2-(Adamantan-1-yl)-4-bromophenol

Basic Information

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CAS Number

104224-68-2

Molecular Formula

C16H19BrO

Molecular Weight

307.23 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

138-142 ºC

SMILES

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C1C2CC3CC1CC(C2)(C3)C4=C(C=CC(=C4)Br)O

InChI

InChI=1S/C16H19BrO/c17-13-1-2-15(18)14(6-13)16-7-10-3-11(8-16)5-12(4-10)9-16/h1-2,6,10-12,18H,3-5,7-9H2

InChIKey

NYJXKHIVLGWPCF-UHFFFAOYSA-N

LogP

4.622500000000003

Topological Polar Surface Area

20.23 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

299

Safety Information

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Hazard Statement

Synonyms & References

English

2-(2-adamantyl)-4-bromo-phenol
AKOS040768943
AB04265
Q-200135
NYJXKHIVLGWPCF-UHFFFAOYSA-N
MFCD00169077
AKOS003368557
C71173
2-(Adamantan-1-yl)-4-bromophenol
FT-0642564
2-ADAMANTYL-4-BROMOPHENOL
104224-68-2
SCHEMBL178123
2-(1-adamantyl)-4-bromo-phenol
C16H19BrO
3-adamantan-1-yl-4-hydroxy-bromobenzene
AC-7764
2-(1-Adamantyl)-4-bromophenol
2-adamantan-1-yl-4-bromophenol
CS-0335555
A800933
AS-9456
4-BROMO-2-ADAMANTYL PHENOL
(2-ADAMANTYL)-4-BROMOPHENOL
2-ADAMANTANE-4-BROMOANISOLE
2-(1-Adamantyl)-4-bromophenol (Adapalene)
2-Adamantyl-4-bromophenol
2-(1-Adamantyl)-4-br

MDL Number

MFCD00169077

Customs Code

2908199090

FAQ

What are the physical and chemical properties of 2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2)?

2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2) is a crystalline solid with a molecular weight of approximately 302.2 g/mol. It has a low solubility in water and is soluble in organic solvents such as ethanol and chloroform. This compound is known for its limited reactivity, showing basic properties due to the phenolic hydroxyl group and limited reactivity due to the bromine substituent.

How is 2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2) typically synthesized?

2-(Adamantan-1-yl)-4-bromophenol can be synthesized through a multi-step process. Typically, bromination of 4-hydroxyphenyl adamantane using N-bromosuccinimide (NBS) in an organic solvent like dichloromethane is employed. This reaction requires UV light or heat for activation, followed by purification through recrystallization or column chromatography to obtain the desired product.

What industries use 2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2)?

2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2) is primarily used in the pharmaceutical industry for the synthesis of certain drug intermediates. It also has applications in the polymer industry as a monomer for specialized polymers. Additionally, it is used in the development of chemical sensors due to its unique reactivity and stability.

What precautions should be taken when handling 2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2)?

When handling 2-(Adamantan-1-yl)-4-bromophenol (CAS: 104224-68-2), proper personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight and other reactive materials. In the event of a spill, it should be handled with care using appropriate spill kits. Always consult the Safety Data Sheet (SDS) for specific handling instructions and emergency procedures.