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122017

Sigma-Aldrich

o-Toluoyl chloride

99%

Synonym(s):

2-Methylbenzoyl chloride

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About This Item

Linear Formula:
CH3C6H4COCl
CAS Number:
933-88-0
Molecular Weight:
154.59
EC Number:
213-273-8
MDL number:
MFCD00000668
UNSPSC Code:
12352100
PubChem Substance ID:
24847475
NACRES:
NA.22

Quality Level

100

assay

99%

refractive index

n20/D 1.5549 (lit.)

bp

88-90 °C/12 mmHg (lit.)

density

1.185 g/mL at 25 °C (lit.)

SMILES string

Cc1ccccc1C(Cl)=O

InChI

1S/C8H7ClO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3

InChI key

GPZXFICWCMCQPF-UHFFFAOYSA-N

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General description

Flash vacuum pyrolysis of o-toluoyl chloride at 780°C and 0.5 mmHg yields benzocyclobutenone.

Application

  • Development of hydrophobic functionalized materials: o-Toluoyl chloride was utilized in the synthesis of novel hydrophobic functionalized UiO-66 materials. The study demonstrated the chemical′s role in enhancing the structural and physicochemical properties of these metal-organic frameworks, indicating potential applications in catalysis and adsorption processes (Narea et al., 2023).

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

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

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’.

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Improved synthesis of benzocyclobutenone by flash vacuum pyrolysis.
Suzzarini L, et al.
Tetrahedron Letters, 39(13), 1695-1696 (1998)
Ataf Ali Altaf et al.
Dalton transactions (Cambridge, England : 2003), 47(34), 11769-11781 (2018-08-18)
Twenty-three compounds in two series of ferrocene-based anilides, with the general formula C5H5-Fe-C5H4-C6H4-NH-CO-C6H4-R (where R = H, F, Cl, CH3 and OCH3), have been successfully synthesized. The compounds were characterized by elemental analysis and FTIR, 1H NMR and 13C NMR
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Because of the pivotal role of cyclooxygenase (COX) in the inflammatory processes, non-steroidal anti-inflammatory drugs (NSAIDs) that suppress COX activities have been used clinically for the treatment of inflammatory diseases/syndromes; however, traditional NSAIDs exhibit serious side-effects such as gastrointestinal damage

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