Can you remove a methoxy group?

Asked by: Dr. Hermann Wisoky Sr.
Score: 4.2/5 (29 votes)

On treatment with PhI(OAc)2−I2, the methoxy group is transformed into an easily removable acetal. The mild conditions of this methodology are compatible with many functional groups, and good to excellent yields are usually achieved.

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Just so, Is a methoxy group an ether?

The simplest of methoxy compounds are methanol and dimethyl ether. Other methoxy ethers include anisole and vanillin. ... Such compounds are often classified as methoxides. Esters with a methoxy group can be referred to as methyl esters, and the —COOCH3 substituent is called a methoxycarbonyl.

Additionally, Is methoxy group Basic?. At first inspection, you might assume that the methoxy substituent, with its electronegative oxygen, would be an electron-withdrawing group by induction. That is correct, but only to a point. ... Because of like-charge repulsion, this destabilizes the negative charge on the phenolate oxygen, making it more basic.

Likewise, people ask, Is methoxy group electron withdrawing?

b) -OCH3 (methoxy group) The methoxy group is electron withdrawing by the inductive effect of the oxygen atom, since the electronegativity of oxygen is 2.6. This is reflected in the positive value for σm.

Is a methoxy group Polar?

methoxy group; it behaves as a non-polar group whose contribution to the relative retention time of the parent compound is small. ... It may be seen that compounds containing one or two keto groups were sharply distinguished from closely related compounds containing one or two acylated hydroxy groups (see Fig. i).

26 related questions found

Which alcohol has highest polarity?

The viscosity of alcohols increase as the size of the molecules increases. This is because the strength of the intermolecular forces increases, holding the molecules more firmly in place. Amide is the most polar while alkane is the least.

Is OCH3 activating or deactivating?

Any group with decreases the rate (relative to H) is called adeactivating group. Common activating groups (not a complete list): Alkyl, NH2, NR2, OH, OCH3, SR. Common deactivating groups (not a complete list): NO2, CF3, CN, halogens, COOH, SO3H.

Is Nitro an electron withdrawing group?

Numerous studies on nitro group properties are associated with its high electron-withdrawing ability, by means of both resonance and inductive effect.

Is OH group electron donating or withdrawing?

OH is an electron donating group.

Are alkoxy groups electron withdrawing?

Nitro group is electron withdrawing group. The alkoxy group is an alkyl (carbon and hydrogen chain) group singularly bonded to oxygen; thus R–O. The range of alkoxy group is vast, the simplest being methoxy (CH3O–). ... So the methoxy is electron-donating from a resonance perspective.

Is och2ch3 an electron-withdrawing group?

Yes, OCH3 which belongs to the is the electron-withdrawing group (methoxy group).

Is OCH3 Ortho para directing?

Both –OCH3 and –Ph are activating, ortho-/para-directing groups.

Is OCH3 electron donating or withdrawing?

Yes, the OCH3 is an electron withdrawing group. ... Resonance occurs because of the presence of lone pairs of electrons on the oxygen atom. There will be an increase in the electron density of ortho position and para position which makes it an electron-donating group.

Is coch3 an electron withdrawing group?

The group COCH3 acts as an electron withdrawing group and attracts the electron cloud towards it when attached with the aromatic ring. Due to the conjugation of the double bond of the ring and the oxygen of the carbonyl group.

What is the formula of methoxy methane?

Dimethyl ether (DME, also known as methoxymethane) is the organic compound with the formula CH3OCH3, simplified to C2H6O.

Is OH in Phenol electron donating or withdrawing?

If you consider inductive effect then due to the electronegativity of oxygen atom you can consider it to be electron withdrawing. This +M effect dominates over the -I effect. So the -Oh group in phenol is an activating group.

Why is no2 a good electron withdrawing group?

There is no resonance effect because there are no orbitals or electron pairs which can overlap with those of the ring. These elements are powerfully withdrawing inductively because they are so electronegative; thus there is a strong –I effect.

Why is amine an electron withdrawing group?

Aromatic amines are weaker bases than aliphatic amines. This is because the amine donates its electron density to the aromatic ring. ... Electron withdrawing groups on the aromatic amine decrease the basicity of aromatic amines. This is because the electron withdrawing groups steal electron density from the nitrogen.

Are chloro group electron withdrawing?

Chloro group is an electron withdraw group inductively, however, the lone pairs of electrons are conjugated to the benzene ring through resonance as electron donating group. As result, resonance beats inductive effect, which gives ortho, and para substitution products.

Why is oh more activating than OCH3?

OCH3 group is more electron withdrawing (i.e, shows more -I effect) than the OH group. Explanation: The reason is that, there are two lone pairs of oxygen. ... However, in case of OH, the H atom is comparatively much much smaller than O, so here no Steric repulsion takes place.

Is t butyl activating or deactivating?

A tert-butyl functional group is electron donating and will therefore activate the ortho and para positions.

Is SH activating or deactivating?

SH: Thiophenol is an o/p director just as OH is due to the lone pair. Activating. E On this basis, this would appear to be an ortho/para directing group. ii) Like the CO (carbonyl) bond, the NO bond is polarized toward oxygen making the N electron poor.

Which is more polar alcohol or water?

Because water molecules are polar, they connect through hydrogen bonds. They do this at the surface of the body of water (where it contacts the air above it), as well inside the body of water. ... Alcohol is much less polar than water. Because it's non-polar, the molecules don't form hydrogen bonds.

Which alcohol has high boiling point?

*Ph represents the phenyl group, C6H5—. The boiling points of alcohols are much higher than those of alkanes with similar molecular weights. For example, ethanol, with a molecular weight (MW) of 46, has a boiling point of 78 °C (173 °F), whereas propane (MW 44) has a boiling point of −42 °C (−44 °F).

Which functional group is the most polar?

(1) AMIDE: Perhaps it is surprising that the amide appears to be the most polar according to the data. The reason is that it can both hydrogen bond and accept hydrogen bonds on both the oxygen and the nitrogen.