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2-Chlorobenzaldehyde

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CAS:89-98-5
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2-Chlorobenzaldehyde Basic information
Product Name:2-Chlorobenzaldehyde
Synonyms:o-Chlorobenzaldehyde 2-Chlorobenzaldehyde;2-CHLOROBENZALDEHYDE, DIST.;2-ChlorobenzaldehydeForSynthesis;2-Chlorobenzaldehyde,>98%;16) ORTHO CHLORO BENZALDEHYDE;2-chlorobenzaldehyde o-chlorobenzaldehyde;o-CHLOROBENZALDEHYDE pure;O-CHLORO BENZALDEHYDE ( OCAD )
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;Pyridines;Pesticides intermediate;89-98-5
Mol File:89-98-5.mol
2-Chlorobenzaldehyde Structure
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.)
Fp 190 °F
storage temp. Store in RT
solubility 1.8g/l
form Liquid
color Clear colorless to light yellow
PH2.9 (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.
LogP2.44 at 25℃
CAS DataBase Reference89-98-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzaldehyde, 2-chloro-(89-98-5)
EPA Substance Registry System2-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
8-9-23
Autoignition Temperature746 °F
Hazard Note Irritant
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29130000
Hazardous Substances Data89-98-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 2160 mg/kg
MSDS Information
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2-Chlorobenzaldehyde English
SigmaAldrich English
ACROS English
ALFA English
2-Chlorobenzaldehyde Usage And Synthesis
Chemical Properties2-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.
Uses2-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.
Uses2-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.
Preparation2-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
Application2-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 Description2-chlorobenzaldehyde is a clear colorless to yellowish liquid. (NTP, 1992)
Air & Water Reactions2-Chlorobenzaldehyde is moisture and light sensitive. Slightly water soluble.
Reactivity Profile2-Chlorobenzaldehyde reacts with iron and strong oxidizers, strong bases and strong reducing agents.
Health HazardSymptoms 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 Hazard2-Chlorobenzaldehyde is combustible.
Safety ProfilePoison by intraperitoneal and intravenous routes. When heated to decomposition it emits toxic fumes of Cl-. See also ALDEHYDES and CHLORIDES.
Purification MethodsWash 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.]
Tag:2-Chlorobenzaldehyde(89-98-5) Related Product Information
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