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MilliporeSigma

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

Key Documents

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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.)

functional group

acyl chloride

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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1 of 4

This Item
106631122254A88476
o-Toluoyl chloride 99%

Sigma-Aldrich

122017

o-Toluoyl chloride

p-Toluoyl chloride 98%

Sigma-Aldrich

106631

p-Toluoyl chloride

m-Toluoyl chloride 99%

Sigma-Aldrich

122254

m-Toluoyl chloride

4-Methoxybenzoyl chloride 99%

Sigma-Aldrich

A88476

4-Methoxybenzoyl chloride

assay

99%

assay

98%

assay

99%

assay

99%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

200

density

1.185 g/mL at 25 °C (lit.)

density

1.169 g/mL at 25 °C (lit.)

density

1.173 g/mL at 25 °C (lit.)

density

1.260 g/mL at 20 °C (lit.)

bp

88-90 °C/12 mmHg (lit.)

bp

225-227 °C (lit.), 95-96 °C/10 mmHg (lit.)

bp

86 °C/5 mmHg (lit.)

bp

262-263 °C (lit.)

refractive index

n20/D 1.5549 (lit.)

refractive index

n20/D 1.553 (lit.)

refractive index

n20/D 1.5485 (lit.)

refractive index

n20/D 1.581 (lit.)

functional group

acyl chloride

functional group

acyl chloride

functional group

acyl chloride

functional group

-

General description

Flash vacuum pyrolysis of o-toluoyl chloride at 780°C and 0.5 mmHg yields benzocyclobutenone[1].

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3336
STBL2643
STBF2322V
STBD4318V
STBB5942V

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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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