2-Iodo-5-methoxyphenylboronic Acid - CAS 89694-50-8
Catalog: |
BB039573 |
Product Name: |
2-Iodo-5-methoxyphenylboronic Acid |
CAS: |
89694-50-8 |
Synonyms: |
(2-iodo-5-methoxyphenyl)boronic acid; (2-iodo-5-methoxyphenyl)boronic acid |
IUPAC Name: | (2-iodo-5-methoxyphenyl)boronic acid |
Description: | MIBA can be used to promote direct amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents. Used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents.Direct Amidation of Carboxylic Acids Catalyzed by ortho-Iodo Arylboronic Acids: Catalyst Optimization, Scope, and Preliminary Mechanistic Study Supporting a Peculiar Halogen Acceleration Effect. |
Molecular Weight: | 277.85 |
Molecular Formula: | C7H8IO3B |
Canonical SMILES: | B(C1=C(C=CC(=C1)OC)I)(O)O |
InChI: | InChI=1S/C7H8BIO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4,10-11H,1H3 |
InChI Key: | XQYAEIDOJUNIGY-UHFFFAOYSA-N |
Melting Point: | 202-207 °C |
Flash Point: | Not applicable |
Purity: | 96 % |
Storage: | 2-8 °C |
MDL: | MFCD26793796 |
LogP: | -0.02040 |
GHS Hazard Statement: | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
23013456 | 20121005 | Direct amidation of carboxylic acids catalyzed by ortho-iodo arylboronic acids: catalyst optimization, scope, and preliminary mechanistic study supporting a peculiar halogen acceleration effect | The Journal of organic chemistry |
Complexity: | 145 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 277.96112 |
Formal Charge: | 0 |
Heavy Atom Count: | 12 |
Hydrogen Bond Acceptor Count: | 3 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 277.96112 |
Rotatable Bond Count: | 2 |
Topological Polar Surface Area: | 49.7 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
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