2-Chloro-6-methoxyphenylboronic acid
Basic information
- CAS
385370-80-9- Standard SMILES
COc1cccc(Cl)c1B(O)O- InChIKey
XNWCIDBPLDKKAG-UHFFFAOYSA-N- Molecular formula
- C7H8BClO3
- Average molar mass
- 186.4 g/mol
- Monoisotopic mass
- 186.025502
Overview
See other relationships...
Names & identifiers
- Preferred name
- 2-Chloro-6-methoxyphenylboronic acid
- IUPAC
- (2-chloro-6-methoxyphenyl)boronic acid
- English name
- 2-Chloro-6-methoxyphenylboronic acid
- Molecular formula
- C7H8BClO3
- Molecular weight
- 186.4
Names & synonyms
2-Chloro-6-methoxyphenylboronic acid385370-80-9(2-chloro-6-methoxyphenyl)boronic acidMFCD040398782-CHLORO-6-METHOXYBENZENEBORONIC ACID2-Chloro-6-methoxyphenylboronic acid(contains varying amounts of Anhydride)2-Chloro-6-methoxyphenylboronicacidBORONIC ACID, (2-CHLORO-6-METHOXYPHENYL)-(2-chloro-6-methoxy-phenyl)boronic Acid2-Chloro-6-methoxyphenylboronic acid, 385370-80-9, (2-chloro-6-methoxyphenyl)boronic acid, ACMC-1AEXO, AC1MP1WE, SureCN952255, 512753_ALDRICH, CTK4I0127, MolPort-000-931-761, ANW-28919, SBB071203, AKOS004114101, AB17444, AG-F-35888, AG-L-23146, RL03470, AK-40420, BP-20157, KB-22719, (2-chloranyl-6-methoxy-phenyl)boronic acidSCHEMBL29806937DTXSID20391942
Show more names
2-chloro-6-methoxyphenyl)-2-Chloro-6-methoxyphenylboronicaci6-Chloro-4-methoxyphenylboronic acid6-Chloro-2-methoxyphenylboronic acidBoronicacid,B-(2-chloro-6-methoxyphenyl)-2-Chloro-6-methoxyphenylboronic acid >=95%Boronic acid, (2-chloro-6-methoxyphenyl)- (9CI)
XNWCIDBPLDKKAG-UHFFFAOYSA-N2-chloro,6-methoxyphenyl boronic acid2-chloro-6-methoxy-phenylboronic acidAKOS0041141012-chloro-6-methoxybenzene boronic acidAB17444CS-W016885(2-chloro-6-methyoxyphenyl)boronic acid
Database identifiers
- CAS
385370-80-9- PubChem CID
- 3378271
- DTXSID
DTXSID20391942
Properties
Computed structural properties
- Topological polar surface area
- 49.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 145
Physicochemical properties
- Melting point
- 162 · 162-165 °C (lit.)
- Boiling point
- 355.5 · 355.5±52.0 °C(Predicted)
- Density
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- pka
- 8.26 · 8.26±0.58(Predicted)
- color
- White to Almost white
- InChI
- 1S/C7H8BClO3/c1-12-6-4-2-3-5(9)7(6)8(10)11/h2-4,10-11H,1H3
- InChIKey
- XNWCIDBPLDKKAG-UHFFFAOYSA-N
- SMILES
- COc1cccc(Cl)c1B(O)O
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2931900090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- IRRITANT
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Applications
Usessuzuki reaction
Uses2-Chloro-6-methoxyphenylboronic acid can be used as a reactant: In the palladium-catalyzed Suzuki-Miyaura coupling reaction. To synthesize canthin-6-one alkaloids by reacting with 8-bromo-1,5-naphthyridin-2-one via Pd-catalyzed Suzuki coupling and Cu-catalyzed amidation reactions. To prepare tryptamines via Suzuki coupling of vinylsulfonylmethyl resin-bound bromotryptamine.
Related reactions
11 records
Compound notes
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