18093-05-5

Basic information

• Product Name: 2-Chloroveratraldehyde
• Synonyms: 2-Chloro-4,5-dimethoxybenzaldehyde;2-chloro-4,5-dimethoxybenzaldehyde(SALTDATA: FREE)
• CAS NO: 18093-05-5
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.61896
• Mol File: 18093-05-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 144 °C
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 132.3 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.000923mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-Chloroveratraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroveratraldehyde(18093-05-5)
• EPA Substance Registry System: 2-Chloroveratraldehyde(18093-05-5)

Safety Data

• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36:Wear suitable prot
• HazardClass: IRRITANT
• Hazardous Substances Data: 18093-05-5(Hazardous Substances Data)

Usage

General Description

2-Chloroveratraldehyde, also known as 2-chloro-3,4-dihydroxybenzaldehyde, is a chemical compound with the molecular formula C8H7ClO3. It is a chlorinated aldehyde derivative of veratraldehyde, which is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. 2-Chloroveratraldehyde has been studied for its potential antifungal and antimicrobial properties and has also been investigated for its potential use as a starting material for the preparation of various biologically active compounds. Its synthesis and reactivity have been the subject of research in the field of organic chemistry, particularly in the development of new synthetic methodologies for the preparation of complex molecules.

InChI:InChI=1/C9H9ClO3/c1-12-8-3-6(5-11)7(10)4-9(8)13-2/h3-5H,1-2H3

Upstream product

• 507-40-4 tert-butylhypochlorite 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 67-66-3 chloroform 
• 7782-50-5 chlorine 
• 22608-87-3 2-amino-4,5-dimethoxybenzaldehyde 
• 37686-56-9 6-chloro-3,4-dihydroxybenzaldehyde 
• 74-88-4 methyl iodide 
• 63190-11-4 (3,4-dimethoxy-6-nitro-benzyliden)-aniline 
• 20357-25-9 6-nitroveratraldehyde 
• 18268-76-3 6-chlorovaniline 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 41001-78-9 8,9-dimethoxylphenanthridine 
• 1356199-48-8 7-[3-(benzylideneamino)methyl-4-(5'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid 
• 20624-89-9 (2-chloro-4,5-dimethoxy-phenyl)-methanol 
• 133230-10-1 2-chloro-4,5-dimethoxybenzyl bromide 
• 1033196-50-7 1-chloro-4,5-dimethoxy-2-vinylbenzene 
• 1372790-73-2 5-(4,5-dimethoxy-2-vinyl phenyl)benzo[d][1,3]-dioxole 
• 1372790-72-1 4'-fluoro-4,5-dimethoxy-2-vinylbiphenyl 
• 1372790-79-8 4'-fluoro-4,5-dimethoxy-3'-methyl-2-vinylbiphenyl 
• 1186033-47-5 C₁₁H₁₄O₃S 
• 89938-55-6 2-chloro-4-methoxy-5-hydroxybenzaldehyde 
• 18268-76-3 6-chlorovaniline 
• 949591-99-5 N-{4-[(4-aminocyclohexyl)methyl]cyclohexyl}-N-(2-chloro-4,5-dimethoxybenzyl)-4-(1H-indol-3-yl)butanamide trifluoroacetic acid salt 
• 949592-01-2 N-{4-[(4-aminocyclohexyl)methyl]cyclohexyl}-N-(2-chloro-4,5-dimethoxybenzyl)-4-[2-(4-hydroxybenzyl)-1H-indol-3-yl]butanamide trifluoroacetic acid salt 
• 58024-56-9 2-(2-chloro-4,5-dimethoxyphenyl)ethan-1-amine 

Relevant articles and documents

Structure of 4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone. X-ray and NMR study

The azlactone of 6-chloroveratraldehyde 3 (4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone) was synthesized from 6-chloroveratraldehyde 2 and its structure investigated using X-ray crystallographic and nuclear magnetic resonance methods. Compound 3 crystallized in the P21/c (#14) space group (Z = 4) with cell dimensions a = 9.148(2), b = 22.938(2), c = 6.707(1) A, and β = 111.50(2)°. The X-ray study shows that azlactone 3 exists as the Z-isomer and crystallizes as a planar structure, i.e., both the phenyl and azlactone ring systems, as well as the functional groups attached to them, lie in the same plane. The 1H and 13C NMR spectral values also support the formation of the Z-isomer only, during the synthesis of 4-(2-chloro-4,5-dimethoxybenzylidene)-2-methyl-5-oxazolone.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.

PYRAZOLO-HETEROARYL COMPOUNDS USEFUL TO TREAT TNF-ALPHA AND IL-1 MEDIATED DISEASES

A compound of formula (I) wherein the groups R1-R4, X and Y are as defined in the specification, useful to treat TNF-Alpha and IL-1 mediated diseases.