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  2. Dimethylformamide - Wikipedia

    en.wikipedia.org/wiki/Dimethylformamide

    Dimethylformamide, DMF is an organic compound with the chemical formula H C O N(CH 3) 2.Its structure is HC(=O)−N(−CH 3) 2.Commonly abbreviated as DMF (although this initialism is sometimes used for dimethylfuran, or dimethyl fumarate), this colourless liquid is miscible with water and the majority of organic liquids.

  3. Leimgruber–Batcho indole synthesis - Wikipedia

    en.wikipedia.org/wiki/Leimgruber–Batcho_indole...

    The Leimgruber–Batcho indole synthesis is a series of organic reactions that produce indoles from o-nitrotoluenes 1. The first step is the formation of an enamine 2 using N,N-dimethylformamide dimethyl acetal and pyrrolidine. The desired indole 3 is then formed in a second step by reductive cyclisation. The Leimgruber-Batcho indole synthesis

  4. Diethylformamide - Wikipedia

    en.wikipedia.org/wiki/Diethylformamide

    101.149 g·mol −1 Appearance colorless liquid Boiling point: ... It is used in place of the related dimethylformamide for niche applications. Preparation

  5. Butyl group - Wikipedia

    en.wikipedia.org/wiki/Butyl_group

    The effect of the tert-butyl group on the progress of a chemical reaction is called the Thorpe–Ingold effect illustrated in the Diels-Alder reaction below. Compared to a hydrogen substituent, the tert-butyl substituent accelerates the reaction rate by a factor of 240. [2] tert-Butyl effect. The tert-butyl effect is an example of steric hindrance.

  6. Protecting group - Wikipedia

    en.wikipedia.org/wiki/Protecting_group

    Tert-butyl ethers (tBu) – Removed with anhydrous trifluoroacetic acid, hydrogen bromide in acetic acid, or 4 N hydrochloric acid [42] Allyl — Removed with potassium tert‑butoxide [43] DABCO in methanol, palladium on activated carbon, or diverse platinum complexes – conjoined with acid workup. [44]

  7. Directed ortho metalation - Wikipedia

    en.wikipedia.org/wiki/Directed_ortho_metalation

    Directed metallation is not limited to lithium intermediates or even to an ortho preference. In one study [13] it is found that the reaction product of N,N-dimethylaniline with a complex of TMEDA, sodium salt of TMP and di-tert-butylzinc is a meta zincated complex as a stable crystalline compound.

  8. Williamson ether synthesis - Wikipedia

    en.wikipedia.org/wiki/Williamson_ether_synthesis

    For this reason, acetonitrile and N,N-dimethylformamide are particularly commonly used. A typical Williamson reaction is conducted at 50 to 100 °C and is complete in 1 to 8 h. Often the complete disappearance of the starting material is difficult to achieve, and side reactions are common.

  9. N-Methylformamide - Wikipedia

    en.wikipedia.org/wiki/N-Methylformamide

    N-Methylformamide (NMF) is a colorless, nearly odorless, organic compound and secondary amide with molecular formula CH 3 NHCHO, which is a liquid at room temperature. NMF is mainly used as a reagent in various organic syntheses with limited applications as a highly polar solvent .