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2-CHLOROBENZALDEHYDE

CAS:    89-98-5
MF:    C7H5ClO
MW:    140.57
EINECS:    201-956-3

Description
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.    
2-chlorobenzaldehyde is a clear colorless to yellowish liquid.
2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.

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
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)

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 2-Chlorobenzaldehyde is heated with sodium sulfite solution under pressure, benzaldehyde-2-sulfonic acid forms.
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.
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.
2-Chlorobenzaldehyde is combustible

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.
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.
2-Chlorobenzaldehyde can also be used to prepare triphenyl methane and related dyes, organic intermediate.
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.
2-Chlorobenzaldehyde is used acid zinc plating brightener, also be used for organic synthesis, agricultural pesticide and pharmaceutical industries. 
2-Chlorobenzaldehyde 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.

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.


Synonyms
2-Chlorobenzaldehyde
89-98-5
O-CHLOROBENZALDEHYDE
Chlorobenzaldehyde
Benzaldehyde, 2-chloro-
Benzaldehyde, o-chloro-
2-Chlorbenzaldehyd
2-Clorobenzaldeide
o-Chloorbenzaldehyde
2-chloro-benzaldehyde
USAF M-7
2-Chloorbenzaldehyde
o-Chlorobenzenecarboxaldehyde
2-chloro benzaldehyde
NSC 15347
MFCD00003304
QHR24X1LXK
35913-09-8
BENZALDEHYDE,CHLORO-
NSC-15347
2-Chlorbenzaldehyd [German]
o-Chloorbenzaldehyde [Dutch]
2-Chloorbenzaldehyde [Dutch]
2-Clorobenzaldeide [Italian]
CCRIS 5991
Benzaldehyde, chloro-
HSDB 2727
EINECS 201-956-3
UNII-QHR24X1LXK
chlorotoluon
AI3-04254
o-chlorobezaldehyde
2-chlorobezaldehyde
6-chlorobenzaldehyde
o-Chloroformylbenzene
o-chloro benzaldehyde
orthochlorobenzaldehyde
2- chlorobenzaldehyde
2-chlorobenzenaldehyde
NSC 174140
(2-chloro)benzaldehye
ortho-chlorobenzaldehyde
(2-chloro)benzaldehyde
(2-chloro) benzaldehyde
WLN: VHR BG
DSSTox_CID_4764
EC 201-956-3
2-Chlorobenzaldehyde, 99%
DSSTox_RID_77522
DSSTox_GSID_24764
SCHEMBL97422
MLS001056242
CHLOROBENZALDEHYDE, O-
CHEMBL1547989
DTXSID5024764
AMY39073
NSC15347
STR00143
ZINC1706909
Tox21_200373
STL146016
AKOS000119188
CS-W003973
CAS-89-98-5
NCGC00091218-01
NCGC00091218-02
NCGC00257927-01
SMR001216556
DS-006490
FT-0611908
FT-0611909
FT-0658390
D77644
Q2195231
W-100351
2-Chlorobenzaldehyde, purum, dist., >=98.0% (GC)
F2190-0599
 

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