(4-Chloro-1-naphthyl)boronic acid

Basic Information

View in Editor

CAS Number

147102-97-4

Molecular Formula

C10H8BClO2

Molecular Weight

206.44 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

405℃ at 760 mmHg

SMILES

View in Editor

B(C1=CC=C(C2=CC=CC=C12)Cl)(O)O

InChI

InChI=1S/C10H8BClO2/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6,13-14H

InChIKey

PIHWNQAUHGAUGC-UHFFFAOYSA-N

LogP

1.1729999999999996

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

201

Synonyms & References

English

SY151593
Boronic acid, (4-chloro-1-naphthalenyl)- (9CI)
DS-18796
(4-Chloro-1-naphthyl)boronic acid
DTXSID30668516
SCHEMBL3198085
147102-97-4
W17230
EN300-125358
(4-Chloronaphthalen-1-yl)boronicacid
CS-0042898
Z1269112896
AKOS017552645
4-Chloro-1-naphthyl boronic acid
AM9640
4-Chloronaphthalene-1-boronic acid
MFCD18411295
(4-chloronaphthalen-1-yl)boronic acid
Boronic acid, B-(4-chloro-1-naphthalenyl)-
Boronic acid,(4-chloro-1-naphthalenyl)-(9ci)
1-Chloronaphthalene-4-boronic acid
Boronic acid, (4-chloro-1-naphthalenyl)-
XFA10297
Boronic acid,B-(4-chloro-1-naphthalenyl)-
(4-Chloronaphthalen-1-yl)boronic acid
Boronic acid, B-(4-chloro-1-naphthalenyl)-
AMBA00095
NE35877
AK437748
4-CHLORO-1-NAPHTHALENYLBORONIC ACID
Boronic acid, B-(4-chloro-1-napht

MDL Number

MFCD18411295

FAQ

What are the physical and chemical properties of (4-Chloro-1-naphthyl)boronic acid (CAS: 147102-97-4)?

(4-Chloro-1-naphthyl)boronic acid is a white crystalline solid with a molecular weight of approximately 231.03 g/mol. It has a low solubility in water but is soluble in organic solvents. The compound displays moderate reactivity, particularly in reactions involving boronic acid functional groups, such as Suzuki coupling. Its physical properties include a melting point of 151-153°C and a specific rotation of -10 to -15°.

How is (4-Chloro-1-naphthyl)boronic acid (CAS: 147102-97-4) typically synthesized?

(4-Chloro-1-naphthyl)boronic acid is usually synthesized via the reaction of chloronaphthalene with boron tribromide followed by treatment with sodium borohydride. This method provides good selectivity and yields, with the key steps requiring mild conditions. The synthesis typically involves the use of a fume hood to handle potentially hazardous reagents.

What industries use (4-Chloro-1-naphthyl)boronic acid (CAS: 147102-97-4)?

(4-Chloro-1-naphthyl)boronic acid finds application in various industries, particularly in pharmaceuticals and organic synthesis. It serves as a key reagent in the synthesis of complex organic molecules and pharmaceutical intermediates. Its use in polymer chemistry and sensor technology is also growing, leveraging its boronic acid functionality for specific chemical interactions and reactivities.

What precautions should be taken when handling (4-Chloro-1-naphthyl)boronic acid (CAS: 147102-97-4)?

When handling (4-Chloro-1-naphthyl)boronic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize the risk of inhalation. Spills should be cleaned up with care, using suitable absorbents, and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.