2-(1-Adamantyl)-4-bromophenol
- Product Name
- 2-(1-Adamantyl)-4-bromophenol
- CAS No.
- 104224-68-2
- Chemical Name
- 2-(1-Adamantyl)-4-bromophenol
- Synonyms
- 2-(1-Adamantyl)-4-br;4-BROMO-2-ADAMANTYL PHENOL;2-ADAMANTANE-4-BROMOANISOLE;(2-ADAMANTYL)-4-BROMOPHENOL;2-(2-adamantyl)-4-bromophenol;2-(1-ADAMANTYL)-4-BROMOPHENOL;2-(Adamantan-1-yl)-4-bromophenol;2-(Adamantan-1-yl)-4-bromophenol 98%;2-(1-Adamantyl)-4-bromophenol (Adapalene);Phenol, 4-bromo-2-tricyclo[3.3.1.13,7]dec-1-yl-
- CBNumber
- CB9339345
- Molecular Formula
- C16H19BrO
- Formula Weight
- 307.23
- MOL File
- 104224-68-2.mol
2-(1-Adamantyl)-4-bromophenol Property
- Melting point:
- 137-141
- Boiling point:
- 392.0±35.0 °C(Predicted)
- Density
- 1.442±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 9.56±0.43(Predicted)
- Appearance
- Off-white to light yellow Solid
- 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
- SMILES
- C1(O)=CC=C(Br)C=C1C12CC3CC(CC(C3)C1)C2
- CAS DataBase Reference
- 104224-68-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 2907290090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A210050
- Product name
- 2-(Adamantan-1-yl)-4-bromophenol
- Packaging
- 250mg
- Price
- $1260
- Updated
- 2021/12/16
- Product number
- 090786
- Product name
- 2-(1-Adamantyl)-4-bromophenol
- Purity
- 95+%
- Packaging
- 1g
- Price
- $76
- Updated
- 2021/12/16
- Product number
- OR3491
- Product name
- 2-(Adamantan-1-yl)-4-bromophenol
- Purity
- 98%
- Packaging
- 1g
- Price
- $82
- Updated
- 2021/12/16
- Product number
- FA70832
- Product name
- 2-(1-Adamantyl)-4-bromophenol
- Packaging
- 5G
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 2201-9-01
- Product name
- 2-(Adamantan-1-yl)-4-bromophenol
- Purity
- 98%
- Packaging
- 1g
- Price
- $96
- Updated
- 2021/12/16
2-(1-Adamantyl)-4-bromophenol Chemical Properties,Usage,Production
Chemical Properties
White powder
Uses
2-(Adamantan-1-yl)-4-bromophenol is an intermediate in the synthesis of Adapalene (A225000), a retinoid selective for retinoic acid receptor (RAR) subtypes β and γ; an antiacne agent.
Synthesis
106-41-2
768-95-6
104224-68-2
Preparation of 2-(1-adamantyl)-4-bromophenol (III): 4-bromophenol (10.0 g, 57.8 mmol) was dissolved in methanesulfonic acid (15 mL) with 1-adamantanol (8.78 g, 57.76 mmol), and the reaction was stirred for 3 hr at 70 °C. After completion of the reaction, the mixture was cooled to room temperature and diluted with deionized water (50 mL). The precipitated white solid was collected by filtration, washed several times with deionized water and subsequently dried to afford the target product 2-(1-adamantyl)-4-bromophenol (III). [Yield: 17 g, Yield: 97%]
References
[1] Bioorganic Chemistry, 2011, vol. 39, # 4, p. 151 - 158
[2] RSC Advances, 2016, vol. 6, # 73, p. 68560 - 68567
[3] Organic Process Research and Development, 2006, vol. 10, # 2, p. 285 - 288
[4] Beilstein Journal of Organic Chemistry, 2012, vol. 8, p. 227 - 233
[5] Patent: WO2007/125542, 2007, A2. Location in patent: Page/Page column 13-14
2-(1-Adamantyl)-4-bromophenol Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-(1-Adamantyl)-4-bromophenol manufacturers
- Product
- 2-(1-Adamantyl)-4-bromophenol 104224-68-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 2000
- Release date
- 2025-06-19
- Product
- 2-(1-Adamantyl)-4-bromophenol 104224-68-2
- Price
- US $0.00-0.00/g
- Min. Order
- 10g
- Purity
- 98%+
- Supply Ability
- 100kgs per Month
- Release date
- 2022-10-17
- Product
- 2-(1-Adamantyl)-4-bromophenol 104224-68-2
- Price
- US $100.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2020-11-16