tert-amyl alcohol
2-methylbutan-2-ol
Identification
| Name | tert-amyl alcohol |
| IUPAC | 2-methylbutan-2-ol |
| CAS Number | 75-85-4 |
| EINECS | 200-908-9 |
| FDA UNII | 69C393R11Z |
| Molecular Formula | C5 H12 O |
| Molecular Weight | 88.14984000 |
| MDL Number | MFCD00004478 |
| Nikkaji Number | J4.164E |
| Beilstein | 1361351 |
| CoE Number | 515 |
| XlogP3 | 0.90 (est) |
Regulatory
| DG SANTE Food Flavourings | 02.041 2-methylbutan-2-ol |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 96.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.80500 to 0.81300 @ 25.00 °C. |
| Pounds per Gallon - (est). | 6.698 to 6.765 |
| Refractive Index | 1.40200 to 1.40800 @ 20.00 °C. |
| Melting Point | -9.00 to -8.00 °C. @ 760.00 mm Hg |
| Boiling Point | 102.00 to 103.00 °C. @ 760.00 mm Hg, 19.00 to 20.00 °C. @ 10.00 mm Hg |
| Vapor Pressure | 16.800000 mmHg @ 25.00 °C. |
| Vapor Density | 3.0 ( Air = 1 ) |
| Flash Point | 70.00 °F. TCC ( 21.11 °C. ) |
| logP (o/w) | 0.890 |
| Shelf Life | 24.00 month(s) or longer if stored properly. |
| Storage | store in cool, dry place in tightly sealed containers, protected from heat and light. |
| Soluble in | alcohol |
| Similar Items | note |
Organoleptic Properties
| Odor Description | pungent |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 1000 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 2100 mg/kg |
| Inhalation Toxicity | inhalation-rat LCLo 5700 ppm/6H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE\nBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)']
Safety in Use
| Category | flavoring agents |
| Recommendation for tert-amyl alcohol usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 2.70 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 3900 (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| Dairy products, excluding products of category 02.0 (01.0) | 7.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 5.00000 |
| Edible ices, including sherbet and sorbet (03.0) | 10.00000 |
| Processed fruit (04.1) | 7.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 10.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 5.00000 |
| Bakery wares (07.0) | 10.00000 |
| Meat and meat products, including poultry and game (08.0) | 2.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 2.00000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 5.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 10.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 5.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 10.00000 |
| Ready-to-eat savouries (15.0) | 20.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 5.00000 |
Penta International Corporation
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Potential Uses
Natural Occurrence
Synonyms
tert-N-
amyl alcohol
tert-
amylalcohol
butan-2-ol, 2-methyl-
dimethyl ethyl carbinol
1,1-
dimethyl-1-propanol
dimethylethyl carbinol
dimethylethylcarbinol
ethyl dimethyl carbinol
2-
ethyl-2-propanol
ethyldimethylcarbinol
2-
methyl butan-2-ol
2-
methyl-2-butanol
2-
methylbutan-2-ol
3-
methylbutan-3-ol
tert-
pentanol
tert-
pentyl alcohol
PubMed:
A molecular dynamics study of guest-host hydrogen bonding in alcohol clathrate hydrates.
PubMed:
Potent, Metabolically Stable 2-Alkyl-8-(2H-1,2,3-triazol-2-yl)-9H-adenines as Adenosine A2A Receptor Ligands.
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Atmospheric degradation of 2-butanol, 2-methyl-2-butanol, and 2,3-dimethyl-2-butanol: OH kinetics and UV absorption cross sections.
PubMed:
Influence of glucose solubility and dissolution rate on the kinetics of lipase catalyzed synthesis of glucose laurate in 2-methyl 2-butanol.
PubMed:
Profiling of volatile compounds in APC(Min/+) mice blood by dynamic headspace extraction and gas chromatography/mass spectrometry.
PubMed:
Efficient mono-acylation of fructose by lipase-catalyzed esterification in ionic liquid co-solvents.
PubMed:
Acute intoxication due to tert-amyl alcohol--a case report.
PubMed:
Esterification degree of fructose laurate exerted by Candida antarctica lipase B in organic solvents.
PubMed:
Full model for reversible kinetics of lipase-catalyzed sugar-ester synthesis in 2-methyl 2-butanol.
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Highly efficient enzymatic synthesis of an ascorbyl unstaturated fatty acid ester with ecofriendly biomass-derived 2-methyltetrahydrofuran as cosolvent.
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New automated synthesis of [18F]FP-CIT with base amount control affording high and stable radiochemical yield: a 1.5-year production report.
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Synthesis and tribological investigation of lipoyl glycerides.
PubMed:
Oligomerization of 10,16-dihydroxyhexadecanoic acid and methyl 10,16-dihydroxyhexadecanoate catalyzed by lipases.
PubMed:
Kinetic study of the gas phase reactions of a series of alcohols with the NO3 radical.
PubMed:
[Synthesis of glucose laurate monoester catalyzed by Candida antarctica lipase B-displaying Pichia pastoris whole-cells].
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1,4-Bis(1,1-dimethyl-prop-yl)-2,5-dimeth-oxy-benzene.
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Sucrose monolaurate synthesis with Protex 6L immobilized on electrospun TiO2 nanofiber.
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Lipase-catalyzed synthesis of two new antioxidants: 4-O- and 3-O-palmitoyl chlorogenic acids.
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The effects of organic solvents on the efficiency and regioselectivity of N-acetyl-lactosamine synthesis, using the β-galactosidase from Bacillus circulans in hydro-organic media.
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Solid/gas biocatalysis: an appropriate tool to study the influence of organic components on kinetics of lipase-catalyzed alcoholysis.
PubMed:
[Metabolism and toxicity of n-pentane and isopentane].
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Lipase-catalyzed regioselective acylation of sucrose in two-solvent mixtures.
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Spectroscopic identification of amyl alcohol hydrates through free OH observation.
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Monopalmityloxy shikimic acid: enzymatic synthesis and anticoagulation activity evaluation.
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A kinetic study of the synthesis of ascorbate fatty acid esters catalysed by immobilized lipase in organic media.
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Antitumour activity of fatty acid maltotriose esters obtained by enzymatic synthesis.
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Reactions of hydroxyl radicals with alkenes in low-temperature matrices.
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Synthesis, chromatographic resolution, and anti-human immunodeficiency virus activity of (+/-)-calanolide A and its enantiomers.
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Metabolism of [U-14C]-4-hydroxybutyric acid to intermediates of the tricarboxylic acid cycle in extracts of rat liver and kidney mitochondria.
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Effects of neutral salts and alcohols on the activity of Streptomyces caespitosus neutral protease.
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Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels.
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In silico prediction of medium effects on esterification equilibrium using the COSMO-RS method.
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Investigation of the explosive hazard of mixtures containing hydrogen peroxide and different alcohols.
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Economically pertinent continuous amide formation by direct lipase-catalyzed amidation with ammonia.
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Combining solvent engineering and thermodynamic modeling to enhance selectivity during monoglyceride synthesis by lipase-catalyzed esterification.
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Enzymatic preparation of biosurfactants from sugars or sugar alcohols and fatty acids in organic media under reduced pressure.
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Cholesterol autoxidation: identification of the volatile fragments.
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Theoretical study of the role of solvent H2O in neopentyl and pinacol rearrangements.
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Relative and absolute kinetic studies of 2-butanol and related alcohols with tropospheric Cl atoms.
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Regioselective acylation of flavonoids catalyzed by immobilized Candida antarctica lipase under reduced pressure.
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Prediction of the equilibrium conversion for the synthesis of acyl hexose through lipase-catalyzed condensation in water-miscible solvent in the presence of molecular sieve.
PubMed:
Behavior of silica aerogel networks as highly porous solid solvent media for lipases in a model transesterification reaction.
PubMed:
Ester synthesis from trimethylammonium alcohols in dry organic media catalyzed by immobilized Candida antarctica lipase B.
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Enzymatic acylation of di- and trisaccharides with fatty acids: choosing the appropriate enzyme, support and solvent.
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Prediction of Phase Behavior in Microemulsion Systems Using Artificial Neural Networks
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Optimization of dextran production by Leuconostoc mesenteroides NRRL B-512 using cheap and local sources of carbohydrate and nitrogen.
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Modification of flavonoid using lipase in non-conventional media: effect of the water content.