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iris [78.8K]
3 years ago
8

Treatment of 2,4,6-tri-tert-butylphenol with bromine in cold acetic acid gives the compound C18H29BrO in quantitative yield. The

infrared spectrum of this compound contains absorptions at 1630 and 1655 cm^-1. Its 1H NMR spectrum shows only three peaks (all singlets), at δ 1.2, 1.3, and 6.9, in the ratio 9:18:2. What is a reasonable structure for the compound?

Chemistry
1 answer:
Cloud [144]3 years ago
3 0

Answer:

2,4,6-tri-tert-butylcyclohexa-2,5-dienone

Explanation:

1. Information from the formulas

C₁₈H₃₀O ⟶ C₁₈H₂₉BrO

A Br has replaced an H.

2. Information from the reaction

These look like the conditions for an electrophilic aromatic substitution.

3. Possible mechanism (Fig. 1)

The product must be highly symmetrical, because there are so few NMR signals.

(i) The bromonium ion attacks at the para position, forming a resonance-stabilized carbocation intermediate.

(ii) A bromide ion attacks the H of the hydroxyl group to form 2,4,6-tri-tert-butylcyclohexa-2,5-dienone.

4. Confirmatory evidence (Fig. 2)

(a) Infrared  

1630 cm⁻¹:  C=O stretch

1655 cm⁻¹ : C=C stretch

(b)NMR

1.2 (9h, s):    the 4-tert-butyl group

1.3 (18H, s): the 2- and 6- tert- butyl groups

6.9 (2H, s):    the alkene H atoms

The ratio is 9:18:2.

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Ksenya-84 [330]

Answer and Explanation:

Las fórmulas químicas sirven para conocer qué elementos químicos y en qué cantidad están presentes en un compuesto químico. Por ejemplo: la fórmula química del dióxido de carbono es CO₂. Esta fórmula nos indica que la molécula de dióxido de carbono está formada por 1 átomo del elemento químico carbono y 2 átomos del elemento oxígeno.

Los diferentes tipos de fórmulas químicas son: fórmula empírica, fórmula molecular, fórmula semi-desarrollada y fórmula desarrollada. Tomando como ejemplo al compuesto <em>butano</em>:

- Fórmula empírica: C₂H₅ (indica que hay 2 átomos de C por cada 5 átomos de H; es una fórmula mínima)

- Fórmula molecular: C₄H₁₀ (indica que en realidad cada molécula de butano tiene 4 átomos de C y 10 átomos de H).

- Fórmula semi-desarrollada: CH₃CH₂CH₂CH₃ (indica el órden en que se unen los átomos en la molécula).

-Fórmula desarrollada: ver dibujo adjunto (indica cómo están unidos los átomos dentro de la molécula. Ahora vemos los enlaces entre los átomos y que los 2 átomos de C de los extremos están unidos a 3 átomos de H y a otro C, y los dos átomos de C del medio están unidos cada uno a 2 C y 2 H).

8 0
2 years ago
How can NASA scientists use Newton's third law of motion to plan for a space vehicle landing on a meteor?
Svet_ta [14]

Answer:

NASA uses rockets to launch astronauts and supplies to the International Space Station. Launching a rocket relies on Newton's Third Law of Motion. A rocket engine produces thrust through action and reaction. The engine produces hot exhaust gases which flow out of the back of the engine.

Explanation:

5 0
3 years ago
How many moles of oxygen are in 1 mole of fe(no3)3?
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One mole of Fe(NO3)3, or iron(III) nitrate, has three moles of nitrate molecules, which have three moles of oxygen atoms each. We can show this mathematically:
1 mole Fe(NO3)3 * (3 moles NO3)/(1 mole Fe(NO3)3) = 3 moles NO3
3 moles NO3 * (3 moles Oxygen)/(1 mole NO3) = 9 moles Oxygen
9 moles of Oxygen in one mole Fe(NO3)3
8 0
3 years ago
Forming a hypothesis is accomplished through___ reasoning
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Scientific would be the word to fill in the blank
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3 years ago
When a strip of magnesium metal is placed in an aqueous solution of copper(II) nitrate, elemental copper coats the surface of th
Lera25 [3.4K]

Answer:

1. 2+ (Cu^{2+}).

2. 0 (Cu^0).

Explanation:

Hello,

In this case, the described chemical reaction is a redox reaction in fact, since the oxidation states of both magnesium and copper change as shown due to the displacement:

Mg(s)+Cu(NO_3)_2(aq)\rightarrow Mg(NO_3)_2(aq)+Cu(s)

Therefore:

1. Since copper is the cation in the copper (II) nitrate, the (II) means that its charge is 2+ (Cu^{2+}).

2. Since copper is alone, it means no electrons are being neither shared not given, its charge is 0 (Cu^0).

Best regards.

4 0
3 years ago
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