3-Methyl-1-butanol
- CAS No.
- 123-51-3
- Chemical Name:
- 3-Methyl-1-butanol
- Synonyms
- ISOAMYL ALCOHOL;3-METHYLBUTAN-1-OL;ISOPENTYL ALCOHOL;ISOPENTANOL;FUSEL OIL;3-METHYL BUTANOL;i-Amyl Alcohol;Isoamylol;3-methyl-1-butano;3-methylbutanoI
- CBNumber:
- CB8852971
- Molecular Formula:
- C5H12O
- Molecular Weight:
- 88.15
- MOL File:
- 123-51-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/24 19:19:26
| Melting point | -117 °C |
|---|---|
| Boiling point | 131-132 °C |
| Density | 0.809 g/mL at 25 °C(lit.) |
| vapor density | 3 (vs air) |
| vapor pressure | 2 mm Hg ( 20 °C) |
| FEMA | 2057 | ISOAMYL ALCOHOL |
| refractive index |
n |
| Flash point | 109.4 °F |
| storage temp. | room temp |
| solubility | 25g/l |
| form | Liquid |
| pka | >14 (Schwarzenbach et al., 1993) |
| Specific Gravity | 0.813 (15/4℃) |
| color | <20(APHA) |
| PH Range | 5.6 at 25 g/l at 20 °C |
| Odor | Mild odor; alcoholic, non-residual. |
| PH | 7 (25g/l, H2O, 20℃) |
| explosive limit | 1.2-9%, 100°F |
| Odor Threshold | 0.0017ppm |
| Odor Type | fermented |
| Water Solubility | 25 g/L (20 ºC) |
| λmax |
λ: 260 nm Amax: 0.06 λ: 280 nm Amax: 0.06 |
| Merck | 14,5195 |
| JECFA Number | 52 |
| BRN | 1718835 |
| Henry's Law Constant | 33.1 at 37 °C (Bylaite et al., 2004) |
| Exposure limits | NIOSH REL: TWA 100 ppm (360 mg/m3), IDLH 500 ppm; OSHA PEL: TWA 100 ppm; ACGIH TLV: TWA 100 ppm, STEL 125 ppm (adopted). |
| Dielectric constant | 15.3（23℃） |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides. |
| LogP | 1.35 at 20℃ |
| CAS DataBase Reference | 123-51-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 1-Butanol, 3-methyl-(123-51-3) |
| EPA Substance Registry System | 3-Methyl-1-butanol (123-51-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H226-H315-H318-H332-H335 | |||||||||
| Precautionary statements | P210-P233-P280-P303+P361+P353-P304+P340+P312-P305+P351+P338 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 10-20-37-66-20/22-R20/22-R10 | |||||||||
| Safety Statements | 46-16-S16 | |||||||||
| OEB | A | |||||||||
| OEL | TWA: 100 ppm (360 mg/m3), STEL: 125 ppm (450 mg/m3) | |||||||||
| RIDADR | UN 1105 3/PG 3 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | EL5425000 | |||||||||
| Autoignition Temperature | 644 °F | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29335995 | |||||||||
| Toxicity | LD50 orally in rats: 7.07 ml/kg (Smyth) | |||||||||
| IDLA | 500 ppm | |||||||||
| NFPA 704 |
|
3-Methyl-1-butanol price More Price(46)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | W205710 | Isoamyl alcohol natural, ≥98%, FG | 123-51-3 | 1SAMPLE-K | ₹5347.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W205710 | Isoamyl alcohol natural, ≥98%, FG | 123-51-3 | 1KG | ₹7891.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W205710 | Isoamyl alcohol natural, ≥98%, FG | 123-51-3 | 4KG | ₹14808.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W205710 | Isoamyl alcohol natural, ≥98%, FG | 123-51-3 | 8KG | ₹20524.2 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W205702 | Isoamyl alcohol ≥98%, FG | 123-51-3 | 1SAMPLE-K | ₹5141.88 | 2022-06-14 | Buy |
3-Methyl-1-butanol Chemical Properties,Uses,Production
Chemical Properties
Isoamyl alcohol has a fusel oil, whiskey-characteristic, pungent odor and repulsive taste. The air odor threshold for 3-methyl-1-butanol was reported as 0.042 ppm , which provides some acute warning for exposure to this chemical.
Physical properties
Clear, colorless liquid with a pungent odor. An odor threshold concentration of 1.7 ppbv was reported by Nagata and Takeuchi (1990).
Occurrence
Constitutes the major portion of fusel oil; also known as fermentation of amyl alcohol; it has been identified as an ester among the constituents of Roman chamomile oil; French peppermint, Java citronella, Réunion geranium, tea, Teucrium chamaedrys, Eucalyptus amigdalina, Achillea ageratum and Artemisia camphorata. It is reported present in the aromas of strawberry and raspberry. It is also reported found in over 230 natural sources including apple, apricot, banana, sweet and sour cherry, citrus peel oils and juices, berries, guava, grapes, raisin, melon, papaya, peach, pear, pineapple, asparagus, cabbage, kohlrabi, celery stalk and seed, leek, peas, potato, sauerkraut, tomato, ginger, mint oils, vinegar, mustard, bread, cheeses, butter, milk, fish，meats, cognac, rum, whiskies, cider, sherry, grape wines, tea, filberts, pecans, walnuts, oats, honey, soybean, avocado, Arctic bramble, olive, passion fruit, rose and Malay apple, mushroom, mango, tamarind, pear brandy, port, cardamom, gin, quince, radish, sukiyaki, sake, buckwheat, corn oil, sweet corn, laurel, malt, wort, cherimoya, loquat, Bourbon vanilla, shrimp, oysters, crayfish, mussels and scallops
Uses
3-Methyl-1-butanol and 2-methyl-1-butanol are normally used as apple or banana flavoring agents for wine. They can also be used as chemical intermediates and solvents in pharmaceutical products.
Preparation
3-Methyl-1-butanol and 2-methyl-1-butanol were first isolated from fusel oils, by-products of ethanol fermentation by yeast. These compounds can also be derived from the chlorination of pentane followed by hydrolysis. Another alternative process is the oxo process, a general strategy for the manufacture of C4 and higher alcohols. Both the chlorination process and the oxo process are current commercial processes for the production of 3-methyl-1-butanol and 2-methyl-1-butanol, but the oxo process via the hydroformylation reaction is the more popular. Two main technologies are used for the process. The first was brought on stream by Ruhrchemie in Germany and Exxon in USA in the 1940s and is generally referred to as "high-pressure cobalt catalyst technology." The active catalyst species is cobalt hydrocarbonyl, and a pressure of 200–300 atm is required to maintain the stability of the catalyst. In the early 1960s, Shell commercialized a modern version of the cobalt catalyst process. This technology uses organophosphine ligands, which allows a lower operating pressure of 30–100 atm but at the expense of the catalyst activity. The Shell technology is employed primarily in the production of linear primary alcohols, whereas the high-pressure cobalt technology is frequently used in the production of branched alcohols.
Production Methods
Isoamyl alcohol has a characteristic pungent odor and repulsive taste. Industrially prepared by rectification of fusel oil.
Definition
ChEBI: Isoamylol is an primary alcohol that is butan-1-ol in which a hydrogen at position 3 has been replaced by a methyl group. It has a role as a xenobiotic metabolite, a Saccharomyces cerevisiae metabolite and an antifungal agent. It is a primary alcohol, a volatile organic compound and an alkyl alcohol. It derives from a hydride of an isopentane.
General Description
Colorless liquid with a mild, choking alcohol odor. Less dense than water, soluble in water. Hence floats on water. Produces an irritating vapor.
Air & Water Reactions
Highly flammable. Water soluble.
Reactivity Profile
3-Methyl-1-butanol attacks plastics [Handling Chemicals Safely, 1980. p. 236]. Mixtures with concentrated sulfuric acid and strong hydrogen peroxide may cause explosions. Mixing with hypochlorous acid in water or water/carbon tetrachloride solution can generate isoamyl hypochlorites, which may explode, particularly on exposure to sunlight or heat. Mixing with chlorine would also yield isoamyl hypochlorites [NFPA 491 M, 1991]. Base-catalysed reactions with isocyanates can occur with explosive violence [Wischmeyer,1969].
Hazard
Moderate fire risk. Vapor is toxic and irritant. Explosive limits in air 1.2–9%.
Health Hazard
Very high vapor concentrations irritate eyes and upper respiratory tract. Continued contact with skin may cause irritation.
Potential Exposure
(n-isomer); Suspected reprotoxic hazard, Primary irritant (w/o allergic reaction), (iso-, primary): Possible risk of forming tumors, Primary irritant (w/o allergic reaction), (sec-, active primary-, and other isomers) Primary irritant (w/o allergic reaction). Used as a solvent in organic synthesis and synthetic flavoring, pharmaceuticals, corrosion inhibitors; making plastics and other chemicals; as a flotation agent. The (n-isomer) is used in preparation of oil additives, plasticizers, synthetic lubricants, and as a solvent.
Environmental Fate
Biological. Using the BOD technique to measure biodegradation, the mean 5-d BOD value (mM
BOD/mM isoamyl alcohol) and ThOD were 4.46 and 59.5%, respectively (Vaishnav et al., 1987).
Chemical/Physical. Isoamyl alcohol will not hydrolyze because it has no hydrolyzable
functional group (Kollig, 1993).
Shipping
UN2811 Pentanols, Hazard Class: 3; Labels: 3- Flammable liquid. UN1987 Alcohols, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid.
Purification Methods
Dry the alcohol by heating with CaO and fractionally distilling, then heating with BaO and redistilling. Alternatively, boil it with concentrated KOH solution, wash it with dilute H3PO4, and dry it with K2CO3, then anhydrous CuSO4, before fractionally distilling it. If very dry alcohol is required, the distillate is refluxed with the appropriate alkyl phthalate or succinate as described for ethanol. It is separated from 2-methyl-1-butanol by fractional distillation, fractional crystallisation and preparative gas chromatography. [Beilstein 1 IV 1677.]
Incompatibilities
Forms an explosive mixture with air. Contact with strong oxidizers and hydrogen trisulfide may cause fire and explosions. Incompatible with strong acids. Violent reaction with alkaline earth metals forming hydrogen, a flammable gas.
Waste Disposal
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
3-Methyl-1-butanol Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| HJ AROCHEM | +91-8690768060 +91-9724420086 | Ahmedabad, India | 171 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| AnalyticsStanza Inc | +91-7032031309 +91-7032031309 | Hyderabad, India | 227 | 58 | Inquiry |
| Premier Solvents Pvt. Ltd. (Vijay Ajmera Group) | +91-9137708020 +91-9769953599 | Maharashtra, India | 34 | 58 | Inquiry |
| Mruchem | +91-8087147166 +91-8087147166 | Gujarat, India | 52 | 58 | Inquiry |
| Saurabh Industries | +91-9200000290 +91-9200000290 | Madhya Pradesh, India | 2 | 58 | Inquiry |
| HRV Global Life Sciences | +91-9820219686 +91-9820219686 | Telangana, India | 379 | 58 | Inquiry |
| Mehk Chemicals Pvt Ltd | +91-9323157788 +91-8369781782 | Maharashtra, India | 32 | 58 | Inquiry |
| Trichem Laboratories (Bombay) Pvt Ltd | +91-2266312644 +91-9820508868 | Maharashtra, India | 9 | 58 | Inquiry |
| S G Arochem Industries | +91-9557176200 +91-9806006051 | Madhya Pradesh, India | 48 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| HJ AROCHEM | 58 |
| JSK Chemicals | 58 |
| AnalyticsStanza Inc | 58 |
| Premier Solvents Pvt. Ltd. (Vijay Ajmera Group) | 58 |
| Mruchem | 58 |
| Saurabh Industries | 58 |
| HRV Global Life Sciences | 58 |
| Mehk Chemicals Pvt Ltd | 58 |
| Trichem Laboratories (Bombay) Pvt Ltd | 58 |
| S G Arochem Industries | 58 |
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- Jul 15，2024