2-methyl-3-buten-2-ol
3-buten-2-ol, 2-methyl-
Identification
| Name | 2-methyl-3-buten-2-ol |
| IUPAC | 2-methylbut-3-en-2-ol |
| CAS Number | 115-18-4 |
| EINECS | 204-068-4 |
| FDA UNII | SH64HE46L9 |
| Molecular Formula | C5 H10 O |
| Molecular Weight | 86.13390000 |
| MDL Number | MFCD00004470 |
| Nikkaji Number | J65.753K |
| Beilstein | 1698263 |
| CoE Number | 11794 |
Regulatory
| DG SANTE Food Flavourings | 02.123 2-methylbut-3-en-2-ol |
| FDA Mainterm (SATF) | 115-18-4 ; 2-METHYL-3-BUTEN-2-OL |
| FDA Regulation | FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.81800 to 0.82700 @ 25.00 °C. |
| Pounds per Gallon - (est). | 6.807 to 6.881 |
| Refractive Index | 1.41300 to 1.41900 @ 20.00 °C. |
| Melting Point | -28.00 °C. @ 760.00 mm Hg |
| Boiling Point | 97.00 to 99.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 22.938999 mmHg @ 25.00 °C. (est) |
| Flash Point | 56.00 °F. TCC ( 13.33 °C. ) |
| logP (o/w) | 0.892 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | perfuming agents |
Organoleptic Properties
| Odor Description | at 10.00 % in dipropylene glycol. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 1800 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 1680 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for 2-methyl-3-buten-2-ol usage levels up to | 0.0500 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.0012 (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 |
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Potential Uses
Natural Occurrence
Synonyms
but-3-en-2-ol, 2-methyl-
3-
buten-2-ol, 2-methyl-
buten-3-ol, 3-methyl-
1-
buten-3-ol, 3-methyl-
carbavane
dimethylacetylenecarbinol
1,1-
dimethylallyl alcohol
a,a-
dimethylallyl alcohol
1,1-
dimethylpropynol
dimethylvinylcarbinol
dimethylvinylmethanol
3-
hydroxy-3-methyl butene
3-
hydroxy-3-methyl-1-butene
3-
hydroxy-3-methylbutene
2-
methyl but-3-en-2-ol
3-
methyl-1-buten-3-ol
2-
methyl-2-hydroxy-3-butene
2-
methyl-3-buten-2-yl alcohol
2-
methyl-3-butenol
2-
methylbut-3-en-2-ol
iso
prenyl alcohol
vinyl dimethyl carbinol
vinyldimethylcarbinol
Info:
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
PubMed:
Organosulfate and Nitrate Formation and Reactivity from Epoxides Derived from 2-Methyl-3-buten-2-ol.
PubMed:
2-Methyl-3-buten-2-ol (MBO) synthase expression in Nostoc punctiforme leads to over production of phytols.
PubMed:
Fabrication of magnetically recoverable catalysts based on mixtures of Pd and iron oxide nanoparticles for hydrogenation of alkyne alcohols.
PubMed:
Observations and models of emissions of volatile terpenoid compounds from needles of ponderosa pine trees growing in situ: control by light, temperature and stomatal conductance.
PubMed:
Secondary Organic Aerosol Formation via 2-Methyl-3-buten-2-ol Photooxidation: Evidence of Acid-Catalyzed Reactive Uptake of Epoxides.
PubMed:
Engineering an isoprenoid pathway in Escherichia coli for production of 2-methyl-3-buten-2-ol: a potential biofuel.
PubMed:
Analysis and sensory evaluation of jostaberry (Ribes x nidigrolaria Bauer) volatiles.
PubMed:
Emissions of putative isoprene oxidation products from mango branches under abiotic stress.
PubMed:
Molecular simulations of green leaf volatiles and atmospheric oxidants on air/water interfaces.
PubMed:
Monolithic poly (SPE-co-BVPE) capillary columns as a novel hydrophilic interaction liquid chromatography stationary phase for the separation of polar analytes.
PubMed:
The sedative effects of hops (Humulus lupulus), a component of beer, on the activity/rest rhythm.
PubMed:
Organosulfates as tracers for secondary organic aerosol (SOA) formation from 2-methyl-3-buten-2-ol (MBO) in the atmosphere.
PubMed:
The sedative effect of non-alcoholic beer in healthy female nurses.
PubMed:
Bacterial degradation of tert-amyl alcohol proceeds via hemiterpene 2-methyl-3-buten-2-ol by employing the tertiary alcohol desaturase function of the Rieske nonheme mononuclear iron oxygenase MdpJ.
PubMed:
Quenching of the triplet state of Safranine-O by aliphatic amines in AOT reverse micelles studied by transient absorption spectroscopy.
PubMed:
Palladium-catalyzed mono-N-allylation of unprotected anthranilic acids with allylic alcohols in aqueous media.
PubMed:
Determination and stability of CP-31398 in plasma from experimental animals by LC-MS/MS.
PubMed:
Attraction modulated by spacing of pheromone components and anti-attractants in a bark beetle and a moth.
PubMed:
Structure sensitivity of alkynol hydrogenation on shape- and size-controlled palladium nanocrystals: which sites are most active and selective?
PubMed:
Encecalol angelate, an unstable chromene from Ageratum conyzoides L.: total synthesis and investigation of its antiprotozoal activity.
PubMed:
Host resistance elicited by methyl jasmonate reduces emission of aggregation pheromones by the spruce bark beetle, Ips typographus.
PubMed:
Biochemical characterization and homology modeling of methylbutenol synthase and implications for understanding hemiterpene synthase evolution in plants.
PubMed:
A free-energy perturbation method based on Monte Carlo simulations using quantum mechanical calculations (QM/MC/FEP method): application to highly solvent-dependent reactions.
PubMed:
The uptake of 2-methyl-3-buten-2-ol into aqueous mixed solutions of sulfuric acid and hydrogen peroxide.
PubMed:
Preparation of glutathione imprinted polymer.
PubMed:
Identification and field activity of a male-produced aggregation pheromone in the pine sawyer beetle, Monochamus galloprovincialis.
PubMed:
Kinetics and mechanism of chlorine-atom-initiated oxidation of allyl alcohol, 3-buten-2-ol, and 2-methyl-3-buten-2-ol.
PubMed:
Fragrance material review on 2-methyl-3-buten-2-ol.
PubMed:
Isomer-selective study of the OH initiated oxidation of isoprene in the presence of O(2) and NO. I. The minor inner OH-addition channel.
PubMed:
Photooxidation of 2-methyl-3-Buten-2-ol (MBO) as a potential source of secondary organic aerosol.
PubMed:
Aggregation pheromone of the Qinghai spruce bark beetle, Ips nitidus eggers.
PubMed:
Specificity and redundancy in the olfactory system of the bark beetle Ips typographus: single-cell responses to ecologically relevant odors.
PubMed:
Metasternal gland volatiles and sexual communication in the triatomine bug, Rhodnius prolixus.
PubMed:
Electrophysiological and behavioral responses of Ips duplicatus to aggregation pheromone in Inner Mongolia, China: amitinol as a potential pheromone component.
PubMed:
Experimental and theoretical studies of the kinetics of the reactions of OH and OD with 2-methyl-3-buten-2-ol between 300 and 415 K at low pressure.
PubMed:
Peroxy and alkoxy radicals from 2-methyl-3-buten-2-ol.
PubMed:
Enhanced enzyme activity and enantioselectivity of lipases in organic solvents by crown ethers and cyclodextrins.
PubMed:
Preparation of detergent-lipase complexes utilizing water-soluble amphiphiles in single aqueous phase and catalysis of transesterifications in homogeneous organic solvents.
PubMed:
Enhancement of enzyme activity and enantioselectivity by cyclopentyl methyl ether in the transesterification catalyzed by Pseudomonas cepacia lipase co-lyophilized with cyclodextrins.
PubMed:
CYP 17 and CYP 19 inhibitors. Evaluation of fluorine effects on the inhibiting activity of regioselectively fluorinated 1-(Naphthalen-2-ylmethyl)imidazoles.
PubMed:
Hydroxyaldehyde products from hydroxyl radical reactions of Z-3-hexen-1-ol and 2-methyl-3-buten-2-ol quantified by SPME and API-MS.
PubMed:
Chemical composition of the essential oils of two Rhodiola species from Tibet.
PubMed:
Field response of Ips paraconfusus, Dendroctonus brevicomis, and their predators to 2-methyl-3-buten-2-ol, a novel alcohol emitted by ponderosa pine.
PubMed:
Ion trap mass spectrometry affords advances in the analytical and atmospheric chemistry of 2-hydroxy-2-methylpropanal, a proposed photooxidation product of 2-methyl-3-buten-2-Ol.
PubMed:
Dose-dependent response and preliminary observations on attraction range of Ips typographus to pheromones at low release rates.
PubMed:
Volatile components in aqueous essence and fresh fruit of Cucumis melo cv. Athena (muskmelon) by GC-MS and GC-O.
PubMed:
Biosynthesis of 2-methyl-3-buten-2-ol emitted from needles of Pinus ponderosa via the non-mevalonate DOXP/MEP pathway of isoprenoid formation.
PubMed:
Canopy level fluxes of 2-methyl-3-buten-2-ol, acetone, and methanol by a portable relaxed eddy accumulation system.
PubMed:
Enzymatic synthesis of methylbutenol from dimethylallyl diphosphate in needles of Pinus sabiniana.
PubMed:
A novel efficient enzyme-immobilization reaction on NH2 polymers by means of L-ascorbic acid.
PubMed:
Characterization of a Pseudomonas putida allylic alcohol dehydrogenase induced by growth on 2-methyl-3-buten-2-ol.
PubMed:
Murine cytochrome P4503A is induced by 2-methyl-3-buten-2-ol, 3-methyl-1-pentyn-3-ol(meparfynol), and tert-amyl alcohol.
PubMed:
1H NMR spin-echo spectroscopy of human erythrocytes. Transformation of exogenous compounds.
PubMed:
Volatiles released from individual spruce bark beetle entrance holes Quantitative variations during the first week of attack.
PubMed:
Inhibition of attraction to aggregation pheromone by verbenone and ipsenol : Density regulation mechanisms in bark beetleIps typographus.
PubMed:
Individual variation in aggregation pheromone content of the bark beetle,Ips typographus.
PubMed:
Methylbutynol effectively replaces methylbutenol, a pheromone component ofIps typographus (L.) (Coleoptera: Scolytidae).
PubMed:
Attraction to pheromone sources of different quantity, quality, and spacing: Density-regulation mechanisms in bark beetleIps typographus.
PubMed:
Field response of spruce bark beetle,Ips typographus, to aggregation pheromone candidates.
PubMed:
Quantitative variation of pheromone components in the spruce bark beetleIps typographus from different attack phases.
PubMed:
[The sedative-hypnotic action of hops. 4. Pharmacology of the hop substance 2-methyl-3-buten-2-ol].
PubMed:
[Detection of sedative-hypnotic active ingredients in hops. 5. Degradation of bitter acids to 2-methyl-3-buten-2-ol, a hop constituent with sedative-hypnotic activity].
PubMed:
Antimalarials. 11. 2-Vinylogs of substituted 2-aryl-4-quinoline amino alcohols.
PubMed:
The chemical structure of pemptoporphyrin.