2,4-diMethoxyquinoline
- Product Name
- 2,4-diMethoxyquinoline
- CAS No.
- 40335-00-0
- Chemical Name
- 2,4-diMethoxyquinoline
- Synonyms
- Yu Borylation Ligand;2,4-diMethoxyquinoline;Quinoline, 2,4-dimethoxy-
- CBNumber
- CB02703594
- Molecular Formula
- C11H11NO2
- Formula Weight
- 189.21
- MOL File
- 40335-00-0.mol
2,4-diMethoxyquinoline Property
- Melting point:
- 82 °C
- Boiling point:
- 272.9±20.0 °C(Predicted)
- Density
- 1.148±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder
- pka
- 4.56±0.50(Predicted)
- InChI
- 1S/C11H11NO2/c1-13-10-7-11(14-2)12-9-6-4-3-5-8(9)10/h3-7H,1-2H3
- InChIKey
- XSZBLRGKCBUWRJ-UHFFFAOYSA-N
- SMILES
- COC1=CC(OC)=NC2=CC=CC=C21
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- ALD00506
- Product name
- Yu Borylation Ligand
- Purity
- ≥95%
- Packaging
- 250mg
- Price
- $33.1
- Updated
- 2023/06/20
- Product number
- A516767
- Product name
- 2,4-Dimethoxyquinoline
- Purity
- 95%
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CD11128632
- Product name
- 2,4-Dimethoxyquinoline
- Purity
- 95+%
- Packaging
- 5g
- Price
- $232
- Updated
- 2021/12/16
- Product number
- A516767
- Product name
- 2,4-Dimethoxyquinoline
- Purity
- 95%
- Packaging
- 5g
- Price
- $264
- Updated
- 2021/12/16
- Product number
- CM223344
- Product name
- 2,4-Dimethoxyquinoline
- Purity
- 95%
- Packaging
- 1g
- Price
- $281
- Updated
- 2021/12/16
2,4-diMethoxyquinoline Chemical Properties,Usage,Production
Uses
The Yu Borylation Ligand in tandem with bis(pinacolato)diboron (Aldrich 473294) under palladium catalysis can promote direct borylation of C(sp3)-H bonds. Yu and coworkers have displayed this on both alanine-derived amides and cyclopropanes with directing group assistance from the Yu-Wasa Auxiliary (Aldrich 791806).
General Description
Yu Borylation Ligand, also referred to as 2,4-dimethoxyquinoline, has been developed by Professor Jin-Quan Yu and coworkers. 2,4-dimethoxyquinoline can be prepared by reacting 2,4-dichloroquinoline with sodium methoxide.
reaction suitability
reagent type: catalyst
reagent type: ligand
reaction type: C-H Activation
Synthesis
124-41-4
703-61-7
40335-00-0
To 2,4-dichloroquinoline (suspension in 100 mL of methanol) was added sodium methanolate (50 g). The reaction mixture was heated to reflux for 48 hours. After completion of the reaction, it was cooled to room temperature and the solid was separated by filtration. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was dissolved in water and extracted with dichloromethane (CH2Cl2). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give 2,4-dimethoxyquinoline as a white solid (13 g, 74% overall yield in two steps).
References
[1] E-Journal of Chemistry, 2010, vol. 7, # 3, p. 1066 - 1070
[2] Patent: US2015/231142, 2015, A1. Location in patent: Paragraph 0378
2,4-diMethoxyquinoline Preparation Products And Raw materials
Raw materials
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