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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

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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °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’.

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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
Shigeo Hayashi et al.
Journal of enzyme inhibition and medicinal chemistry, 29(6), 846-867 (2014-02-13)
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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