3210-08-0

Basic information

• Product Name: 4-iodo-1-butanol
• Synonyms: 4-iodo-1-butanol
• CAS NO: 3210-08-0
• Molecular Formula: C₄H₉IO
• Molecular Weight: 200.01813
• Mol File: 3210-08-0.mol

Chemical Properties

• Melting Point: 103-104 °C
• Boiling Point: 72 °C
• Appearance: /
• Density: 1.803±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 15.01±0.10(Predicted)
• CAS DataBase Reference: 4-iodo-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-iodo-1-butanol(3210-08-0)
• EPA Substance Registry System: 4-iodo-1-butanol(3210-08-0)

Safety Data

• Hazardous Substances Data: 3210-08-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-iodo-1-butanol is used as a synthetic intermediate for the production of various pharmaceuticals. Its ability to introduce the iodine functional group into organic compounds makes it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 4-iodo-1-butanol serves as an intermediate in the synthesis of agrochemicals, contributing to the creation of products designed to enhance crop protection and yield.
Used in Organic Synthesis:
4-iodo-1-butanol is utilized as a reagent in organic synthesis, where it facilitates the introduction of iodine into organic compounds. This function is crucial for the development of new chemical entities with specific properties and applications.
Safety and Environmental Considerations:
Given its classification as a hazardous substance, 4-iodo-1-butanol requires careful handling to prevent health risks associated with inhalation, ingestion, or skin contact. Additionally, proper measures must be taken to mitigate environmental hazards that may arise from its release into air, water, or soil.

Upstream product

• 109-99-9 tetrahydrofuran 
• 110-63-4 Butane-1,4-diol 
• 147043-22-9 (2,2'-bipyridine)Ni(OCH₂CH₂CH₂CH₂) 

Downstream Products

• 92511-12-1 1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane 
• 821798-36-1 C₁₈H₂₀O₅ 
• 2683-56-9 4-(N,N-diethylamino)-1-butanol 
• 4672-11-1 4-piperidin-1-yl-butan-1-ol 
• 57740-07-5 1-(4-hydroxybutyl)cyclohexan-1-ol 
• 5851-37-6 4-(phenylthio)butan-1-ol 
• 169556-13-2 N-(4-hydroxybutyl)-N-methylaniline 
• 149365-02-6 4-[(tert-butyldiphenylsilyl)oxy]-1-iodobutane 
• 1846-18-0 2-[2,2-dimethyl-1-phenylpropyl]propanedinitrile 
• 112654-26-9 2-Allyl-2-(5-hydroxy-1-phenyl-pentyl)-malononitrile 
• 41049-30-3 2-(4-iodobutoxy)tetrahydropyran 

Relevant articles and documents

Dialkyl Ether Formation at High-Valent Nickel

In this article, we investigated the I2-promoted cyclic dialkyl ether formation from 6-membered oxanickelacycles originally reported by Hillhouse. A detailed mechanistic investigation based on spectroscopic and crystallographic analysis revealed that a putative reductive elimination to forge C(sp3)-OC(sp3) using I2 might not be operative. We isolated a paramagnetic bimetallic NiIII intermediate featuring a unique Ni2(OR)2 (OR = alkoxide) diamond-like core complemented by a μ-iodo bridge between the two Ni centers, which remains stable at low temperatures, thus permitting its characterization by NMR, EPR, X-ray, and HRMS. At higher temperatures (>-10 °C), such bimetallic intermediate thermally decomposes to afford large amounts of elimination products together with iodoalkanols. Observation of the latter suggests that a C(sp3)-I bond reductive elimination occurs preferentially to any other challenging C-O bond reductive elimination. Formation of cyclized THF rings is then believed to occur through cyclization of an alcohol/alkoxide to the recently forged C(sp3)-I bond. The results of this article indicate that the use of F+ oxidants permits the challenging C(sp3)-OC(sp3) bond formation at a high-valent nickel center to proceed in good yields while minimizing deleterious elimination reactions. Preliminary investigations suggest the involvement of a high-valent bimetallic NiIII intermediate which rapidly extrudes the C-O bond product at remarkably low temperatures. The new set of conditions permitted the elusive synthesis of diethyl ether through reductive elimination, a remarkable feature currently beyond the scope of Ni.

NEW REAGENTS 3 : ALUMINIUM IODIDE - A HIGHLY REGIOSELECTIVE ETHER-CLEAVING REAGENT WITH NOVEL CLEAVAGE PATTERN

AlI3 is an easily accessible and versatile ether-cleaving reagent.