Skip to Content
Merck
All Photos(1)

Documents

216089

Sigma-Aldrich

Methyl 4-chlorobenzoate

99%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
ClC6H4CO2CH3
CAS Number:
1126-46-1
Molecular Weight:
170.59
EC Number:
214-420-9
MDL number:
MFCD00000621
UNSPSC Code:
12352100
PubChem Substance ID:
24852938

Assay

99%

form

solid

mp

42-44 °C (lit.)

SMILES string

COC(=O)c1ccc(Cl)cc1

InChI

1S/C8H7ClO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,1H3

InChI key

LXNFVVDCCWUUKC-UHFFFAOYSA-N

General description

Methyl 4-chlorobenzoate undergoes room temperature Pd-mediated hydrodehalogenation with KF and polymethylhydrosiloxane (PMHS) to yield methyl benzoate. It undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid in the presence of bis-carbene palladium complex catalyst to yield methyl-(4-phenyl)-benzoate.

Application

Methyl 4-chlorobenzoate was used in quantitative determination of chlorophenoxyisobutyrate (CPIB) and salicylic acid, the metabolites of clofibrate and aspirin, by GC-MS method.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

On the efficiency of two-coordinate palladium (0)N-heterocyclic carbene complexes in amination and Suzuki-Miyaura reactions of aryl chlorides.
Arentsen K, et al.
Tetrahedron, 61(41), 9710-9715 (2005)
Drugs and drug metabolites as environmental contaminants: chlorophenoxyisobutyrate and salicyclic acid in sewage water effluent.
C Hignite et al.
Life sciences, 20(2), 337-341 (1977-01-15)
Room temperature dehalogenation of chloroarenes by polymethylhydrosiloxane (PMHS) under palladium catalysis.
Rahaim Jr, et al.
Tetrahedron Letters, 43(49), 8823-8826 (2002)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service