In the realm of fine chemicals, Tert-Butyl 5-Bromopentanoate (CAS 88987-42-2) stands out as a versatile and crucial intermediate with a significant role in organic synthesis. This compound, also known by its synonym tert-butyl 5-bromovalerate, is essential for researchers and manufacturers engaged in creating complex molecules, particularly within the pharmaceutical and agrochemical industries.

Chemical Identity and Properties

Tert-Butyl 5-Bromopentanoate is an ester derived from 5-bromopentanoic acid and tert-butanol. Its molecular formula is C9H17BrO2, and its molecular weight is approximately 237.13 g/mol. It typically presents as a liquid, ranging in color from colorless to a light yellow hue. The presence of a reactive bromine atom at one end of the carbon chain and a tert-butyl ester at the other provides it with valuable synthetic utility.

Key physical and chemical properties include:

  • Appearance: Colorless to light yellow liquid.
  • Boiling Point: 93 °C at 1.6 Torr.
  • Density: Approximately 1.223 ± 0.06 g/cm³.
  • Solubility: Slightly soluble in water.
  • Reactivity: The alkyl bromide moiety is reactive towards nucleophilic substitution, making it an effective alkylating agent. The tert-butyl ester group offers protection for the carboxylic acid functionality and can be selectively cleaved.

Synthesis of Tert-Butyl 5-Bromopentanoate

The preparation of Tert-Butyl 5-Bromopentanoate typically involves the esterification of 5-bromopentanoic acid. A common synthetic route described in chemical literature and patents involves reacting 5-bromovaleric acid with tert-butanol. This reaction is often facilitated by coupling agents such as dicyclohexylcarbodiimide (DCC) in the presence of catalysts like 4-(dimethylamino)pyridine (DMAP). The reaction is usually carried out in an anhydrous solvent like dichloromethane and may proceed at room temperature overnight. Following the reaction, standard work-up procedures, including washing and drying the organic layer, are employed, and the crude product is purified, often via column chromatography, to yield the desired ester.

Industrial Applications

The utility of Tert-Butyl 5-Bromopentanoate extends to several critical industrial and research areas:

  • Pharmaceutical Industry: It serves as a key intermediate in the synthesis of various active pharmaceutical ingredients (APIs) and drug candidates, contributing to the development of new therapeutics.
  • Agrochemical Sector: The compound is used as a building block in the synthesis of novel pesticides, herbicides, and fungicides, supporting advancements in crop protection.
  • Biotechnology: It plays a role in the preparation of haptens, which are essential for producing antibodies used in diagnostic kits and research assays.

Finding Reliable Suppliers

For chemists and procurement professionals seeking to buy Tert-Butyl 5-Bromopentanoate (CAS 88987-42-2), identifying a reliable manufacturer and supplier is crucial. Leading chemical suppliers, particularly those based in China, offer this intermediate with high purity and competitive pricing. When sourcing this chemical, it is important to look for suppliers who can provide:

  • High Purity Products: Ensure the product meets your required purity standards (e.g., 99%).
  • Consistent Quality: Batch-to-batch consistency is vital for reproducible results.
  • Competitive Pricing: Especially for bulk purchases, as this can significantly impact project costs.
  • Prompt Delivery: Reliable lead times and efficient shipping are essential for project timelines.

Requesting a quote from multiple suppliers will help in securing the best terms for your needs. Focus on suppliers who clearly list their product's CAS number, purity, and specifications.

In conclusion, Tert-Butyl 5-Bromopentanoate (CAS 88987-42-2) is a valuable and versatile chemical intermediate. Its specific properties and reactivity make it indispensable for advanced organic synthesis, and a focus on sourcing from reputable manufacturers ensures its effective utilization in critical industrial applications.