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Merck
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559830

Sigma-Aldrich

Methyl-2-benzoylbenzoate

97%

Sinónimos:

2-Benzoylbenzoic acid methyl ester, Methyl o-benzoylbenzoate, o-(Methoxycarbonyl)benzophenone

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About This Item

Fórmula lineal:
C6H5COC6H4CO2CH3
Número de CAS:
606-28-0
Peso molecular:
240.25
EC Number:
210-112-3
MDL number:
MFCD00017187
UNSPSC Code:
12352100
PubChem Substance ID:
24879647
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

mp

48-53 °C (lit.)

SMILES string

COC(=O)c1ccccc1C(=O)c2ccccc2

InChI

1S/C15H12O3/c1-18-15(17)13-10-6-5-9-12(13)14(16)11-7-3-2-4-8-11/h2-10H,1H3

InChI key

NQSMEZJWJJVYOI-UHFFFAOYSA-N

General description

Methyl-2-benzoylbenzoate is a 2-acylarylcarboxylate.
  • It can undergo asymmetric transfer hydrogenation reaction in propanol in the presence of a Ruthenium catalyst.
  • Methyl-2-benzoylbenzoate is formed as one of the reaction products during the reaction between methyl benzoate and lithium 2,2,6,6-tetramethylpiperidide (LiTMP) at -117°C.
  • Methyl-2-benzoylbenzoate can be synthesized from the reaction between corresponding 2-substituted benzoic acid and thionyl chloride in methanol.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Dipole stabilized carbanions. Reactions of benzoate esters with lithium 2, 2, 6, 6-tetramethylpiperidide.
Upton CJ and Beak P.
The Journal of Organic Chemistry, 40(8), 1094-1098 (1975)
One-Step Synthesis of 1-Oxo- 1,2-dihydroisoquinoline-3-carboxylic Acid Derivatives.
Nunami K, et al.
The Journal of Organic Chemistry, 44(11), 1887-1888 (1979)
Stereoselective synthesis of 3-substituted phtalides via asymmetric transfer hydrogenation using well-defined ruthenium catalysts under neutral conditions.
Everaere K, et al.
Tetrahedron Letters, 42(10), 1899-1901 (2001)
Miwa Morizane et al.
Journal of toxicology and environmental health. Part A, 78(23-24), 1450-1460 (2015-12-23)
A recent in vitro study reported that the photoinitiator 2-isopropylthioxanthone (2-ITX) is an endocrine-disrupting compound (EDC). However, it is not clear whether other photoinitiators such as 1-hydroxycyclohexyl phenyl ketone (1-HCHPK) and 2-methyl-4'-(methylthio)-2-morpholinopropiophenone (MTMP) produce endocrine-disrupting effects. The purpose of this
Miguel A Lago et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 33(3), 518-529 (2016-01-21)
Since the UV ink photoinitiator (PI) isopropylthioxanthone (ITX) was discovered in packaged milk, studies of print contamination have focused primarily on PIs but have also included amine synergists. Many other substances are used or formed during the print process, yet

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