1450-81-3

Basic information

• Product Name: 2,5-DIBROMOVALERIC ACID
• Synonyms: 2,5-DIBROMOVALERIC ACID;2,5-Dibromopentanoicacid
• CAS NO: 1450-81-3
• Molecular Formula: C₅H₈Br₂O₂
• Molecular Weight: 259.92
• Mol File: 1450-81-3.mol

Chemical Properties

• Boiling Point: 208.75°C (rough estimate)
• Flash Point: 140.1 °C
• Appearance: /
• Density: 1.8629
• Vapor Pressure: 0.000157mmHg at 25°C
• Refractive Index: 1.5347 (estimate)
• Solubility: DCM, DMSO, Methanol
• CAS DataBase Reference: 2,5-DIBROMOVALERIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMOVALERIC ACID(1450-81-3)
• EPA Substance Registry System: 2,5-DIBROMOVALERIC ACID(1450-81-3)

Safety Data

• Hazardous Substances Data: 1450-81-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dibromovaleric Acid is used as a chemical intermediate for the synthesis of inhibitors targeting aminoglycoside-resistant bacteria. These inhibitors are crucial in the development of new antibiotics to combat the growing issue of antibiotic resistance.
Used in Biochemical Research:
In the field of biochemical research, 2,5-Dibromovaleric Acid is utilized in the preparation of sequence-specific base pair mimics. These mimics serve as topoisomerase IB inhibitors, playing a significant role in studying and understanding the mechanisms of DNA replication, transcription, and repair. The development of such inhibitors can also contribute to the discovery of novel anticancer and antiviral agents.

InChI:InChI=1/C5H8Br2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3H2,(H,8,9)

Upstream product

• 2067-33-6 5-bromopentanoic acid 
• 694-54-2 tetrahydro-2H-2-pyranol 
• 6280-87-1 δ-chlorovaleronitrile 
• 4221-03-8 5-hydroxypentanal 
• 13392-69-3 valeric acid 
• 7726-95-6 bromine 
• 54288-59-4 diethyl 2-bromo-2-(3-bromopropyl)malonate 
• 10035-10-6 hydrogen bromide 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 

Downstream Products

• 178933-83-0 C₉H₁₆Br₂O₂ 
• 77868-79-2 N-benzyl-2,5-dibromopentanamide 
• 77868-85-0 3-bromo-1-phenylpiperidin-2-one 
• 77868-78-1 2,5-Dibromo-pentanoic acid phenylamide 
• 77868-86-1 3-bromo-1-benzyl-2-piperidinone 
• 609-36-9 rac-Pro-OH 

Relevant articles and documents

A two-phase bromination process using tetraalkylammonium hydroxide for the practical synthesis of α-bromolactones from lactones

A simple and efficient method for α-brominating lactones that affords α-bromolactones under mild conditions using tetraalkylammonium hydroxide (R4N) as a base was developed. Lactones are ring-opened with Br2 and a substoichiometric amount of PBr3, leading to good yields of the corresponding α-bromocarboxylic acids. Subsequent intramolecular cyclization over 1 h using a two-phase system (H2O/CHCl3) containing R4N afforded α-bromo lactones in good yields. This method can be applied at the 10 mmol scale using simple operations. α-Bromo-δ-valerolactone, which is extremely reactive and difficult to isolate, could be isolated and stored in a freezer for about one week using the developed method. Optimizing the solvent for environmentally friendly large-scale syntheses revealed that methyl ethyl ketone (MEK) was as effective. In addition, in situ-generated α-bromo-δ-valerolactone was directly converted into a sulfur-substituted functional lactone without difficulty by reacting it with a sulfur nucleophile in one pot without isolation. This new bromination system is expected to facilitate the industrial use of α-bromolactones as important intermediates.

Method of preparing bicyclic intermediates from piperazic acid or an ester thereof useful in the manufacture of caspase inhibitors

The invention relates to a process for synthesizing piperazic acid and similar, ring-containing acids. The invention also relates to a process for simultaneously N(2)-acylating piperazic acid or an ester thereof and forming a bicyclic ring structure. The invention also relates to the use of either or both processes in a method of synthesizing a bicyclic compound useful as an intermediate for the production of an inhibitor of a caspase, particularly an inhibitor of interleukin-1β converting enzyme (“ICE”).

Derivatives of octahydro-6,10-dioxo-6H-pyridazino [1,2-a] [1,2] diazepine-1-carboxylic acid, their preparation process and their use in the preparation of therapeutically active compounds

Novel intermediates of the formulae where the substituents are defined as in the specification.

Convenient Syntheses of Cyclic Carboxamides from α,β,γ,δ and ε-halocarboxamides under Phase Transfer Conditions

Piperazine-2,5-diones (2) were prepared by N-alkylation between two molecules of α-halocarboxamides (1) in the presence of a phase transfer catalyst in yields of 64-88percent. β,γ,δ and ε-Lactams (6,9 and 13) were similarly synthesized by intramolecular N-alkylation of the corresponding halocarboxamides (5, 8 and 12) under phase transfer conditions in 53-99percent yields.Keywords--piperazine-2,5-dione; β-lactam; γ, δ, and ε lactams; bis-β-lactam; phase transfer catalyst; intramolecular N-alkylation