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2-Chlorobenzaldehyde

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2-Chlorobenzaldehyde Basic information

Product Name:
2-Chlorobenzaldehyde
Synonyms:
  • 2-chlorobenzaldehyde radical
  • Amlodipine Impurity T
  • OCBA(2-Chlorobenzaldehyde )
  • o-Chlorobenzaldehyde 2-Chlorobenzaldehyde
  • ORTHO CHLORO BENZALDEHYDE
  • 2-CHLOROBENZALDEHYDE, DIST.
  • 2-ChlorobenzaldehydeForSynthesis
  • 2-Chlorobenzaldehyde,>98%
CAS:
89-98-5
MF:
C7H5ClO
MW:
140.57
EINECS:
201-956-3
Product Categories:
  • Aromatics
  • Aromatic Aldehydes & Derivatives (substituted)
  • C7Alphabetic
  • Aldehydes
  • C
  • Carbonyl Compounds
  • CH
  • C7
  • Pesticides intermediate
  • Pyridines
  • 89-98-5
Mol File:
89-98-5.mol
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2-Chlorobenzaldehyde Chemical Properties

Melting point:
9-11 °C (lit.)
Boiling point:
209-215 °C (lit.)
Density 
1.248 g/mL at 25 °C (lit.)
vapor density 
4.84 (vs air)
vapor pressure 
1.27 mm Hg ( 50 °C)
refractive index 
n20/D 1.566(lit.)
Flash point:
190 °F
storage temp. 
Store in RT
solubility 
1.8g/l
form 
Liquid
color 
Clear colorless to light yellow
PH
2.9 (H2O)(saturated aqueous solution)
Water Solubility 
0.1-0.5 g/100 mL at 24 ºC
Sensitive 
Air Sensitive
BRN 
385877
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, iron, strong reducing agents. Moisture and light-sensitive.
LogP
2.44 at 25℃
CAS DataBase Reference
89-98-5(CAS DataBase Reference)
NIST Chemistry Reference
Benzaldehyde, 2-chloro-(89-98-5)
EPA Substance Registry System
2-Chlorobenzaldehyde (89-98-5)
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Safety Information

Hazard Codes 
C,Xi
Risk Statements 
34
Safety Statements 
26-45
RIDADR 
UN 3265 8/PG 3
WGK Germany 
1
RTECS 
CU5075000
8-9-23
Autoignition Temperature
746 °F
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29130000
Hazardous Substances Data
89-98-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 2160 mg/kg

MSDS

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2-Chlorobenzaldehyde Usage And Synthesis

Chemical Properties

2-Chlorobenzaldehyde is a colorless to yellowish liquid with a penetrating odor. Insoluble in water, soluble in benzene, alcohol and ether. 2-Chlorobenzaldehyde is considerably more resistant to oxidation than benzaldehyde. When it is heated with sodium sulfite solution under pressure, benzaldehyde-2-sulfonic acid forms.

Uses

2-Chlorobenzaldehyde has been used in generation of small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and thioureas.

Uses

2-Chlorobenzaldehyde can be used to make alcohols, acids, and dyes; used in the rubber, tanning, and paper industries; used as an intermediate for optical brighteners, agricultural chemicals, and pharmaceuticals.It can also be used to prepare triphenyl methane and related dyes, organic intermediate.

Preparation

2-Chlorobenzaldehyde is produced mainly by chlorination of 2-chlorotoluene to form 2-chlorobenzal chloride, which is then subjected to acid hydrolysis. Metal salts, such as iron(III) chloride, are used as catalysts. The hydrolysis can also be accomplished using formic acid without a catalyst.
2-Chlorobenzaldehyde can also be produced by oxidation of 2-chlorobenzyl chloride with N-oxides of tertiary amines or with dilute nitric acid.
https://pubchem.ncbi.nlm.nih.gov/compound/2-Chlorobenzaldehyde

Application

2-Chlorobenzaldehyde is used acid zinc plating brightener, also be used for organic synthesis, agricultural pesticide and pharmaceutical industries. It is used to synthesize the acaricides clofentezine and flutenzine. 2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.

Synthesis Reference(s)

Tetrahedron Letters, 34, p. 8037, 1993 DOI: 10.1016/S0040-4039(00)61444-2

General Description

2-chlorobenzaldehyde is a clear colorless to yellowish liquid. (NTP, 1992)

Air & Water Reactions

2-Chlorobenzaldehyde is moisture and light sensitive. Slightly water soluble.

Reactivity Profile

2-Chlorobenzaldehyde reacts with iron and strong oxidizers, strong bases and strong reducing agents.

Health Hazard

Symptoms of exposure to 2-Chlorobenzaldehyde may include skin, eye and upper respiratory tract irritation. This compound may cause skin, eye and respiratory tract irritation. When heated to decomposition it emits toxic fumes.

Fire Hazard

2-Chlorobenzaldehyde is combustible.

Safety Profile

Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Cl-. See also ALDEHYDES and CHLORIDES.

Purification Methods

Wash it with 10% Na2CO3 solution, then fractionally distil it in the presence of a small amount of catechol as stabiliser. [Beilstein 7 H 233, 7 IV 561.]

2-Chlorobenzaldehyde Supplier

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