ChemicalBook > CAS DataBase List > 3-Methoxybenzyl chloride

3-Methoxybenzyl chloride

Product Name: 3-Methoxybenzyl chloride
CAS No.: 824-98-6
Chemical Name: 3-Methoxybenzyl chloride
Synonyms: AKOS BBS-00003862;3-Methoxybenzyl chlo;3-CHLOROMETHYLANISOLE;3-methoxychlorobenzyl;m-(Chloromethyl)anisole;3-Methoxybenzalchloride;3-METHOXYBENZYL CHLORIDE;M-METHOXYBENZYL CHLORIDE;a-Chloro-m-methoxytoluene;META-(CHLOROMETHYL)ANISOL
CBNumber: CB5477445
Molecular Formula: C8H9ClO
Formula Weight: 156.61
MOL File: 824-98-6.mol

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3-Methoxybenzyl chloride Property

Melting point:: 101.67°C
Boiling point:: 124 °C13 mm Hg(lit.)
Density: 1.078 g/mL at 25 °C(lit.)
refractive index: n20/D 1.544(lit.)
Flash point:: 215 °F
storage temp.: 2-8°C
solubility: Chloroform, Methanol (Slightly)
form: clear liquid
color: Colorless to Light yellow
Specific Gravity: 1.157 (20/4℃)
Sensitive: Moisture Sensitive
BRN: 636684
InChIKey: VGISFWWEOGVMED-UHFFFAOYSA-N
CAS DataBase Reference: 824-98-6(CAS DataBase Reference)
NIST Chemistry Reference: «alpha»-Chloro-3-methoxytoluene(824-98-6)

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-36/37/39-45
RIDADR: UN 3265 8/PG 2
WGK Germany: 1
F: 19-21
HazardClass: 8
PackingGroup: III
HS Code: 29093090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 209384
Product name: 3-Methoxybenzyl chloride
Purity: 97%
Packaging: 5g
Price: $12.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: 209384
Product name: 3-Methoxybenzyl chloride
Purity: 97%
Packaging: 25g
Price: $65.1
Updated: 2025/07/31

TCI Chemical

Product number: M0820
Product name: 3-Methoxybenzyl Chloride
Purity: >96.0%(GC)
Packaging: 5g
Price: $30
Updated: 2025/07/31

TCI Chemical

Product number: M0820
Product name: 3-Methoxybenzyl Chloride
Purity: >96.0%(GC)
Packaging: 25g
Price: $86
Updated: 2025/07/31

TRC

Product number: M261160
Product name: 3-Methoxybenzyl chloride
Packaging: 1g
Price: $120
Updated: 2021/12/16

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3-Methoxybenzyl chloride Chemical Properties,Usage,Production

Chemical Properties

clear colorless to light yellow liquid

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.

Application

3-Methoxybenzyl chloride is used for protection of alcohols, thiols, phenols, amides, amines, and carboxylic acids.

Synthesis

6971-51-3

824-98-6

General procedure for the synthesis of 3-methoxybenzyl chloride from m-methoxybenzyl alcohol: 3-methoxybenzyl alcohol (248 μL, 2.0 mmol) and triethylamine (335 μL, 2.4 mmol) were dissolved in dichloromethane (DCM, 7 mL). Thionyl chloride (218 μL, 3.0 mmol) was added slowly. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was washed with 1N HCl aqueous solution. The organic phase was dried with anhydrous magnesium sulfate (MgSO?). The solvent was removed under reduced pressure to give the target product 3-methoxybenzyl chloride (313 mg, 100%) as a yellow oil. Next, 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid (Example 74, 85 mg, 0.26 mmol) was dissolved in anhydrous N,N-dimethylformamide (DMF, 1 mL), followed by addition of cesium carbonate (169 mg, 0.52 mmol) and 3-methoxybenzyl chloride ( 81 mg, 0.52 mmol). The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (EtOAc) and water. The aqueous phase was extracted with ethyl acetate. The combined organic layers were washed with brine and dried with anhydrous magnesium sulfate (MgSO?). The solvent was removed under reduced pressure. The crude product was purified by fast chromatography using a mixture of cyclohexane/ethyl acetate (8:2) as eluent to afford the target product (3-methoxyphenyl)methyl 4-(4-chlorophenyl)-1-(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylate as a pale yellow oil (11 mg, 9%). Product characterization data: 1H NMR (300 MHz, CDCl?) δ 2.62 (s, 3H), 2.71 (dd, J = 15.8, 2.2 Hz, 1H), 2.92 (dd, J = 15.8, 7.5 Hz, 1H), 3.31 (s, 3H), 3.37 (ddt, J = 10.0, 8.5, 3.6 Hz, 1H). 3.46 (dt, J = 10.0, 4.1 Hz, 1H), 3.70-3.79 (m, 4H), 4.13-4.23 (m, 2H), 5.04 (d, J = 12.7 Hz, 1H), 5.11 (d, J = 12.7 Hz, 1H), 6.64 (s, 1H), 6.70 (d, J = 7.5 Hz, 1H), and 6.81 (dd, J = 8.2, 2.5 Hz, 1H), 7.10 (d, J = 8.4 Hz, 2H), 7.16-7.23 (m, 3H). Mass spectrum (MS): [M + H]? m/z 444. high-resolution mass spectrum (HRMS): calculated value of C??H??N?Cl, [M + H]? 444.1578, measured value 444.1579.

storage

3-Methoxybenzyl chloride is stored over K2CO3 to stabilize it.

References

[1] Patent: WO2016/16238, 2016, A1. Location in patent: Page/Page column 126-127
[2] Organic Process Research and Development, 2016, vol. 20, # 2, p. 568 - 573
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 19, p. 8889 - 8895
[4] Journal of Organic Chemistry, 1998, vol. 63, # 25, p. 9565 - 9568
[5] Australian Journal of Chemistry, 1992, vol. 45, # 1, p. 71 - 97

3-Methoxybenzyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Methoxybenzyl chloride manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 3-Methoxybenzyl chloride 824-98-6
Price: US $0.10/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2020-04-24

Honest Joy Holdings Limited

Product: 3-Methoxybenzyl chloride 824-98-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 97.1%
Supply Ability: 100 tons
Release date: 2022-02-18

Career Henan Chemical Co

Product: 3-Methoxybenzyl chloride 824-98-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Custosmized
Release date: 2019-06-21

824-98-6, 3-Methoxybenzyl chlorideRelated Search:

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3-CHLOROMETHYLANISOLE

3-METHOXYBENZYL CHLORIDE

AKOS BBS-00003862

M-METHOXYBENZYL CHLORIDE

1-CHLOROMETHYL-3-METHOXYBENZENE

1-(chloromethyl)-3-methoxy-benzen

Anisole, m-(chloromethyl)-

Benzene, 1-(chloromethyl)-3-methoxy-

m-(Chloromethyl)anisole

Toluene, alpha-chloro-m-methocy-

3-Methoxybenzalchloride

META-(CHLOROMETHYL)ANISOL

alpha-Chloro-3-methoxytoluene

3-METHOXYBENZYL CHLORIDE / 3-(CHLOROMETHYL)ANISOLE

3-MethoxybenzylChloride&gt

3-METHOXYBENZYL CHLORIDE 824-98-6

3-methoxychlorobenzyl

824-98-6

C8H9CIO

Oxygen Compounds

Organic Building Blocks

Ethers

Building Blocks

Chemical intermediate for Sarpogrelate hydrochloride

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