Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. [citation needed], Benzyl alcohol is used as a bacteriostatic preservative at low concentration in intravenous medications, cosmetics, and topical drugs. Animal data indicate that long- term exposure to benzyl chloride by gavage (placing it experimentally in the stomachs of mice) increased the incidence of benign and malignant tumors at multiple sites and resulted in a significant increase in thyroid tumors in female rats. Their installation and especially their removal require relatively harsh conditions, so benzyl is not typically preferred for protection.[9]. or other substituents. Benzyl is not to be confused with phenyl with the formula C6H5. It is a useful solvent due to its polarity, low toxicity, and low vapor pressure. benzyl formate . [12], Benzyl alcohol has nearly the same refraction index as quartz and wool fiber. Predicted data is generated using the US Environmental Protection Agency’s EPISuite™. The enhanced reactivity of benzylic positions is attributed to the low bond dissociation energy for benzylic C−H bonds. For laboratory use, Grignard reaction of phenylmagnesium bromide (C6H5MgBr) with formaldehyde and the Cannizzaro reaction of benzaldehyde also give benzyl alcohol. The benzyl cation or phenylcarbenium ion is the carbocationwith formula C 6H 5CH 2; the benzyl … [10][11], Benzyl alcohol, sold under the brand name Ulesfia, was approved by the U.S. Food and Drug Administration (FDA) in 2009, as a 5% solution for the treatment of head lice in people 6 months of age and older. [citation needed] Similarly, white wool immersed in benzyl alcohol also becomes almost invisible, clearly revealing contaminants such as dark and medullated fibers and vegetable matter. In IUPAC nomenclature the prefix benzyl refers to a C6H5CH2 substituent, for example benzyl chloride or benzyl benzoate. Benzyl features a benzene ring attached to a CH2 group.[1]. In organic synthesis, benzyl esters are popular protecting groups because they can be removed by mild hydrogenolysis. *** Back to Contents*** For related reasons, benzylic substituents exhibit enhanced reactivity, as in oxidation, free radical halogenation, or hydrogenolysis. Sources It is a common ingredient in a variety of Substituent or molecular fragment possessing the structure C 6 H 5 CH 2 –. This test has been used to determine non-destructively whether an object is truly made of quartz. Benzyl alcohol with the C6H5CH2OH formula is an aromatic alcohol. Benzyl alcohol is produced industrially from toluene via benzyl chloride, which is hydrolyzed: Another route entails hydrogenation of benzaldehyde, a by-product of the oxidation of toluene to benzoic acid.[4]. The phenyl is made up of alternating double bonds, which are the same present in benzene. The anion produced by deprotonationof the alcohol group is kn… The benzyl free radical has the formula C 6H 5CH 2. This is also a derivative of benzene. [4], In a few cases, these benzylic transformations occur under conditions suitable for lab synthesis. Wikipedia. The molecular formula identifies each type of element by its chemical symbol and identifies the number of atoms of each element found in one discrete molecule of the substance. Benzyl Group Benzyl groups (Bn) are the most common permanent protecting groups used in automation due to their stability under relatively acidic and basic conditions. Structure, properties, spectra, suppliers and links for: Benzyl succinate, 103-43-5. Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. The benzyl group is also abbreviated to “Bn” (not to be confused with “Bz” used for benzoyl), so BnOH is referred to as benzyl alcohol. From: Comprehensive Organic Synthesis II (Second Edition), 2014 benzyl benzoate, benzyl salicylate, benzyl cinnamate, dibenzyl ether, benzyl butyl phthalate. [12] It affects the louse's spiracles, preventing them from closing. Benzyl benzoate is an effective and inexpensive topical treatment for human scabies. In organic chemistry, benzyl is the substituent or molecular fragment possessing the structure C 6 H 5 CH 2 … [citation needed] It can be utilized as a degreaser in rug cleaning products. Tagged under Bstfa, Protecting Group, Chemical Compound, Benzyl Group, Chemical Formula. The abbreviation "Bn" denotes benzyl. The term benzylic is used to describe the position of the first carbon bonded to a benzene or other aromatic ring. In IUPAC nomenclature the prefix benzyl refers to a C6H5CH2 substituent, for example benzyl chloride or benzyl benzoate. Display Name: Benzyl benzoate EC Number: 204-402-9 EC Name: Benzyl benzoate CAS Number: 120-51-4 Molecular formula: C14H12O2 IUPAC Name: benzyl benzoate household products and can cause severe allergic contact dermatitis in a significant percentage of the population.[13][14][15][16]. Benzoyl chloride, also known as benzenecarbonyl chloride, is an organochlorine compound with the formula C 7 H 5 ClO. BSTFA Protecting Group Chemical Compound Benzyl Group Chemical Formula PNG is a 1200x1017 PNG image with a transparent background. Benzyl alcohol is an aromatic alcohol with the formula C6H5CH2OH. The benzyl cation or phenylcarbenium ion is the carbocation with formula C6H5CH+2; the benzyl anion or phenylmethanide ion is the carbanion with the formula C6H5CH−2. , for example, ( C6H5 ) ( CH3 ) 2C+ is referred to as a in... The number of weird terms that are seemingly similar to each other Lewis acids. [ 3 ] H... Referred to as a protecting group, White, Symmetry, Chemical Compound, group! 321 words ) exact match in snippet view article find links to article agonist activity for benzyl. Entity composition of the alcohol group is given the symbol `` Bz '' was also for... With formaldehyde and the use of Lewis acids. [ 9 ] 9 ] insoluble. 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