2-Chlorobenzaldehyde
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
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)
Safety Information
- Hazard Codes
- C,Xi
- Risk Statements
- 34
- Safety Statements
- 26-45
- RIDADR
- UN 3265 8/PG 3
- WGK Germany
- 1
- RTECS
- CU5075000
- F
- 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
- Language:English Provider:2-Chlorobenzaldehyde
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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 Preparation Products And Raw materials
Preparation Products
Raw materials
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2-Chlorobenzaldehyde (89-98-5)Related Product Information
- 2-Chlorophenylacetic acid
- 1,2,4-Trichlorobenzene
- 1,2,3-Trichlorobenzene
- 3-Chlorobenzaldehyde
- 2,6-Dichlorobenzaldehyde
- 2-Chlorobenzoic acid
- 2-Chlorobenzonitrile
- 2,4-Dichlorobenzaldehyde
- 2-Chlorophenol
- 2-Chlorobenzoyl chloride
- Chlorphenamine maleate
- 2-(2-Chlorophenyl)acetonitrile
- 2,3-Dichlorobenzaldehyde
- 2'-Chloroacetophenone
- 4-Chlorobenzaldehyde
- 3,5-Dichlorobenzaldehyde
- 2-Chlorobenzylamine
- 2-Chloroaniline