[3-(Methoxycarbonyl)phenyl]boronic acid

Basic Information

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CAS Number

99769-19-4

Molecular Formula

C8H9BO4

Molecular Weight

179.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

205-208 °C

Boiling Point

359.9℃ at 760 mmHg

Density

1.25

Water Solubility

Reacts with water.

Flash Point

171.5℃

Refractive Index

1.532

SMILES

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B(C1=CC(=CC=C1)C(=O)OC)(O)O

InChI

InChI=1S/C8H9BO4/c1-13-8(10)6-3-2-4-7(5-6)9(11)12/h2-5,11-12H,1H3

InChIKey

ALTLCJHSJMGSLT-UHFFFAOYSA-N

LogP

-0.8470000000000002

Topological Polar Surface Area

66.76 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

183

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

[3-(methoxycarbonyl)phenyl]boronic acid
99769-19-4
MFCD02093046
3-methoxycarbonyl phenylboronic acid
AB10721
3-methoxycarbonylphenyl-boronic acid
[3-(methoxycarbonyl)]phenylboronic acid
FT-0613801
EN300-755145
3-(methoxycarbonyl) phenylboronic acid
{3-[(methyloxy)carbonyl]phenyl}boronic acid
Z1203162066
3-methoxycarbonyl-phenyl boronic acid
3-carbomethoxy-phenylboronic acid
BCP23041
(3-methoxycarbonylphenyl)boronic acid
methyl 3-(dihydroxyboranyl)benzoate
3-carbomethoxyphenylboronic acid
BP-13292
3-(methoxycarbonyl)phenylboronic acid;Methyl 3-boronobenzoate;3-Methoxycarbonylphenylboronic acid
SY003282
3-(CARBOMETHOXY)PHENYLBORONIC ACID
3-Methoxycarbonylphenylboronic acid
3-methyoxycarbonylphenyl boronic acid
AKOS000264854
CS-W004091
HY-W004091
FT-0652172
AS-3095
A15948
3-(methoxycarbonyl)-phenyl boronic acid

MDL Number

MFCD02093046

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4)?

The compound [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4) is a white crystalline solid with a molecular weight of approximately 224.24 g/mol. It has a low solubility in water (2.5 mg/mL) but is more soluble in organic solvents such as acetonitrile and methanol. The compound exhibits good reactivity in various chemical reactions, particularly in Suzuki coupling reactions due to the presence of the boronic acid moiety.

How is [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4) typically synthesized?

The compound [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4) can be synthesized via several methods. One common approach involves the reaction of 3-(methoxycarbonyl)phenylboronic acid pinacol ester with methanol in the presence of a base such as sodium hydride. The yield is generally around 70-75%, and the reaction is performed under an inert atmosphere to prevent oxidation.

What industries use [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4)?

The compound [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4) is widely used in the pharmaceutical industry for the synthesis of drug intermediates due to its reactivity in coupling reactions. It is also utilized in the polymer industry for the synthesis of functional polymers and in sensor technology for detecting specific chemical species. Additionally, it plays a role in the semiconductor industry as a precursor in the manufacturing of certain materials.

What precautions should be taken when handling [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4)?

When handling [3-(Methoxycarbonyl)phenyl]boronic acid (CAS: 99769-19-4), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a closed container in a cool, dry place away from direct sunlight. In case of a spill, avoid inhaling the dust and handle it with a fume hood. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.