(3-(Methoxycarbonyl)-4-methylphenyl)boronic acid

Name: (3-(Methoxycarbonyl)-4-methylphenyl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1048330-10-4
Cat. No. CS-B1254
Purity≥97%
MDL No.MFCD13191800

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(3-(Methoxycarbonyl)-4-methylphenyl)boronic acid|CS-B1254

Structure of 1048330-10-4

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General Information

CAS No. 1048330-10-4
Cat. No. CS-B1254
Purity ≥97%
MDL No. MFCD13191800
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BO₄
Molecular Weight 193.99
Synonym(s) Benzoic acid,5-borono-2-methyl-,1-methyl ester
SMILES O=C(C1=CC(B(O)O)=CC=C1C)OC

Description

This boronate moiety integrates a methoxycarbonyl group and methyl substituent, enhancing solubility and stability under standard conditions. The para-substituted phenylboronic acid enables efficient Suzuki-Miyaura coupling with minimal protodeboronation.

Application

(3-(Methoxycarbonyl)-4-methylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-substituted aryl boronic acid structure offers enhanced stability and compatibility with diverse functional groups, facilitating direct incorporation into complex scaffolds. The methoxycarbonyl and methyl substituents provide orthogonal reactivity handles for downstream transformations, making it ideal for synthesizing biaryl intermediates and heterocyclic systems in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  478375-39-2
- ~%
- In-stock
  
  1048330-10-4
References
- Imanishi, Masashi; Nakajima, Yutaka; Tomishima, Yasuyo; Hamashima, Hitoshi; Washizuka, Kenichi; Sakurai, Minora; Matsui, Shigeo; Imamura, Emiko; Ueshima, Koji; Yamamoto, Takao; Yamamoto, Nobuhiro; Ishikawa, Hirofumi; Nakano, Keiko; Unami, Naoko; Hamada, Kaori; Matsumura, Yasuhiro; Takamura, Fujiko; Hattori, Kouji Journal of Medicinal Chemistry, 2008 , vol. 51, # 15 p. 4804 - 4822
Route2
- In-stock
  
  79669-50-4
- ~%
- In-stock
  
  1048330-10-4
References
- Imanishi, Masashi; Nakajima, Yutaka; Tomishima, Yasuyo; Hamashima, Hitoshi; Washizuka, Kenichi; Sakurai, Minora; Matsui, Shigeo; Imamura, Emiko; Ueshima, Koji; Yamamoto, Takao; Yamamoto, Nobuhiro; Ishikawa, Hirofumi; Nakano, Keiko; Unami, Naoko; Hamada, Kaori; Matsumura, Yasuhiro; Takamura, Fujiko; Hattori, Kouji Journal of Medicinal Chemistry, 2008 , vol. 51, # 15 p. 4804 - 4822

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 66.76
LogP -0.53858
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(3-(Methoxycarbonyl)-4-methylphenyl)boronic acid

CAS No. 1048330-10-4

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