98-85-1 Usage
Description
α-Methylbenzyl alcohol has a mild hyacinth-gardenia odor.
Chemical Properties
Different sources of media describe the Chemical Properties of 98-85-1 differently. You can refer to the following data:
1. α-Methylbenzyl alcohol has a mild hyacinth–gardenia odor.
2. colourless liquid
3. DL-1-Phenethylalcohol has been
identified as a volatile component of food (e.g., in tea aroma and mushrooms).
The alcohol is a colorless liquid with a dry, rose-like odor, slightly reminiscent
of hawthorn. It can be prepared by catalytic hydrogenation of acetophenone. 1-
Phenylethyl alcohol is used in small quantities in perfumery and in larger amounts
for the production of its esters, which are more important as fragrance materials.
Occurrence
Two optically active isomers exist; the commercial product is the racemic form. Reported found in cranberry,
grapes, chive, Scotch spearmint oil, cheeses, cognac, rum, white wine, cocoa, black tea, filbert, cloudberry, beans, mushroom and
endive.
Uses
The Arthrobacter sp. is able to grow with (+ I-,(-)-1-phenylethanol or the racemic mixture as sole source of carbon. Growth is most rapid with the (-)-isomer, doubling time 12 h. Lipases show good activity and, in some cases, improved enantioselectivity when employed in pure ionic liquids for dynamic kinetic resolution of 1-phenylethanol by transesterification.
Preparation
By oxidation of ethylbenzene or by reduction of acetophenone.
Production Methods
1-Phenylethanol is coproduced with propylene oxide by
reaction of a-peroxyethylbenzene (formed by the oxidation
of ethylbenzene) with propylene. It is used as a fragrance additive in cosmetics such as perfumes, creams,
and soaps and is an intermediate in styrene production.
1-Phenylethanol is also added to foods as a flavoring agent. Industrial exposure may occur from dermal contact and ingestion.
Definition
ChEBI: An aromatic alcohol that is ethanol substituted by a phenyl group at position 1.
Taste threshold values
Taste characteristics at 50 ppm: chemical, medicinal, with a balsamic vanilla woody nuance.
Synthesis Reference(s)
Tetrahedron Letters, 36, p. 3861, 1995 DOI: 10.1016/0040-4039(95)00679-7
General Description
A colorless liquid. Insoluble in water and less dense than water. Contact may slightly irritate skin, eyes and mucous membranes. May be slightly toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Attacks plastics. [Handling Chemicals Safely, 1980. p. 236]. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73. 1967; J, Org. Chem. 28:1893. 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M. 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
Health Hazard
Irritating to the skin, eyes, nose, throat, and upper respiratory tract.
Fire Hazard
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.
Flammability and Explosibility
Notclassified
Safety Profile
Poison by ingestion and subcutaneous routes. Moderately toxic by skin contact. A skin and severe eye irritant. Questionable carcinogen. Combustible when exposed to heat or flame; can react with oxidming materials. To fight fire, use alcohol foam, foam, CO2, dry chemical
Carcinogenicity
In an NTP study, both sexes of F344 rats were dosed by gavage with 0, 375, and 750 mg/kg
1-phenylethanol 5 days/week for 2 years. There was an
increased incidence of neoplastic kidney tumors in the
high-dose male rats but no evidence of carcinogenicity in
the female rats . In the same NTP study, both sexes of
B6C3F1 mice were dosed by oral gavage with 0, 375, and
750 mg/kg 1-phenylethanol 5 days/week for 2 years. There
was no evidence that 1-phenylethanol was carcinogenic to
mice in this study.
Check Digit Verification of cas no
The CAS Registry Mumber 98-85-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 98-85:
(4*9)+(3*8)+(2*8)+(1*5)=81
81 % 10 = 1
So 98-85-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3
98-85-1Relevant articles and documents
A Convenient and Stable Heterogeneous Nickel Catalyst for Hydrodehalogenation of Aryl Halides Using Molecular Hydrogen
Anwar, Muhammad,Beller, Matthias,Dastgir, Sarim,Junge, Kathrin,Leonard, David K.,Ryabchuk, Pavel
, (2022/02/03)
Hydrodehalogenation is an effective strategy for transforming persistent and potentially toxic organohalides into their more benign congeners. Common methods utilize Pd/C or Raney-nickel as catalysts, which are either expensive or have safety concerns. In this study, a nickel-based catalyst supported on titania (Ni-phen@TiO2-800) is used as a safe alternative to pyrophoric Raney-nickel. The catalyst is prepared in a straightforward fashion by deposition of nickel(II)/1,10-phenanthroline on titania, followed by pyrolysis. The catalytic material, which was characterized by SEM, TEM, XRD, and XPS, consists of nickel nanoparticles covered with N-doped carbon layers. By using design of experiments (DoE), this nanostructured catalyst is found to be proficient for the facile and selective hydrodehalogenation of a diverse range of substrates bearing C?I, C?Br, or C?Cl bonds (>30 examples). The practicality of this catalyst system is demonstrated by the dehalogenation of environmentally hazardous and polyhalogenated substrates atrazine, tetrabromobisphenol A, tetrachlorobenzene, and a polybrominated diphenyl ether (PBDE).
Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis
Newar, Rajashree,Akhtar, Naved,Antil, Neha,Kumar, Ajay,Shukla, Sakshi,Begum, Wahida,Manna, Kuntal
supporting information, p. 10964 - 10970 (2021/03/29)
We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.
Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes
Bhunia, Anup,Bergander, Klaus,Daniliuc, Constantin Gabriel,Studer, Armido
supporting information, p. 8313 - 8320 (2021/03/08)
Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.
