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
- Molecular Weight:
- 156.61
- MDL Number:
- MFCD00000907
- MOL File:
- 824-98-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 101.67°C |
|---|---|
| Boiling point | 124 °C13 mm Hg(lit.) |
| Density | 1.078 g/mL at 25 °C(lit.) |
| refractive index |
n |
| 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 |
| InChI | 1S/C8H9ClO/c1-10-8-4-2-3-7(5-8)6-9/h2-5H,6H2,1H3 |
| InChIKey | VGISFWWEOGVMED-UHFFFAOYSA-N |
| SMILES | COc1cccc(CCl)c1 |
| CAS DataBase Reference | 824-98-6(CAS DataBase Reference) |
| FDA UNII | NAG2TC49EB |
| NIST Chemistry Reference | «alpha»-Chloro-3-methoxytoluene(824-98-6) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314 | |||||||||
| Precautionary statements | P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363 | |||||||||
| PPE | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter | |||||||||
| 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 | |||||||||
| Storage Class | 8A - Combustible corrosive hazardous materials | |||||||||
| Hazard Classifications | Eye Dam. 1 Skin Corr. 1B |
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| Limited Quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
3-Methoxybenzyl chloride price More Price(57)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 209384 | 3-Methoxybenzyl chloride 97% | 824-98-6 | 5g | $26.2 | 2026-04-30 | Buy |
| Sigma-Aldrich | 209384 | 3-Methoxybenzyl chloride 97% | 824-98-6 | 25g | $69.4 | 2026-04-30 | Buy |
| TCI Chemical | M0820 | 3-Methoxybenzyl Chloride >96.0%(GC) | 824-98-6 | 5g | $30 | 2026-04-30 | Buy |
| TCI Chemical | M0820 | 3-Methoxybenzyl Chloride >96.0%(GC) | 824-98-6 | 25g | $86 | 2026-04-30 | Buy |
| Usbiological | 283860 | 3-Methoxybenzyl chloride Asreported | 824-98-6 | 25g | $383 | 2026-06-03 | Buy |
3-Methoxybenzyl chloride Chemical Properties,Uses,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 CHNCl, [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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Huaihua Baohua Biological Technology Co. LTD | 0519-82698292 | info@hhbhswkj.com | China | 158 | 58 |
| SHANGHAI BANGCHENG CHEMICAL Co.,Ltd. | 021-69106960 13701823997 | 13701823733@163.com | China | 4634 | 60 |
| Shanghai Boyle Chemical Co., Ltd. | 021-50182298 021-50180596 | sales@boylechem.com | China | 2202 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Beijing Donghualituo Techonlogy Development Co.,Ltd. | 010-88425576 | sales@dhltchem.com | China | 793 | 59 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
View Lastest Price from 3-Methoxybenzyl chloride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-12-24 | 3-Methoxybenzyl chloride
824-98-6
|
1KG | 99.0% | 1000 tons | Shaanxi Dideu Medichem Co. Ltd | ||
 |
2022-02-19 | 3-Methoxybenzyl chloride
824-98-6
|
1KG | 97.1% | 100 tons | Honest Joy Holdings Limited | ||
 |
2019-07-06 | 3-Methoxybenzyl chloride
824-98-6
|
$1.00 | 1KG | 99% | Career Henan Chemical Co |
-
- 3-Methoxybenzyl chloride
824-98-6
- $0.10
- 99.0%
- Shaanxi Dideu Medichem Co. Ltd
-
- 3-Methoxybenzyl chloride
824-98-6
- $0.00
- 97.1%
- Honest Joy Holdings Limited
-
- 3-Methoxybenzyl chloride
824-98-6
- $1.00
- 99%
- Career Henan Chemical Co
