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Prenol Wiki2Web Clarity Challenge

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Study Guide: Prenol: Chemical Properties and Applications

Cheat Sheet:
Prenol: Chemical Properties and Applications Study Guide

Chemical Identity and Structure

The preferred IUPAC name for Prenol is 3,3-Dimethylallyl alcohol.

Answer: False

Explanation: The preferred IUPAC name for Prenol is 3-Methylbut-2-en-1-ol. While 3,3-Dimethylallyl alcohol is a common name, it is not the systematic IUPAC designation.

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The CAS Registry Number assigned to Prenol is 10700.

Answer: False

Explanation: The correct CAS Registry Number for Prenol is 556-82-1. The number 10700 is its identifier on the ChemSpider database.

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Prenol has a molar mass of approximately 50 g/mol.

Answer: False

Explanation: The molar mass of Prenol is approximately 86.132 g/mol. A value of 50 g/mol is significantly inaccurate.

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Oxidation of Prenol yields the ketone known as prenone.

Answer: False

Explanation: Oxidation of Prenol yields the aldehyde known as prenal, not the ketone prenone. Prenal is an intermediate in the synthesis pathway towards citral.

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Prenol has a unique identifier assigned by the European Chemicals Agency (ECHA) called an EC Number.

Answer: True

Explanation: Prenol is assigned an EC Number (European Community number) of 209-141-4 by the European Chemicals Agency (ECHA), serving as a regulatory identifier within the EU.

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The SMILES string for Prenol is OC\C=C(/C)C.

Answer: True

Explanation: The Simplified Molecular Input Line Entry System (SMILES) string OC\C=C(/C)C accurately represents the chemical structure of Prenol.

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The PubChem Compound ID (CID) for Prenol is CHEBI:16019.

Answer: False

Explanation: The PubChem Compound ID (CID) for Prenol is 11173. CHEBI:16019 is its identifier in the ChEBI database.

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The InChI key for Prenol is ASUAYTHWZCLXAN-UHFFFAOYSA-N.

Answer: True

Explanation: The standard InChI key associated with Prenol is indeed ASUAYTHWZCLXAN-UHFFFAOYSA-N, providing a unique textual identifier for its structure.

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Prenol contains 5 carbon atoms, 10 hydrogen atoms, and 1 oxygen atom per molecule.

Answer: True

Explanation: The chemical formula for Prenol is C5H10O, confirming the presence of 5 carbon atoms, 10 hydrogen atoms, and 1 oxygen atom per molecule.

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Prenol can be visualized using an interactive 3D model accessible via JSmol.

Answer: True

Explanation: The source material indicates that an interactive 3D model of Prenol is available for visualization through the JSmol platform.

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What is the preferred IUPAC name for Prenol?

Answer: 3-Methylbut-2-en-1-ol

Explanation: The preferred IUPAC name for Prenol, established by systematic nomenclature, is 3-Methylbut-2-en-1-ol. This designation ensures clarity and consistency in chemical identification.

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Which of the following is NOT a common name or identifier for Prenol listed in the source?

Answer: Prenal

Explanation: Prenal is an aldehyde derived from Prenol via oxidation. It is not a common name or identifier for Prenol itself. The other options are valid identifiers or common names for Prenol.

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What is the chemical formula for Prenol?

Answer: C5H10O

Explanation: The chemical formula for Prenol is C5H10O, indicating a molecular structure composed of five carbon atoms, ten hydrogen atoms, and one oxygen atom.

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Prenol has a molar mass of approximately:

Answer: 86.132 g/mol

Explanation: The precise molar mass of Prenol is calculated to be 86.132 g/mol, a fundamental property used in stoichiometric calculations.

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Which identifier is assigned to Prenol by the PubChem database?

Answer: 11173

Explanation: The PubChem database assigns the Compound ID (CID) 11173 to Prenol, facilitating its retrieval and study within that comprehensive chemical information resource.

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The source mentions an interactive 3D model of Prenol is available via which platform?

Answer: JSmol

Explanation: An interactive 3D model for visualizing Prenol's molecular structure is accessible through the JSmol platform, as indicated in the provided information.

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The ECHA InfoCard number for Prenol is:

Answer: 100.008.312

Explanation: The ECHA InfoCard number assigned to Prenol is 100.008.312, providing regulatory information within the European Chemicals Agency framework.

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The standard InChI representation for Prenol includes a specific key. What is this key?

Answer: ASUAYTHWZCLXAN-UHFFFAOYSA-N

Explanation: The standard InChI key for Prenol is ASUAYTHWZCLXAN-UHFFFAOYSA-N, which serves as a unique, canonical textual identifier for its chemical structure.

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Physical Properties

Prenol is a solid at room temperature, with a melting point above 0°C.

Answer: False

Explanation: Prenol is a clear, colorless oil at room temperature, not a solid. Its melting point is approximately -59°C, well below 0°C.

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Prenol is highly soluble in water, dissolving completely at 20°C.

Answer: False

Explanation: Prenol exhibits moderate solubility in water, with a value of 17 grams per 100 milliliters at 20°C. It does not dissolve completely.

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Prenol's flash point is above the boiling point of water.

Answer: False

Explanation: Prenol's flash point is approximately 43.3°C, whereas the boiling point of water is 100°C. Therefore, Prenol's flash point is below the boiling point of water.

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Prenol's density is less than that of water.

Answer: True

Explanation: Prenol has a density of approximately 0.848 g/cm³, which is less than the density of water (approximately 1 g/cm³).

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Prenol is described as having a pungent, chemical odor.

Answer: False

Explanation: Prenol is described as having a fruity odor, which makes it suitable for use in perfumery. A pungent, chemical odor is not its characteristic scent.

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The vapor pressure of Prenol at 25°C is significantly higher than 100 hPa.

Answer: False

Explanation: The vapor pressure of Prenol at 25°C is approximately 3.17 hPa, which is substantially lower than 100 hPa.

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Prenol's log P value of 0.91 suggests it is highly lipophilic.

Answer: False

Explanation: A log P value of 0.91 indicates moderate solubility in both aqueous and lipid-like environments, rather than high lipophilicity. Highly lipophilic compounds typically have much higher log P values.

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What is the approximate boiling point of Prenol?

Answer: 142 °C

Explanation: Prenol exhibits a boiling point of approximately 142°C at standard atmospheric pressure, indicating its volatility characteristics.

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Prenol is described as having which physical characteristics?

Answer: A clear, colorless oil with a fruity odor

Explanation: Prenol is characterized as a clear, colorless oil possessing a distinct fruity odor, which contributes to its use in perfumery.

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What does the partition coefficient (log P) of 0.91 for Prenol indicate?

Answer: Prenol has moderate solubility in both water and lipid-like environments.

Explanation: A log P value of 0.91 suggests that Prenol exhibits balanced solubility, indicating it partitions moderately between aqueous and lipid phases. This is neither extremely high nor low lipophilicity.

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What is the density of Prenol?

Answer: 0.848 g/cm³

Explanation: The density of Prenol is reported as 0.848 g/cm³, a value crucial for various physical and chemical calculations.

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What is the flash point of Prenol?

Answer: 43.3 °C

Explanation: The flash point of Prenol is approximately 43.3°C (109.9°F). This value is critical for assessing its flammability hazards.

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Safety and Hazard Classification

The GHS pictograms for Prenol indicate it is non-flammable and non-toxic.

Answer: False

Explanation: GHS pictograms for Prenol include a flame (indicating flammability) and an exclamation mark (indicating it is harmful if swallowed). It is not classified as non-flammable or non-toxic.

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The GHS signal word for Prenol is 'Danger'.

Answer: False

Explanation: The Globally Harmonized System (GHS) signal word assigned to Prenol is 'Warning', indicating a lower severity of hazard compared to 'Danger'.

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Prenol is classified under GHS hazard statement H315, meaning 'Causes skin irritation'.

Answer: False

Explanation: The primary GHS hazard statements for Prenol are H226 ('Flammable liquid and vapor') and H302 ('Harmful if swallowed'). H315 ('Causes skin irritation') is not listed as a primary hazard.

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According to the GHS classification, Prenol is considered:

Answer: A flammable liquid and harmful if swallowed

Explanation: The GHS classification for Prenol includes hazard statements indicating it is a flammable liquid (H226) and harmful if swallowed (H302).

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Which GHS pictogram is associated with Prenol due to its flammability?

Answer: Flame

Explanation: The GHS pictogram depicting a flame is associated with Prenol, signifying its classification as a flammable liquid and vapor.

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What hazard is indicated by the GHS hazard statement H302 for Prenol?

Answer: Harmful if swallowed

Explanation: The GHS hazard statement H302 specifically denotes that the substance is 'Harmful if swallowed', representing an acute toxicity risk.

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Which of the following is a key precautionary statement for handling Prenol?

Answer: Keep away from heat, sparks, and open flames.

Explanation: Given Prenol's classification as a flammable liquid (H226), a critical precautionary statement (P210) is to keep it away from heat, sparks, and open flames to prevent ignition.

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What is the GHS signal word assigned to Prenol?

Answer: Warning

Explanation: The Globally Harmonized System (GHS) assigns the signal word 'Warning' to Prenol, indicating a moderate level of hazard.

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Industrial Production and Applications

Prenol is primarily used as a solvent in industrial cleaning applications.

Answer: False

Explanation: The primary industrial application of Prenol is as a precursor for the synthesis of citral, which is subsequently used in the production of vitamins A, E, and K. It is not primarily used as a solvent for cleaning.

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The industrial production of Prenol involves the isomerization of isoprenol.

Answer: True

Explanation: Industrial synthesis of Prenol typically involves the initial formation of isoprenol (3-methyl-3-buten-1-ol) from isobutene and formaldehyde, followed by the isomerization of isoprenol to yield Prenol (3-methyl-2-buten-1-ol).

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Prenol is manufactured industrially by companies located exclusively in Germany.

Answer: False

Explanation: Industrial production of Prenol occurs in multiple regions, including Germany (e.g., by BASF) and Asia (e.g., by Kuraray), not exclusively in Germany.

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Prenol is used as an intermediate in the synthesis of Vitamin C.

Answer: False

Explanation: Prenol serves as an intermediate in the synthesis of citral, which is then used for producing vitamins A, E, and K. It is not directly involved in Vitamin C synthesis.

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Isoprenol is the final product in the industrial synthesis of Prenol.

Answer: False

Explanation: Isoprenol (3-methyl-3-buten-1-ol) is an intermediate compound in the industrial production of Prenol (3-methyl-2-buten-1-ol). Prenol is the final product of this specific synthetic step.

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What is the primary industrial application of Prenol mentioned in the source?

Answer: Precursor for citral synthesis (leading to vitamins A, E, K)

Explanation: Prenol serves as a crucial intermediate in the industrial synthesis of citral, which is subsequently utilized in the production of essential vitamins such as A, E, and K.

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Which of the following is an isomer of Prenol involved in its industrial production?

Answer: Isoprenol (3-methyl-3-buten-1-ol)

Explanation: Isoprenol, specifically 3-methyl-3-buten-1-ol, is an isomer of Prenol and serves as a key intermediate in its industrial synthesis pathway.

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What was the estimated global production volume of Prenol in 2001?

Answer: 6,000-13,000 tons

Explanation: In the year 2001, the estimated global production volume for Prenol ranged between 6,000 and 13,000 tons, indicating a substantial industrial output.

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Which company manufactures Prenol in Asia, according to the provided text?

Answer: Kuraray

Explanation: The text specifies that Kuraray is one of the companies known for the industrial manufacture of Prenol, with operations located in Asia.

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Natural Occurrence and Biological Context

Prenol is exclusively found in synthetic chemical processes and does not occur naturally.

Answer: False

Explanation: Prenol occurs naturally in various fruits and plants, such as citrus fruits, berries, tomato, and coffee, in addition to being produced synthetically.

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Prenol is classified as a terpenoid, specifically one of the simplest examples.

Answer: True

Explanation: Prenol is indeed classified as a terpenoid, representing one of the most fundamental structures within this class of organic compounds derived from isoprene units.

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Dolichols are unsaturated isoprenoid alcohols similar in structure to Prenol.

Answer: False

Explanation: Dolichols are isoprenoid alcohols, but they are characterized by a saturated isoprene unit attached to the alcohol group, distinguishing them from unsaturated compounds like Prenol.

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Polyprenols are short-chain alcohols containing only 2 or 3 isoprene units.

Answer: False

Explanation: Polyprenols are defined as long-chain isoprenoid alcohols containing a minimum of five isoprene units (n ≥ 5), and can extend up to 100 units. Short-chain variants are typically referred to by other names.

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Live conifer needles are a poor source for extracting polyprenols.

Answer: False

Explanation: Live conifer needles are identified as one of the richest and most widely available natural sources for the extraction of polyprenols.

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What is the significance of dolichols, which are related to Prenol?

Answer: They act as glycosyl carriers in polysaccharide synthesis and protect cell membranes.

Explanation: Dolichols play vital biological roles, including functioning as glycosyl carriers essential for polysaccharide synthesis and contributing to the protection and stabilization of cellular membranes.

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Prenol is structurally related to which class of compounds, often built from repeating isoprene units?

Answer: Isoprenoid alcohols

Explanation: Prenol is classified as an isoprenoid alcohol, a class of organic compounds characterized by structures derived from repeating isoprene units.

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What is the primary role of polyprenols in biological systems, according to the source?

Answer: Protein acylation and synthesis of fat-soluble vitamins

Explanation: Polyprenols and related long-chain isoprenoid alcohols are significant in biological systems for their roles in protein acylation and the synthesis of fat-soluble vitamins, including A, E, and K.

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Prenol is found naturally in which of the following?

Answer: Various fruits like citrus and berries, and plants like tomato and coffee

Explanation: Prenol occurs naturally in a variety of plant sources, including citrus fruits, berries, tomato, and coffee plants, demonstrating its presence in diverse ecosystems.

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