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Merck

M29908

Methyl benzoate

99%

Synonym(s):

Methyl benzenecarboxylate

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About This Item

Linear Formula:
C6H5COOCH3
CAS Number:
93-58-3
Molecular Weight:
136.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896788
EC Number:
202-259-7
Beilstein/REAXYS Number:
1072099
MDL number:
MFCD00008421
Assay:
99%
Form:
liquid

Key Documents

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mp

−12 °C (lit.)

InChI key

QPJVMBTYPHYUOC-UHFFFAOYSA-N

InChI

1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3

SMILES string

COC(=O)c1ccccc1

vapor density

4.68 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

assay

99%

form

liquid

refractive index

n20/D 1.516 (lit.)

bp

198-199 °C (lit.)

solubility

H2O: soluble 2.1 g/L at 20 °C

density

1.088 g/mL at 20 °C (lit.)

Quality Level

200

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General description

Methyl benzoate is a volatile aromatic ester compound widely used in perfumery industries. It is naturally occurring in guava, mango, and kiwifruit.

Application

Methyl benzoate (C6H5CO2CH3) can be utilized as a precursor for:
  • Selective synthesis of benzaldehyde using supported manganese oxide catalysts.;
  • Preparation of benzophenone derivatives by reacting with aryl compounds via Friedel-Crafts acylation.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

170.6 °F - Pensky-Martens closed cup

flash_point_c

77 °C - Pensky-Martens closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

M29908-500G: + M29908-3KG: + M29908-500ML: + M29908-2.5L: + M29908-25G: + M29908-BULK: + M29908-VAR: + M29908-25ML:

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6758
SDBB3998
SDBB1414
STBL1942
STBK7323

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Characterization and Activity of MnO/γ-Al2O3 for Hydrogenation of Methyl Benzoate to Benzaldehyde
Xu H-L, et al.
Chin. J. Chem., 19(7), 647-651 (2001)
Direct aerobic oxidation of primary alcohols to methyl esters catalyzed by a heterogeneous gold catalyst
Nielsen IS, et al.
Catalysis Letters, 116(1-2), 35-40 (2007)
Hydrogenation of methyl benzoate to benzaldehyde over manganese oxide catalysts prepared from Mg/Mn/Al hydrotalcite-like compounds
Chen A, et al.
Applied Catalysis A: General, 274(1-2), 101-109 (2004)
N Dudareva et al.
The Plant cell, 12(6), 949-961 (2000-06-15)
In snapdragon flowers, the volatile ester methyl benzoate is the most abundant scent compound. It is synthesized by and emitted from only the upper and lower lobes of petals, where pollinators (bumblebees) come in contact with the flower. Emission of
Trifluoromethanesulfonic acid catalyzed novel Friedel-Crafts acylation of aromatics with methyl benzoate.
Hwang JP, et al.
Tetrahedron, 56(37), 7199-7203 (2000)
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