121519-00-4

Basic information

• Product Name: 5-BROMO-2-(TERT-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE
• Synonyms: 5-BROMO-2-(T-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE;5-BROMO-2-(TERT-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE;5-BROMO-2-(TERT-BUTYLDIMETHYLSILYL)PYRI&;5-BROMO-2-(t-BUTYLDIMETHYLSILYL)PYRIMIDINE;5-Bromo-2-(tert-butyldimethylsiloxy)pyrimidine;5-Bromo-2-{[(tert-butyl)dimethylsilyl]oxy}-1,3-diazine, [(5-Bromopyrimidin-2-yl)oxy](tert-butyl)dimethylsilane
• CAS NO: 121519-00-4
• Molecular Formula: C10H17BrN2OSi
• Molecular Weight: 289.24
• Product Categories: Pyrimidine;Heterocyclic Compounds;Halogenated;Organohalides;PyrimidinesHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines
• Mol File: 121519-00-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 296.2 °C at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1,232 g/cm3
• Vapor Pressure: 0.00257mmHg at 25°C
• Refractive Index: n20/D 1.5090(lit.)
• Storage Temp.: 2-8°C
• PKA: -0.32±0.22(Predicted)
• CAS DataBase Reference: 5-BROMO-2-(TERT-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-(TERT-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE(121519-00-4)
• EPA Substance Registry System: 5-BROMO-2-(TERT-BUTYLDIMETHYLSILYLOXY)PYRIMIDINE(121519-00-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT, AIR SENSITIVE, MOISTUR
• Hazardous Substances Data: 121519-00-4(Hazardous Substances Data)

Usage

Uses

5-Bromo-2-tert-butyldimethylsilyloxy-pyrimidine (CAS# 121519-00-4) can be used to manufacture n-conjugated electrons conducting polymers.

InChI:InChI=1/C10H17BrN2OSi/c1-10(2,3)15(4,5)14-9-12-6-8(11)7-13-9/h6-7H,1-5H3

Upstream product

• 38353-06-9 5-bromo-1H-pyrimidin-2-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 121487-07-8 2-tert-butyldimethylsilyloxy-5-(α-hydroxybenzyl)pyrimidine 

Relevant articles and documents

Lithiation and Thiylation of 5-Bromopyrimidines

5-Thiylated pyrimidines have been prepared by cyclization reactions, and by reactions involving lithiated pyrimidine intermadiates. tert-Butyldimethylsilyl, trimethylsilyl, isopropyl and tert-butyl groups have been tried as O-protecting groups in the lithiation of 5-bromo-2(1H)-pyrimidinone.The trimethylsilyl group is cleaved during lithiation and the tert-butyldimethylsilyl group is cleaved by thiolates generated from disufides during the thiylation. tert-Butyldimethylsilyl chloride together with a base in dichloromethane was used for O-silylation of pyrimidin-2-ones. tert-Butyldimethylsilyl 2-pyrimidinyl ethers are cleaved by acetic acid in chloroform.