16982-89-1

Basic information

• Product Name: 4-methylchroman
• Synonyms: 4-methylchroman
• CAS NO: 16982-89-1
• Molecular Weight: 148.205
• Mol File: 16982-89-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 4-methylchroman(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylchroman(16982-89-1)
• EPA Substance Registry System: 4-methylchroman(16982-89-1)

Safety Data

• Hazardous Substances Data: 16982-89-1(Hazardous Substances Data)

Upstream product

• 57056-88-9 1-(but-3-en-1-yloxy)-2-iodobenzene 
• 87280-00-0 1‐bromo‐2‐(but-3‐en‐1‐yloxy)benzene 
• 762-04-9 Diethyl phosphonate 
• 108-98-5 thiophenol 
• 401916-78-7 1-(2-bromoethoxy)-2-vinylbenzene 
• 2653-89-6 4-phenoxy-1-butene 
• 22409-85-4 4-phenoxybutan-2-one 
• 155304-06-6 1-(but-3-yn-1-yloxy)-2-iodobenzene 

Relevant articles and documents

Photo-induced radical cyclization of aromatic halides with sodium borohydride

Direct UV irradiation of ortho-allyloxy- and ortho-but-3-enyloxy-iodo- and bromo-benzenes in the presence of NaBH4 or NaBH3CN gave radical cyclization products in high yield. Georg Thieme Verlag Stuttgart.

Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4-Dioxane

A practical method for radical chain reduction of various aryl bromides and chlorides is introduced. The thermal process uses NaH and 1,4-dioxane as reagents and 1,10-phenanthroline as an initiator. Hydrodehalogenation can be combined with typical cyclization reactions, proving the nature of the radical mechanism. These chain reactions proceed by electron catalysis. DFT calculations and mechanistic studies support the suggested mechanism.

Exploring SmBr2-, SmI2-, and YbI2-mediated reactions assisted by microwave irradiation

The use of microwave heating in lanthanide(II) halide (LnX2 = SmBr2, SmI2, and YbI2) mediated reduction and coupling reactions has been investigated for a variety of functional groups including α,β-unsaturated esters, aldehydes, ketones, imines, and alkyl halides. Good to quantitative transformations were obtained within a few minutes without the addition of any co-solvents, such as hexamethyl phosphoramide (HMPA). The redox potential of YbI2 in tetrahydrofuran (THF) has been determined as -1.02± 0.05 V (versus Ag/AgNO3) by cyclic voltammetry. A large selectivity difference in various reactions was observed depending on the redox potential of the LnX2 reagent. The more powerful reductant, SmBr2, afforded mainly pinacol-coupling products of ketones whereas the weaker reductant YbI2 afforded mainly reduction products. The results indicate that the reducing power of LnX 2 has a large impact on not only the pinacol coupling/reduction product ratio of ketones but also on other substrates in which there are competing coupling and reduction reactions. The use of in situ generated LnX2 has also been explored and proven useful in many of these reactions.