71765-95-2

Basic information

• Product Name: 16-bromoestrone
• Synonyms: 16-bromoestrone
• CAS NO: 71765-95-2
• Molecular Formula: C18H21 Br O2
• Molecular Weight: 0
• Mol File: 71765-95-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 481.2°C at 760 mmHg
• Flash Point: 244.8°C
• Appearance: /
• Density: 1.416g/cm³
• Vapor Pressure: 6.93E-10mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 16-bromoestrone(CAS DataBase Reference)
• NIST Chemistry Reference: 16-bromoestrone(71765-95-2)
• EPA Substance Registry System: 16-bromoestrone(71765-95-2)

Safety Data

• Hazardous Substances Data: 71765-95-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H21BrO2/c1-18-7-6-13-12-5-3-11(20)8-10(12)2-4-14(13)15(18)9-16(19)17(18)21/h3,5,8,13-16,20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1

Upstream product

• 901-93-9 oestrone acetate 
• 20592-42-1 estra-1,3,5⁽¹⁰⁾,16-tetraene-3,17-diol diacetate 
• 1239-35-6 16α-bromo-3-hydroxy-1,3,5(10)-estratrien-17-one 3-acetate 
• 53-16-7 Estrone 

Downstream Products

• 100702-71-4 17β-cyano-16α,17α-epoxy-1,3,5(10)-estratrien-3-ol 
• 81072-43-7 sodium 16-oxo-17β-hydroxy-1,3,5(10)-estratrien-3-yl sulfate 
• 81072-42-6 sodium 17-oxo-16α-hydroxy-1,3,5(10)-estratrien-3-yl sulfate 

Relevant articles and documents

PREPARATION OF 16-SUBSTITUTED 3-HYDROXYESTRA-1,3,5(10)-TRIENE-17-ONE STARTING WITH THE BROMINATION OF ESTRONE ACETATE

The bromination of estrone acetate (Ia) leads to a mixture of acetates of 16α-bromo-16β-bromo-, and 16,16-dibromoestrone (IIa, IIIa, and IVa) in a ratio of 63:28:9.On treatment with an aqueous methanolic solution of potash, depending on the conditions, a mixture of (IIa) and (IIIa) gives 3,16α-dihydroxyestra-1,3,5(10)-trien-17-one (V) or 3,17β-dihydroxyestra-1,3,5(10)-trien-16-one (VI).When 5 g of (Ia) was brominated with 2.8 g of Br2 in chloroform and the products were chromatographed on silica gel, 0.36 g of (IVa), C20H22Br2O3, mp 165-166 deg C (from ether) 0.37 g of (IIIa), mp 169-170.5 deg C, 4.6 g of a mixture of (IIa) and (IIIa), 30 mg of (Ia) and 0.2 g of a mixture of 16α- and 16β-bromoestrones was obtained.The action of potash on a mixture of (IIa) and (IIIa) in aqueous MeOH at 20 deg C led to the epimerization of the (IIa) into (IIIa) and then the conversion of the latter into (V) with mp 203.5-206 deg C; diacetate with mp 172-173 deg C (acetone-ethanol).Similarly, but with heating (98 deg C, 3 h), a mixture of (IIa) and (IIIa) was converted into (VI), with mp 234-236 deg C.Characteristics of the IR and PMR spectra of the compounds obtained are given.

Syntheses of Seleno Estrogens

The syntheses of phenylseleno and methylseleno analogues of estradiol are described.

Estrogen receptor based imaging agents. 1. Synthesis and receptor binding affinity of some aromatic and D-ring halogenated estrogens

Steroidal and nonsteroidal estrogens substituted with halogens ortho to the phenolic hydroxyl group and in the D ring at C-16 have been prepared as potential estrogen receptor-based imaging agents for human breast tumors. Estrogens bearing an aromatic flu