2-Pentanol

2-Pentanol Basic information
Description References
Product Name:2-Pentanol
Synonyms:(+/-)-2-PENTANOL;1-Methylbutanol;alcoold’amylesecondaire;Isoamyl alcohol, secondary;isoamylalcohol(secondary);isoamylalcohol,secondary;n-C3H7CH(OH)CH3;sek.-Amylalkohol
CAS:6032-29-7
MF:C5H12O
MW:88.15
EINECS:227-907-6
Product Categories:Alcohols;Building Blocks;C2 to C6;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;alcohol Flavor;bc0001
Mol File:6032-29-7.mol
2-Pentanol Structure
2-Pentanol Chemical Properties
Melting point -50 °C
Boiling point 118-119 °C (lit.)
density 0.812 g/mL at 25 °C (lit.)
vapor density 3 (vs air)
vapor pressure 3 hPa (20 °C)
refractive index n20/D 1.406(lit.)
FEMA 3316 | 2-PENTANOL
Fp 93 °F
storage temp. Store below +30°C.
solubility 166g/l
form Liquid
pka15.31±0.20(Predicted)
color Clear colorless
Relative polarity0.488
Odorat 100.00 %. mild green fusel oil fermented
Odor Typefermented
explosive limit1.2-10.5%(V)
Odor Threshold0.29ppm
Water Solubility 16.6 g/ 100 mL (20 ºC)
JECFA Number280
Merck 14,7119
BRN 1718819
InChIKeyJYVLIDXNZAXMDK-UHFFFAOYSA-N
LogP1.22
CAS DataBase Reference6032-29-7(CAS DataBase Reference)
NIST Chemistry Reference2-Pentanol(6032-29-7)
EPA Substance Registry System2-Pentanol (6032-29-7)
Safety Information
Hazard Codes Xn
Risk Statements 10-20-37-66
Safety Statements 46
RIDADR UN 1105 3/PG 3
WGK Germany 1
RTECS SA4900000
Autoignition Temperature649 °F
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29051500
ToxicityLD50 orally in Rabbit: 1470 mg/kg LD50 dermal Rabbit 5250 mg/kg
MSDS Information
ProviderLanguage
2-PentanolEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2-Pentanol Usage And Synthesis
Description2-Pentanol is a clear liquid that is soluble in water and alcohol. It has a fermented, alcoholic smell. It is used as a flavor and fragrance agent and applied in foods which require a crisp herbal or fruity smell and flavors such as dill, cucumber, cilantro, melon, rhubarb, guava, or tomato. It is used in baked goods, puddings, gravies, meat products, seasonings, soups, and non-alcoholic beverages. 2-pentanol is also used as a solvent and intermediate for the synthesis of other chemicals.
References[1] https://en.wikipedia.org/wiki/2-Pentanol
Chemical PropertiesAmyl alcohols (pentanols) have eight isomers. All are flammable, colorless liquids, except the isomer 2,2- dimethyl-1-propanol, which is a crystalline solid.
Chemical Propertiesclear colourless liquid
Chemical Properties2-Pentanol has a mild green, fusel-oil odor. This compound is also reported as having a winy, ethereal odor.
OccurrenceReported found in banana, Satsuma mandarin peel oil, peach, raw asparagus, vinegar, wheaten bread, cheddar cheese, Swiss cheese, other cheeses, roasted barley, roasted filbert, roasted peanut, plum brandy, Bourbon vanilla, Chinese quince, apple, orange juice, bilberry, cranberry, guava, grapes, melon, papaya, pineapple, strawberry, ginger, butter, chicken fat, hop oil, beer, cognac, Scotch whiskey, rum, cider, red wine, cocoa, tea, oats, honey, soybean, coconut meat, passion fruit, beans, mushroom, starfruit, mango, malt, mountain papaya, endive, shrimp, naranjilla fruit and cape gooseberry.
Uses(±)-2-Pentanol is a widely used solvent and a building block used in the synthesis of consumer products.
Uses2-Pentanol is a secondary alcohol that can be used as:
A hydrogen donor in the synthesis of methyl furan via catalytic transfer hydrogenation of furfural over a ruthenium/ruthenium oxide/carbon catalyst.A reagent in one-pot synthesis of brominated derivatives of 1,3-dioxolane.A solvent for the synthesis of organic molecules such as 2, 4-diaminopyrimidines and 4-aza-podophyllotoxins.
DefinitionChEBI: A secondary alcohol that is pentane substituted at position 2 by a hydroxy group.
PreparationBy catalytic reduction of methyl n-propyl ketone.
General Description2-Pentanol, a secondary alcohol, is a volatile organic compound (VOC) that is a common aroma-active component of food and beverage products.
Safety ProfileModerately toxic by ingestion and intraperitoneal routes. A narcotic. A skin and severe eye irritant. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. A severe explosion hazard when exposed to heat or flame. To fight fire, use alcohol foam, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS
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.
ShippingUN2811 Pentanols, Hazard Class: 3; Labels: 3- Flammable liquid. UN1987 Alcohols, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid.
Purification MethodsRefluxed it with CaO, distil it, then reflux it with magnesium and again fractionally distil it. [Beilstein 1 IV 1655.]
IncompatibilitiesForms 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 DisposalDissolve 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.
2-Pentanol Preparation Products And Raw materials
Raw materials1,5-HEXANEDIOL–>3-Pentanol–>n-C3H7CH(CH3)OOH–>1-Ethylpropyl hydroperoxide
Preparation Products2-Pentanone–>1,4-PENTANEDIOL–>Pentobarbital–>1-METHYLBUTYL ACETATE–>6-UNDECANOL–>(S)-(+)-2-Pentanol–>pentan-2-yl carbonochloridate–>methyl 1-methylbutyl ether

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