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106631

Sigma-Aldrich

p-Toluoyl chloride

98%

Synonym(s):

4-Methylbenzoyl chloride

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About This Item

Linear Formula:
CH3C6H4COCl
CAS Number:
874-60-2
Molecular Weight:
154.59
Beilstein:
471492
EC Number:
212-864-8
MDL number:
MFCD00000696
UNSPSC Code:
12352100
PubChem Substance ID:
24846740
NACRES:
NA.22

vapor density

5.33 (vs air)

vapor pressure

0.55 mmHg ( 20 °C)

Assay

98%

expl. lim.

1.6 %, 117 °F

refractive index

n20/D 1.553 (lit.)

bp

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

mp

−4-−2 °C (lit.)

density

1.169 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc(cc1)C(Cl)=O

InChI

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

InChI key

NQUVCRCCRXRJCK-UHFFFAOYSA-N

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General description

p-Toluoyl chloride causes the benzoylation of toluene using triflic acid funtionalized mesoporous Zr-TMS catalysts. It causes1,9-diacylation of a dipyrromethane using the hindered Grignard reagent 2,6-dimethylphenylmagnesium bromide.

Application

p-Toluoyl chloride was used to prepare antigen, Tolyl-amido-human serum albumin.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °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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Benzoylation of toluene with p-toluoyl chloride over triflic acid functionalized mesoporous Zr-TMS catalyst.
Landge SM, et al.
J. Mol. Catal. A: Chem., 213(2), 257-266 (2004)
Sheng Tang et al.
Journal of chromatography. A, 1476, 53-62 (2016-11-20)
In order to comprehensively understand the influence of coordination of the substituent at 2-position with those at 3- and 6-positions on the properties of chitosan derivatives, a series of chitosan 3,6-bis(arylcarbamate)-2-(amide)s (CACAs) and the related chiral stationary phases (CSPs) were
M H Karol et al.
Clinical allergy, 10(1), 101-109 (1980-01-01)
Two antigens, both containing tolyl groups, were compared for ability to detect IgE antibodies in workers hypersensitive to toluene diisocyanate. One antigen, formed by reaction of p-tolyl isocyanate with human serum albumin, detected antibodies in each of ten hypersensitive workers.
Nearly Chromatography-Free Synthesis of the A3B-Porphyrin 5-(4-Hydroxymethylphenyl)-10, 15, 20-tri-p-tolylporphinatozinc (II).
Zaidi SHH, et al.
Organic Process Research & Development, 10(2), 304-314 (2006)
Komal M Vyas et al.
Chemico-biological interactions, 240, 250-266 (2015-09-06)
Pyrazolone based metal complexes have strong bio-activity but the anti-cancer mechanism of these derivatives is not fully understood. In recent years, Cu(II) complexes have attracted the interest of researchers increasingly because of their high antitumor activities that are usually related

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