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259616

Sigma-Aldrich

4-Chlorobenzhydrazide

98%

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About This Item

Linear Formula:
ClC6H4CONHNH2
CAS Number:
536-40-3
Molecular Weight:
170.60
Beilstein:
511154
EC Number:
208-632-0
MDL number:
MFCD00007603
UNSPSC Code:
12352100
PubChem Substance ID:
24855718
NACRES:
NA.22

Assay

98%

form

solid

mp

162-165 °C (lit.)

SMILES string

NNC(=O)c1ccc(Cl)cc1

InChI

1S/C7H7ClN2O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,9H2,(H,10,11)

InChI key

PKBGHORNUFQAAW-UHFFFAOYSA-N

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General description

Effect of acidic catalyst on the reaction of 4-chlorobenzhydrazide and β-naphthol in water has been investigated.

Application

4-Chlorobenzhydrazide has been used in preparation of:
  • rod-shaped mesogenic hydrazide derivatives via Schotten-Baumann reaction with 4-n-alkoxybenzoyl chloride
  • 4-methoxybenzaldehyde-4-chlorophenyl-1-carbonyl hydrazone
  • 4-hydroxybenzaldehyde-4-chlorophenyl-1-carbonylhydrazone
  • 2-nitrobenzaldehyde-4-chlorophenyl-1-carbonylhydrazone
  • benzaldehyde-4-chlorophenyl-1-carbonylhydrazone

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Minoo Dabiri et al.
Bioorganic & medicinal chemistry letters, 18(1), 436-438 (2007-12-07)
Alkyl- or aryl-14H-dibenzo[a,j]xanthene derivatives are synthesized efficiently by the reaction of beta-naphthol and aliphatic and aromatic aldehydes in the presence of KAl(SO4)2 x 12 H2O (alum) under aqueous condition at 100 degrees C. Different types of aromatic and aliphatic aldehydes
Synthesis of benzaldehyde substituted phenyl carbonyl hydrazones and their formylation using Vilsmeier-Haack reaction.
Rajput AP and Rajput AS.
International Journal of PharmTech Research, 1(4), 1605-1611 (2009)
Jagvir Singh et al.
Bioinorganic chemistry and applications, 2012, 104549-104549 (2012-11-06)
N-substituted pyridine hydrazide (pyridine-2-carbonyl chloride and 4-chloro-benzoic acid hydrazide) undergoes hydrazide formation of the iminic carbon nitrogen double bond through its reaction with cobalt(II), nickel(II), and copper(II) metal salts in ethanol which are reported and characterized based on elemental analyses
Bent-shaped mesogenic oxadiazole and thiadiazole derivatives from rod-shaped mesogenic hydrazide containing polar chloro group.
Prajapati AK and Modi V.
Liq. Cryst., 37(4), 407-415 (2010)

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