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4-Chlorobenzaldehyde

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4-Chlorobenzaldehyde Basic information

Product Name:
4-Chlorobenzaldehyde
Synonyms:
  • p-chlorobenzenecarboxaldehyde
  • P-CHLOROBENZALDEHYDE
  • PCAD
  • Benzaldehyde,4-chloro-
  • benzaldehyde,-chloro-
  • p-chloro-benzaldehyd
  • p-Chlorobenzaldehyde 4-Chlorobenzaldehyde
  • 4-CHLOROBENZALDEHYDE 98% (GC)
CAS:
104-88-1
MF:
C7H5ClO
MW:
140.57
EINECS:
203-247-4
Product Categories:
  • 1
  • Benzaldehyde
  • FINE Chemical & INTERMEDIATES
  • Aldehydes
  • C7
  • Carbonyl Compounds
  • Aromatic Aldehydes & Derivatives (substituted)
  • intermediate
  • Pesticides intermediate
  • Pyridines ,Halogenated Heterocycles
  • 104-88-1
  • bc0001
Mol File:
104-88-1.mol
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4-Chlorobenzaldehyde Chemical Properties

Melting point:
46 °C
Boiling point:
213-214℃
Density 
1.196
vapor density 
0.6 (vs air)
vapor pressure 
8.75 atm ( 21 °C)
refractive index 
1.5550 (estimate)
Flash point:
52 °F
storage temp. 
Store below +30°C.
solubility 
935mg/l
form 
Liquid
color 
White to pale yellow
Water Solubility 
935 mg/L (20 ºC)
Sensitive 
Air Sensitive
BRN 
385858
Stability:
Stable, but air and light-sensitive. Incompatible with strong bases, strong reducing agents, strong oxidizing agents.
InChIKey
AVPYQKSLYISFPO-UHFFFAOYSA-N
LogP
2.34 at 25℃ and pH7
CAS DataBase Reference
104-88-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzaldehyde, 4-chloro-(104-88-1)
EPA Substance Registry System
p-Chlorobenzaldehyde (104-88-1)
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Safety Information

Hazard Codes 
F,C,N,Xn,Xi
Risk Statements 
22-36/37/38-51/53-36/38
Safety Statements 
26-61-37/39-36
RIDADR 
UN 1219 3/PG 2
WGK Germany 
2
RTECS 
CU5076000
8-9
Autoignition Temperature
302 °C
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29130000
Toxicity
LD50 orally in Rabbit: 840 mg/kg LD50 dermal Rat 5000 mg/kg

MSDS

  • Language:English Provider:PCAD
  • Language:English Provider:SigmaAldrich
  • Language:English Provider:ACROS
  • Language:English Provider:ALFA
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4-Chlorobenzaldehyde Usage And Synthesis

Chemical Properties

4-chlorobenzaldehyde appears as colourless to light yellow crystalline powder. Insoluble in water, easily soluble in ethanol, ether, benzene, soluble in water, acetone. Can be volatilized with water vapor. It can produced by the oxidation of 4-chlorobenzyl alcohol. 4-chlorobenzaldehyde is the intermediate of fungicide tebuconazole and plant growth regulator uniconazole.

Uses

4-Chlorobenzaldehyde is used as an intermediate for the manufacture of dyestuffs, optical brighteners, pharmaceuticals, agricultural chemicals and metal finishing products.

Preparation

4-Chlorobenzaldehyde can be obtained by chlorinated hydrolysis of p-chlorotoluene: add p-chlorotoluene and phosphorus trichloride to the reaction pot, raise the temperature to 155°C under light and pass chlorine. Control the temperature at 160-170℃ and pass chlorine to the calculated amount to obtain the chlorination solution. Add it to concentrated sulfuric acid with stirring, and stir for 5h at room temperature. let it stand and stratify, take the lower layer into ice water to crystallize, and filter it when it is cold to below 5℃. The filter cake was washed with ice water to obtain the crude product, distilled under reduced pressure and collected 108-111℃ (3.33kPa) fraction to obtain p-chlorobenzaldehyde.

Synthesis Reference(s)

Synthetic Communications, 26, p. 1, 1996 DOI: 10.1080/00397919608003856
Tetrahedron Letters, 43, p. 1395, 2002 DOI: 10.1016/S0040-4039(02)00027-8

General Description

Colorless to yellow powder or white crystalline solid. Pungent odor.

Air & Water Reactions

4-Chlorobenzaldehyde is sensitive to exposure to air. Insoluble in water.

Reactivity Profile

4-Chlorobenzaldehyde is sensitive to exposure to air. 4-Chlorobenzaldehyde is also sensitive to light. REACTIVITY: 4-Chlorobenzaldehyde is incompatible with strong bases, strong oxidizers and strong reducing agents.

Fire Hazard

4-Chlorobenzaldehyde is combustible.

Purification Methods

Crystallise it from EtOH/water (3:1), then sublime it twice at ~50o/2mm. [Beilstein 7 H 235, 7 IV 568.]

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