4-Chlorobenzaldehyde Property

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

Dielectric constant

72（0.0℃）

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)

Safety

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

F 

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-Chlorobenzaldehyde Chemical Properties,Usage,Production

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.]