2-Chlorobenzaldehyde CAS 89-98-5

Introduction：Basic information about 2-Chlorobenzaldehyde CAS 89-98-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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.)
• Fp: 190 °F
• storage temp.: Store in RT
• solubility: 1.8g/l
• form: Liquid
• color: Clear colorless to light yellow
• Odor: Penetrating odor
• 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.
• InChI: 1S/C7H5ClO/c8-7-4-2-1-3-6(7)5-9/h1-5H
• InChIKey: FPYUJUBAXZAQNL-UHFFFAOYSA-N
• SMILES: [H]C(=O)c1ccccc1Cl
• 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: TSCA listed
• HazardClass: 8
• PackingGroup: III
• HS Code: 29130000
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Eye Dam. 1 Skin Corr. 1B Skin Sens. 1
• Hazardous Substances Data: 89-98-5(Hazardous Substances Data)
• Toxicity: LD50 orally in Rabbit: 2160 mg/kg

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

• Raw materials: Chlorine-->Zinc chloride-->Ferric chloride-->Dichloroethane-->Mercury-->2-Chlorotoluene-->2-Chlorobenzyl chloride-->2-Chlorobenzotrichloride-->BENZAL CHLORIDE-->3-Chlorotoluene-->3-CHLOROBENZAL CHLORIDE
• Preparation Products: 2-[4-(TERT-BUTYL)PHENOXY]-5-NITROBENZALDEHYDE-->Thianaphthene-2-carboxylic acid-->2-CHLORO-6-METHYLBENZALDEHYDE-->Clofentezine-->2-Chloro-5-nitrobenzaldehyde-->Amlodipine-->3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride-->3-(2-Chlorophenyl)-5-methylisoxazole-4-carboxylic acid-->ALIZARIN GREEN-->1-(2-chlorophenyl)-N-[(2-chlorophenyl)methylideneamino]methanimine-->2-CHLOROBENZALOXIME-->1-CHLORO-2-ETHYNYLBENZENE-->Tulobuterol-->N,N-bis(2-chlorobenzyl)amine-->1-Chloro-7-methylnaphthalene-->2-(2-chlorophenyl)-4,6-diphenyl-1,3,5-triazine-->2-Chlorobenzylamine-->ALIZARIN GREEN-->Benzenamine, 4-[(2-chlorophenyl)[4-(ethylimino)-3-methyl-2,5-cyclohexadien-1-ylidene]methyl]-N-ethyl-2-methyl-, hydrochloride (1:1)