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924520

Sigma-Aldrich

4-Methoxybenzyl chloride

Synonym(s):

4-(Chloromethyl)anisole

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About This Item

Linear Formula:
CH3OC6H4CH2Cl
CAS Number:
824-94-2
Molecular Weight:
156.61
Beilstein:
606667
MDL number:
MFCD00000915
UNSPSC Code:
41116105
NACRES:
NA.22
Pricing and availability is not currently available.

form

liquid

Quality Level

100

refractive index

n20/D 1.548 (lit.)

bp

117-118 °C/14 mmHg (lit.)

mp

−1 °C (lit.)

density

1.155 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

COc1ccc(CCl)cc1

InChI

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

InChI key

MOHYOXXOKFQHDC-UHFFFAOYSA-N

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Application

4-Methoxybenzyl chloride can be used as a reactant:
  • To synthesize 4-methoxybenzyl esters by reacting with cyclic anhydrides.[1]
  • In the mono-alkylation of trans-1,2-diaminocyclohexane.[2]
It can also be used as a:
  • Protecting group for amino acids during peptide synthesis using triethylamine as a base.[1]
  • Co-catalyst in the intramolecular carboamination of aminodienes to N-heterocyclesvia benzyl-group transfer.[3]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
0000325463
0000298922
0000349826
0000308977
0000237395

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Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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