| Identification | More | [Name]
4-Methoxybenzylchloride | [CAS]
824-94-2 | [Synonyms]
1-CHLOROMETHYL-4-METHOXYBENZENE
4-(CHLOROMETHYL)ANISOL
4-(CHLOROMETHYL)ANISOLE
4-METHOXYBENZYL CHLORIDE
AKOS BBS-00003861
ANISYL CHLORIDE
METHOXYBENZYLCHLORIDE(P-)
P-METHOXYBENZYL CHLORIDE
alpha-Chloro-4-methoxytoluene
Anisole, p-(chloromethyl)-
Benzene, 1-(chloromethyl)-4-methoxy-
p-(Chloromethyl)anisole
p-Anisyl chloride
P-methoxyl benzylchloride
4-Methoxybenzylchloride99%
4-Methoxybenzylchloride 99%
4-Methoxybenzene methyl chloride
α-Chloro-4-methoxytoluene
4-Methoxybenzylchloride, stabilized, 98%
4-METHOXYBENZYL CHLORIDE (STABILIZED WITH CALCIUM CARBONATE) | [EINECS(EC#)]
212-540-6 | [Molecular Formula]
C8H9ClO | [MDL Number]
MFCD00000915 | [Molecular Weight]
156.61 | [MOL File]
824-94-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless liquid | [Melting point ]
−1 °C(lit.)
| [Boiling point ]
117-118 °C14 mm Hg(lit.)
| [density ]
1.155 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.548(lit.)
| [Fp ]
229 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Liquid | [color ]
Clear colorless to pale yellow | [Water Solubility ]
slowly decomposes | [Stability:]
Moisture Sensitive | [InChI]
InChI=1S/C8H9ClO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6H2,1H3 | [InChIKey]
MOHYOXXOKFQHDC-UHFFFAOYSA-N | [SMILES]
C1(CCl)=CC=C(OC)C=C1 | [CAS DataBase Reference]
824-94-2(CAS DataBase Reference) | [NIST Chemistry Reference]
«alpha»-Chloro-4-methoxytoluene(824-94-2) | [Storage Precautions]
Store under inert gas |
| Questions And Answer | Back Directory | [Synthesis]
Add tert-butyl(carboxysulfonyl)triethyldiammonium hydroxide (44.23 mmol) and acetonitrile (150 mL) to a 500 mL three-necked round-bottom flask. Add the corresponding alcohol (22.12 mmol) to the reaction mixture via syringe at room temperature. Stir the reaction mixture for two minutes, then add dropwise a solution of 1,4-dioxane (8.8 mmol) in 4 M HCl over 5 minutes. Stir the resulting suspension at room temperature for 3 hours until LCMS or NMR analysis shows no unreacted α residue. Remove the solids by filtration. Concentrate the filtrate to approximately 50 mL. Cool the concentrated solution to below 10°C in an ice bath. Add concentrated HCl (222 mmol) dropwise to the reaction mixture. Keep the reaction temperature below 25°C. Stir the reaction mixture for 2 hours. LCMS or NMR analysis shows no remaining tert-butoxycarbonylaminosulfonate. Extract the reaction mixture with ethyl acetate (3 x 30 mL). Use water (3 x 50 mL) to extract the tert-butoxycarbonylaminosulfonate. The combined organic layers were washed with a solution of 4-methoxybenzyl chloride (mL). The organic layers were dried with sodium sulfate. The residue was concentrated. The residue was purified by silica gel column chromatography using a gradient mobile phase of 0-80% ethyl acetate in hexane to give the product 4-methoxybenzyl chloride.
 Figure 4-Methoxybenzyl Chloride Synthetic Route |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS05 | [Signal word ]
Danger | [Hazard statements ]
H290-H314 | [Precautionary statements ]
P234-P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501 | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3265 8/PG 3
| [WGK Germany ]
3
| [F ]
10-19-21 | [Autoignition Temperature]
109℃ | [Hazard Note ]
Corrosive | [TSCA ]
No | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29093090 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
4-Methoxybenzyl cyanide-->1-(4-METHOXYBENZYL)PIPERAZINE-->1,6:2,3-Dianhydro-β-D-mannopyranose-->H-BETA,BETA-DIMETHYL-L-CYS(PMEOBZL)-OH-->4-METHOXYBENZYLMAGNESIUM CHLORIDE-->4(3H)-Pyrimidinone, 5-bromo-6-(difluoromethyl)-3-[(4-methoxyphenyl)methyl]--->1-(4-METHOXYBENZYL)-1H-INDOLE-2,3-DIONE-->Methyl 1-[(4-methoxyphenyl)methyl]-1H-indazole-3-carboxylate-->2-Propenoic acid, (4-methoxyphenyl)methyl ester-->3-bromo-6-((4-methoxybenzyl)oxy)benzaldehyde-->Carbamimidothioicacid, (4-methoxyphenyl)methyl ester, hydrochloride (1:1)-->2-Pyrimidinamine, 5-bromo-N,N-bis[(4-methoxyphenyl)methyl]--->Benzaldehyde, 2-[(4-methoxyphenyl)methoxy]- |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
O/N protecting group reagent which can be mildly oxidatively cleaved, e.g., with ceric ammonium nitrate. | [Reactions]
4-Methoxybenzylchloride reacts with strong oxidizing agents and strong bases.
| [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 20, p. 190, 1977 DOI: 10.1021/jm00212a002
The Journal of Organic Chemistry, 53, p. 3634, 1988 DOI: 10.1021/jo00250a048 | [General Description]
4-Methoxybenzyl chloride undergoes mild oxidative claevage with ceric ammonium nitrate. | [Hazard]
4-Methoxybenzylchloride is danger, it may be corrosive to metals. It causes severe skin burns and eye damage.
| [Purification Methods]
Purify 4-anisyl chloride by fractional distillation under vacuum, and the middle fraction is redistilled at 10-6 mm at room temperature by intermittent cooling of the receiver in liquid N2, and the middle fraction is collected. [Mohammed & Kosower J Am Chem Soc 93 2709 1971, Beilstein 6 IV 2137.] |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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