triethylsilane; acetyl chloride; tin(ll) chloride; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1246/bcsj.64.1410

Reference yield: 90.0%

1-methoxy-3-(methoxymethyl)benzene (1515-82-8) → acetic acid methyl ester (79-20-9) + m-methoxybenzyl chloride (824-98-6)

Guidance literature:

With acetyl chloride; zinc; In Petroleum ether; at 28 ℃; for 1h;

DOI:10.1021/jo00108a048

upstream raw materials:

3-methoxybenzyl alcohol

m-anisaldehyde dimethyl acetal

(3-methoxybenzyl)trimethylsilane

oxovanadium(V) ethoxydichloride

Downstream raw materials:

bis-(2-chloro ethyl)-(3-methoxy-benzyl)-amine

3-chloropropyl m-methoxybenzyl sulfide

4-(3-Methoxy-benzyl)-isoquinoline

1-(4-methoxyphenyl)-2-(3-pyridyl)-3-(3-methoxyphenyl)-1-propanone

Refernces

• 1、 Chan, Sock Ying,Loh, Yean Chun,Oo, Chuan Wei,Yam, Mun Fei. "In vitro study and structure-activity relationship analysis of stilbenoid derivatives as powerful vasorelaxants: Discovery of new lead compound". . . Retrieved 2020/10/12.
• 2、 -. "FLUOROINDOLE DERIVATIVES AS MUSCARINIC M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS". Page/Page column 25; 26; 27. . Retrieved 2017/03/28.