5798-80-1

Basic information

• Product Name: 3-Bromo-2-butanol
• Synonyms: 3-Bromo-2-butanol;β-Butylene bromohydrin
• CAS NO: 5798-80-1
• Molecular Formula: C₄H₉BrO
• Molecular Weight: 153.02
• Mol File: 5798-80-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Bromo-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-butanol(5798-80-1)
• EPA Substance Registry System: 3-Bromo-2-butanol(5798-80-1)

Safety Data

• Hazardous Substances Data: 5798-80-1(Hazardous Substances Data)

Upstream product

• 5780-13-2 meso-2,3-dibromo-butane 
• 598-71-0 DL-2,3-dibromobutane 
• 19246-45-8 threo-2-bromo-3-chlorobutane 
• 19246-45-8 erythro-2-bromo-3-chlorobutane 
• 1114-92-7 2,3-diacetoxybutane 
• 144698-91-9 2-bromo-1-methylpropypperoxy radical 
• 925669-95-0 2,3-cis-epoxybutane 
• 107-01-7 butene-2 
• 7732-18-5 water 
• 79-15-2 N-bromoacetamide 

Downstream Products

• 91820-01-8 (+/-)-threo-2-bromo-3-(3,5-dinitro-benzoyloxy)-butane 
• 78-93-3 butanone 
• 37887-04-0 cis-3-mercaptobutan-2-ol 
• 598-71-0 DL-2,3-dibromobutane 
• 77-74-7 3-methylpentan-3-ol 
• 1758-32-3 2,3-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 
• 1214268-84-4 4-(4-(4-(4-((2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-difluorophenyl)-1,3-dioxolan-4-ylthio)methyl)phenyl)piperazin-1-yl)phenyl)-1-(3-hydroxybutan-2-yl)-1H-1,2,4-triazol-5(4H)-one 

Relevant articles and documents

Kinetic study of the self-reactions of the BrCH2CH2O2 and BrCH(CH3CH(CH3O2 radicals between 275 and 373 K

A conventional flash photolysis technique was used to measure the self-reaction rate constants of the primary BrCH2CH2O2 (2-bromoethylperoxy) and secondary BrCH(CH3)CH(CH3)O2 (2-bromo-l-methylpropylperoxy) β-brominated peroxy radicals, at temperatures in the range of 275-373 K. The absolute UV absorption spectra of BrCH2CH2O2 and BrCH(CH3)CH(CH3)O2 were also measured and compared to those obtained previously for these radicals. The temperature dependence of the self-reaction rate constants provided the following Arrhenius expressions: k(BrCH2CH2O2 + BrCH2CH2O2) = (6.15+5.152.99) × 10-14 exp{(1247 ± 203) K/T} cm3 molecule-1 s-1 and k(BrCH(CH3)CH(CH3)O2 + BrCH(CH3)CH(CH3)O2) = (7.60+22.05-5.65) × 10-15 exp{(1305 ± 428) K/T} cm3 molecule-1 s-1, where the uncertainties represent 95% confidence limits associated with the statistical fitting procedure and include the contribution for the expanded uncertainties in the individual rate constant. These results confirm the enhancement of the peroxy radical self-reaction reactivity upon β-substitution, which is similar for Br, Cl, or OH substituents. Structure-activity relationships are proposed for self-reactions of β-substituted peroxy radicals.

2-Bromoethylperoxy and 2-Bromo-1-methylpropylperoxy Radicals: Ultraviolet Absorption Spectra and Self-reaction Rate Constants at 298 K

The self-reaction rate constants and UV absorption spectra of two brominated peroxy radicals, BrCH2CH2O2 (2-bromoethylperoxy) and (CH3)BrCHCH(CH3)O2 (2-bromo-1-methylpropylperoxy) have been measured using the molecular modulation technique.Self-reaction rate constants (kobs) of (6.2 +/- 1.2) x 10-12 and (9.6 +/- 1.9) x 10-13 cm3 molecule-1 s-1 were obtained for BrCH2CH2O2 and (CH3)BrCHCH(CH3)O2, respectively.In both cases secondary chemistry is likely to enhance the removal rate of the radicals and the given rate constants are expected to be slightly higher than the true value.The UV spectra of both radicals are broad absorptions with maxima close to 240 nm.Absolute cross-sections at 270 nm were found to be (2.2 +/- 0.4) x 10-18 and (2.8 +/- 0.6) x 10-18 cm2 molecule-1 for BrCH2CH2O2 and (CH3)BrCHCH(CH3)O2, respectively.The measured values of self-reaction rate constants and UV absorption spectra are compared to results for C2H5O2.In addition, a long-lived transient absorption was observed in the BrCH2CH2O2 experiments, and is thought to be due to BrCH2CH2OOBr, a product of an association reaction between Br atoms and BrCH2CH2O2.

HETEROGENEOUS ASYMMETRIC RING-OPENING REACTIONS OF PROCHIRAL EPOXIDES INCLUDED AS GUEST MOLECULES IN TRI-o-THYMOTIDE CLATHRATES.

Enantiomorphous tri-o-thymotide clathrates of prochiral oxiranes were submitted to the action of gaseous hydrogen halides.Ring-opening reactions ensued that differ from those reported in homogeneous phase, showing a considerable modification of the chemical reactivity of the external reagent in the host lattice.Chirality transfer from the host receptors to the guest products was also observed, but with a poor efficiency.

Gas-Phase Acid-Induced Nucleophilic Displacement Reactions. 5. Quantitative Evaluation of Neighboring-Group Participation in Bifunctional Compounds

A previous radiolytic study on the stereochemistry of gas-phase nuclephilic displacement on several classes of positively charged intermediates, formed from the attack of gaseous acids (CH5+, C2H5+, CH3FCH3+, etc.) on suitable substrates, is now completed with the assessment of the detailed mechanism and the relative extent of the other major reaction pathways accompanying them.The analysis of the stereoisomeric distribution of the neutral end products allows a quantitative evaluation of the gas-phase neighboring-group participation in such systems.A participating-group ability trend of OH >> Br >/= Cl is found, which is appreciably dependent on the nature of the leaving group and the configuration of the starting substrate.The evaluation of the adjacent-group "effective concentration" in these gaseous systems provides the first direct evidence for a gas-phase anchimerically assisted ionic reaction, involving a three-membered ring formation.The results obtained in the gas phase differ significantly from those concerning related solvolytic processes.