Dave's Molecular Models
Alcohols

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File revised: Thu, Mar 27, 2014 .

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Tutorials: Beginning Organic Chemistry. | Organic Nomenclature | Problem Solving


The following molecular models are part of Dave's molecular models database.

Note: The model presentation uses the Jmol applet requiring Java to be installed on your computer.


Model files copyright 1994-2004, 2005

The models may be used for educational or personal purposes, but may not be copied for publishing use without permission of the author.


FormulaMolar
Mass
Name (click for model)Comments
CH4O32.05MethanolSolvent.
Information."
C2H6O46.08Ethanol, ethyl alcoholAlcohol as a drink/drug.
Use of ethanol as energy source.
More on ethanol for energy."
C2H6O262.08Ethane-1,2-diol,
ethylene glycol
Glycol, anti-freeze.
Keep it away from your pets.
Information."
C3H2O386.05Deltic acidpKa1 : 2.5
pKa2 : 6.0"
C3H4O5120.072-Hydroxypropandioic acid"
C3H5NO3103.093-Hydroxy-2-oxopropanamide"
C3H5NO4119.09HadacidinAntitumor antibiotic properties"
C3H6O58.09Prop-2-en-1-olAllyl alcohol"
C3H6O58.09Prop-2-en-2-olAcetone enol"
C3H6O274.093-Hydroxypropanal"
C3H6O274.09Hydroxypropanone"
C3H6O390.09(R)-2-Hydroxypropanoic acidLactic acid"
C3H6O390.09(R)-(+)-Glyceraldehyde"
C3H6O390.09(S)-(-)-Glyceraldehyde"
C3H6O390.09(S)-(+)-Lactic AcidIn blood and muscles of man and animals."
C3H8O60.11Propan-1-ol"
C3H8O60.11Propan-2-ol"
C3H8O276.11Propane-1,3-diol"
C3H8O392.11Propane-1,2,3-triol"
C3H9NO75.133-Aminopropan-1-ol"
C4H2O4114.06Squaric acidpKa1 : 0.5
pKa2 : 3.5"
C4H6O5134.1Hydroxybutanedioic acid(S)-Malic acid, apple acid. Found in many fruits."
C4H6O6150.1(+)-(2R,3R)-Tartaric Acidby-product of wine making, see the S,S enantiomer"
C4H6O6150.1(2R,3S)-Tartaric Acid (meso)"
C4H6O6150.1(-)-(2S,3S)-Tartaric Acida rare form of this acid with no optical rotation was called Racemic Acid (from "+ "racemus=bunch of grapes, L). Experiment showed that this was a 50-50 mixture of the (+) and (-) forms of tartaric acid (which were separated by hand-picking crystals of the sodium ammonium salt of racemic acid) and this has led all such 50-50 mixtures of the two enantiomers being labelled racemic"
C4H8O3104.12(2R,3R)-2,3,4-Trihydroxybutanal,
D-Erythrose (open chain)
"
C4H8O3104.12(2R,3S)-2,3,4-Trihydroxybutanal,
L-Threose (open chain)
"
C4H8O3104.12(2S,3R)-2,3,4-Trihydroxybutanal,
D-Threose (open chain)
"
C4H8O3104.12(2S,3S)-2,3,4-Trihydroxybutanal,
L-Erythrose (open chain)
"
C4H9BrO153.03(2R,3R)-3-Bromobutan-2-ol"
C4H9BrO153.03(2S,3S)-3-Bromobutan-2-ol"
C4H9BrO153.03(2S,3R)-3-Bromobutan-2-ol"
C4H9BrO153.03(2R,3S)-3-Bromobutan-2-ol"
C4H9ClO108.58(2R,3R)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2R,3S)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2S,3R)-3-Chlorobutan-2-ol"
C4H9ClO108.58(2S,3S)-3-Chlorobutan-2-ol"
C4H9ClO108.58(R)-4-Chlorobutan-2-ol"
C4H9ClO108.58(S)-4-Chlorobutan-2-ol"
C4H10O74.14Butan-1-ol"
C4H10O74.14(S)-Butan-2-ol"
C4H10O74.14(R)-Butan-2-ol"
C4H10O74.142-Methylpropan-1-olIsobutyl alcohol"
C4H10O74.142-Methylpropan-2-olt-Butyl alcohol"
C4H11NO89.164-Aminobutan-1-ol"
C4H11NO89.162-Amino-2-methylpropan-1-olUsed in synthesis and as an emulsifying agent in cosmetics, polishes. Also used in hair sprays, wave sets and hair dyes."
C5H2O5142.07Croconic acidpKa1 : 0.8
pKa2 : 2.2"
C5H8O84.13Pent-3-yn-1-ol"
C5H8O3116.135-Hydroxy-3-oxopentanal"
C5H9BrO165.04(1S,2S)-2-Bromocyclopentanol(trans)"
C5H10O86.15Cyclopentanol"
C5H10O86.15trans-Pent-3-en-1-ol"
C5H10O86.15(S)-Pent-4-en-2-ol"
C5H10O86.15(R)-Pent-1-en-3-ol"
C5H10O86.15(S)-Pent-1-en-3-ol"
C5H10O3118.15(2R,4S)-2,4-Dihydroxypentan-3-onemeso"
C5H10O4134.15beta-D-Deoxyribofuranose"
C5H10O5150.15beta-D-Ribofuranose"
C5H11BrO167.06(R)-1-Bromopentan-3-ol"
C5H11BrO167.06(S)-1-Bromopentan-3-ol"
C5H11BrO167.065-Bromopentan-1-ol"
C5H11ClO122.61(2R,3R)-2-Chloropentan-3-ol"
C5H11ClO122.61(2R,3S)-2-Chloropentan-3-ol"
C5H11ClO122.61(2S,3R)-2-Chloropentan-3-ol"
C5H11ClO122.61(2S,3S)-2-Chloropentan-3-ol"
C5H11NO101.17(E)-5-Aminopent-3-en-1-ol"
C5H11NO2117.175-Hydroxypentanamide"
C5H12O88.17(R)-2-Methylbutan-1-ol"
C5H12O88.17(S)-2-Methylbutan-1-ol"
C5H12O88.172-Methylbutan-2-ol"
C5H12O88.173-Methylbutan-1-ol"
C5H12O88.17(R)-3-Methylbutan-2-ol"
C5H12O88.17(S)-3-Methylbutan-2-ol"
C5H12O88.17Pentan-1-ol"
C5H12O88.17(S)-Pentan-2-ol"
C5H12O88.17(R)-Pentan-2-ol"
C5H12O88.17Pentan-3-ol"
C5H12O88.172,2-Dimethylpropan-1-ol"
C5H12O2104.172,2-Dimethylpropane-1,3-diol"
C5H12O2104.17(2S,3R)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2R,3S)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2R,3R)-2-Methylbutane-1,3-diol"
C5H12O2104.17(2S,3S)-2-Methylbutane-1,3-diol"
C5H13NO103.19(2R,3R)-3-Amino-N-methylbutan-2-ol"
C5H13NO103.19(2S,3S)-3-Amino-N-methylbutan-2-ol"
C5H13NO2119.192-Amino-2-ethylpropane-1,3-diolEmulsifying agent in cosmetics."
C6H2O6170.08Rhodizonic acid"
C6H8O6176.14Ascorbic AcidVitamin C
Information on Vitamin C
Information on Vitamin C sources
Mor information on Vitamin C sources
Microscope Image of Crystals of Vitamin C"
C6H11ClO2150.62(2R,4R)-2-Chloro-4-hydroxyhexanoic acid"
C6H12O100.18CyclohexanolChair, equatorial."
C6H12O100.18(Z)-Hex-3-en-1-olLeaf alcohol - present in leaves of odiferous plants - part of the odour of cut grass."
C6H12O100.18Cyclohexanolaxial, chair"
C6H12O2116.18cis-Cyclohexane-1,2-diol"
C6H12O2116.18trans-Cyclohexane-1,4-diol"
C6H12O2116.18(R)-2-Ethyl-3-hydroxybutanal"
C6H12O2116.18(R)-2-Ethyl-4-hydroxybutanal"
C6H12O6180.18alpha-D-Galactopyranose"
C6H12O6180.18beta-D-Galactopyranose"
C6H12O6180.18Alpha-D-Glucopyranose"
C6H12O6180.18Beta-D-Glucopyranose"
C6H14O102.22,3-Dimethylbutan-2-ol"
C6H14O102.2(R)-2-Methylpentan-3-ol"
C6H14O102.2(S)-2-Methylpentan-3-ol"
C6H14O102.2Hexan-1-ol"
C6H14O2118.22,3-Dimethylbutane-2,3-diol"
C6H14O2118.2(R)-2-Methylpentane-2,4-diol"
C6H14O2118.2(S)-2-Methylpentane-2,4-diol"
C6H15NO117.22(2S,5R)-5-Aminohexan-2-ol"
C7H8O108.15Benzyl alcohol, phenylmethanolfound in jasmine, hyacinth oils, plus others"
C7H10O2126.17(2S,4S)-4-Hydroxycyclohex-2-enecarbaldehydeRing is modeled trans, diequatorial."
C7H12O112.19(R)-(+)-Seudenolaggregation pheromone from the female Douglas fir beetle, Dendroctonus pseudotsugae Similar to the case of sulcatol (qv), the natural pheromone is a racemic mixture which is much more biologically active than either single enantiomer."
C7H12O112.19(S)-(-)-Seudenolaggregation pheromone from the female Douglas fir beetle, Dendroctonus pseudotsugae Similar to the case of sulcatol (qv), the natural pheromone is a racemic mixture which is much more biologically active than either single enantiomer."
C7H14O114.21(S)-2,2-Dimethylcyclopentanol"
C7H14O114.21(R)-2,2-Dimethylcyclopentanol"
C7H14O114.21(1R,2S)-2-Methylcyclohexanolcis"
C7H14O114.21(1S,2R)-2-Methylcyclohexanolcis"
C7H14O114.21(1S,2S)-2-Methylcyclohexanoltrans, all equatorial"
C7H14O114.21(1R,2R)-2-Methylcyclohexanoltrans, all equatorial"
C7H14O114.21trans-3-Methylcyclohexanol"
C7H15NO3161.23(3S,4R)-4-Amino-3-hydroxy-7-oxoheptanoic acid"
C7H16O116.23Heptan-1-ol"
C7H16O116.23(3R,4S)-4-Methylhexan-3-olPheromone of the ant (Tetramorium impurum"
C7H16O116.23(R)-2-Ethylpentan-1-ol"
C7H16O116.23(S)-2-Ethylpentan-1-ol"
C7H16O2132.232,2-Diethylpropane-1,3-diol"
C7H16O2132.23(3S,4R)-Heptane-3,4-diol"
C7H16O2132.23(3R,4S)-Heptane-3,4-diol"
C7H16O2132.233-Butoxypropan-1-ol"
C8H9NO3167.18PyridoxalAldehyde from Vitamin B6"
C8H11NO3169.2Pyridoxine, Vitamin B6"
C8H14O3158.22(3R,4R)-4-Hydroxy-3-methylheptane-2,5-dione"
C8H14O3158.22(3S,4S)-4-Hydroxy-3-methylheptane-2,5-dione"
C8H16O128.24(-)-(R)-Sulcatolaggregation pheromone produced by males of Gnathotrichus sulcatus. Neither enantiomer is biologically active on its own, but the racemic mixture is more active than the natural pheromone which is a 65% S to 35% R mixture"
C8H16O128.24(+)-(S)-Sulcatolaggregation pheromone produced by males of Gnathotrichus sulcatus. Neither enantiomer is biologically active on its own, but the racemic mixture is more active than the natural pheromone which is a 65% S to 35% R mixture"
C8H16O2144.24(S)-2-Hydroxyoctan-3-oneMale-produced sex pheromone of the grape borer, Xylotrechus pyrrhoderus."
C8H16O2144.244-Ethyl-4-hydroxyhexan-2-one"
C8H16O3160.24(2R,4R)-2-Ethyl-4-hydroxyhexanoic acid"
C8H16O3160.24(2S,4S)-2-Ethyl-4-hydroxyhexanoic acid"
C8H17NO3S207.32FelinineIsolated from cat urine. Rotation: -11.5"
C8H18O130.26Octan-1-ol"
C8H18O130.26(3S,4S)-4-Methylheptan-3-olAn aggregation pheromone of the smaller European elm bark beetle, Scolytus multistriatus"
C8H18O130.26(3R,4S)-4-Methylheptan-3-olA trail pheromone of the ant, Leptogenys diminuta"
C8H18O130.266-Methylheptan-1-olisooctyl alcohol"
C8H18O2146.26(2S,3S)-Octane-2,3-diolMale-produced sex pheromone component of Xylotrechus pyrrhoderus, a grape borer and major pest in Japan."
C8H18O2146.26(2S)-2-Hydroxyoctan-3-oneMale-produced sex pheromone component of Xylotrechus pyrrhoderus, a grape borer and major pest in Japan."
C8H18O2146.26(4S,5R)-5-Hydroxy-4-methylheptan-3-oneSitphilure, aggregation pheromone of the rice weevil, Sitopilus oryzae, and the maize weevil, Sitophilus zeamais."
C9H10O134.19Cinnamyl alcoholOdour of hyacinth; occurs as esters in cinnamon leaves and hyacinth oil; used in perfumary and as a deodorant."
C9H13NO151.23(S)-N-Methylphenylethanolamine"
C9H14O2154.23(S)-2-Hydroxynon-7-yn-4-one"
C9H16O4188.25(R)-6-Hydroxy-4-oxononanoic acid"
C9H18O142.27(E)-Non-6-en-1-olMale sex pheromone of the Mediterranean fruit fly, Ceratitis capitata."
C9H18O2158.279-Hydroxynon-4-oneRectal gland secretion of fruit flies, Dacus occipitalis and D. halfordiae."
C9H18O5S238.33Isopropyl beta-D-thiogalactopyranoside"
C9H18O6222.27Isopropyl beta-D-Galactopyranoside"
C9H20NO3190.3(3S,4R,5R)-4-Amino-5-ethyl
-3-hydroxy-7-oxoheptanoic acid
"
C10H16136.26D-Lactic acidRacemic lactic acid occurs in sour milk."
C10H16NO8S2342.39Sinigrin (anion)flavour compound: mustard, horseradish"
C10H16O152.26(R)-(-)-IpsdienolThis enantiomer is a pheromone of Ips calligraphus"
C10H16O152.26(S)-(+)-IpsdienolThis enantiomer is a pheromone of Ips paraconfusus and Ips avulsus"
C10H17NO6247.28Linamarinfrom manoic, a SE Asian yam"
C10H18O154.28FragranolA cyclobutanone from Artemisia fragrens. Diastereoisomer of grandisol"
C10H18O154.28GeraniolFrom Turkish geranium oil, diasteriomer of nerol (qv)"
C10H18O154.28Nerolwidely occuring monoterpene, diastereoisomer of geraniol (qv)
odour of sweet rose"
C10H18O154.28(R)-LinaloolOdour resembling bergamot and lavender which it replaces in perfumery; from lanaloe oil."
C10H18O3186.28(E)-9-Hydroxydec-2-enoic acidComponent of swarm-setting pheromone of queen honeybees."
C10H20O156.3Mentholfrom peppermint oil"
C10H20O156.3Decanal"
C10H20O2172.3(S)-7-Hydroxy-3,7-dimethyloctanalLily-of-the-valley.
The R enantiomer has different odour"
C10H20O2172.3(R)-7-Hydroxy-3,7-dimethyloctanalMint.
The S enantiomer has different odour."
C10H20O3188.3SitophilateAggregation pheromone (male) of the granary weevil, Sitophilus granarius."
C10H22O2174.32meso-2,3,4,5-Tetramethylhexane-2,5-diol"
C11H20O3200.31Prop-1-yl (E)-8-hydroxyoct-5-enoate"
C11H22O170.33(RZ)-Undec-6-en-2-olThe volatile signal of ant-lions, Euroleon nostras and Grocus bore."
C11H22O2186.33SerricorninFemale-produced sex pheromone of the cigarette beetle, Lasioderma serricorne."
C11H24O172.353,5-Diethylheptan-4-ol"
C12H15NO8301.282-Nitrophenyl beta-D-Galactopyranoside"
C12H18Cl2N4OS337.3ThiamineVitamin B1. Model does not show the two chloride ions."
C12H22O182.34(5Z,7E)-Dodeca-5,7-dien-1-olPheromone of the female pine moth, Dendrolimus spectabilis, and the forest tent caterpillar, Malacosoma disstria."
C12H22O182.34(8Z,10E)-Dodeca-8,10-dien-1-olSex pheromone of the codlin moth, Laspeyresia pomonella, and the forest tent caterpillar, Malacosoma disstria."
C12H22O11342.34Cellobioseunit of cellulose, though not found free in nature"
C12H22O11342.34Lactosein milk of mammals"
C12H22O11342.34Maltosesweetener, from starch"
C12H22O11342.34Sucrose, Sugarcane sugar, beet sugar"
C13H21NO3239.35Albuterol(Proventil) A bronchodilator.
WWW reference."
C14H15NO7309.3LaetrileRise and fall of Laetrile."
C14H18O8314.32Vanillin beta-D-glucoside"
C14H22N2O3266.38TenorminS enantiomer modelled. Drug used in the treatment of high blood pressure, angina pectoris and heart attack.
WWW reference."
C15H18O5278.33CoriamyrtinToxic sesquiterpene from the leaves and fruit of Coraria myrtifolia."
C15H20O3248.35Illudin MAn antitumor, antibiotic produced by poisonous basidiomycetes Clitocybe illudens."
C15H22O3250.37WarburganalSesquiterpene from Warburgia ugandensis. Has biological activity as a plant growth regulator, an antimicrobial and as a molluscicide."
C15H24O220.39alpha-SantalolSesquiterpene alcohol from sandalwood oil."
C15H24O220.39beta-SantalolFrom sandalwood oil."
C15H26O222.41FarnesolFound in many oils such as citronella, lemon grass, rose, and musk. Used in perfumery to emphasize sweet floral odours."
C15H26O222.41(+)-CarotolFrom oil of carrot seeds."
C15H26O222.41LedolSesquiterpene from the essential oil of leaves of Ledum palustre."
C15H26O222.41Patchouli alcoholSesquiterpene from oil of patchouli."
C16H20I3N3O8763.12Iopromide(all chiral centres R) a radiographic contrast medium."
C16H21NO2259.38(S)-Propranolol(-)-Propranolol, a beta blocker for heart disease.
Information"
C16H21NO2259.38(R)-Propranolol(+)-Propranolol, acts as a contraceptive."
C16H25NO2263.42TramadolAnalegsic.
Model shown is the trans (R,R) sterioisomer.
Information
More information
Crystals"
C16H30O238.46BombykolPheromone from the silkworm moth, Bombyx mori"
C17H19NO3285.37MorphineMost important alkaloid of opium, a narcotic analgesic. Addictive.
Sulfate medication"
C17H22I3N3O8777.15Iopamidola radiographic contrast medium"
C17H22O2258.39Enanthotoxin (R enantiomer) an acetylenic natural product from hemlock water dropwort, the most poisonous plant in the UK."
C18H21NO3299.4CodeineInhibits the cough reflex"
C18H24O2272.42EstradiolMost potent mammalian estrogenic (female sex) hormone"
C18H27NO6353.46HygrophyllineIsolated from Senecio hygrophylus"
C18H34O266.52(3E,13Z)-3,13-Octadecadien-1-ola pheromone of the poplar twig clearwing moth (Paranthrene tabaniformis)"
C19H16O260.35Triphenylmethanol"
C19H22O6346.41Gibberellic acidPlant hormone - most potent of the growth promoting metabolites of Gibberella fujikuroi. Used as a plant growth regulator, especially for seedlings, and as a food additive in the malting of barley."
C19H26I3N3O9821.21Iohexol(all chiral centres R) a radiographic contrast medium"
C19H28O2288.47TestosteronePrinciple male sex hormone (androgen), also promotes muscle growth"
C19H30O2290.49AndrosteroneMale sex hormone."
C20H24N2O2324.46Quinineantimalarial drug isolated from cinchona bark"
C20H26O2298.46NorethindroneUsed in birth control pills.
Information."
C21H23ClFNO2374.9HaloperidolAntipsychotic properties."
C21H30O2314.51(-)-Delta(1)-THCActive component of marijuana"
C21H30O2314.51(-)-Delta(6)-THCActive (but only 1%) component of marijuana"
C21H30O5362.51CortisolGlucocorticoid hormone (regulates metabolism of carbohydrates and decrease inflamation"
C21H32O2316.53PregnenoloneInformation"
C22H37NO331.6AnandamideChocoholics amide, ethanolamide of arachidonic acid."
C23H34O4374.57DigitoxigeninAglycon of digitoxin, a cardiotonic"
C24H40O5408.64(+)Cholic acida bile acid.
11 stereocentres lead to 2048 possible stereoisomers. Of the these only this one is found naturally."
C25H33NO4411.59Etorphine2000 times more potent than morphine, not safe for human use but used to tranquilize elephants!"
C27H42O4430.69HecogeninNaturally occuring plant steroid which may be used to synthesize required human steroids, avoiding costly total synthesis."
C27H46O386.73CholesterolSteroid transformations
Photo Gallery
Control High Cholesterol Levels"
C28H44O396.72ErgosterolObtained from yeast, most important provitamin D"
C29H35NO2429.65MefepristoneRU-486, the 'morning after' contraceptive.
Web resources."
C30H40O6496.7AbsinthinVery bitter orange needle crystals from wormwood, Artemisia absinthium"
C32H41NO2471.74Terfenadine (R enantiomer)Seldane, an antihistamine.
Histamine, antihistamine information
or Histamine, antihistamine information"
C35H44I6N6O151550.31Iodixanol(all chiral centres R) a radiographic contrast medium"
C36H47N5O4613.88Indinavir
or Crixivan
Antiviral drug used against HIV/AIDS.
Information."
C36H61NaO11692.96Monensin - Sodium saltAn ionophore antibiotic produced by the bacteria Streptoyces cinnamonensis. Used in beef cattle to increase the weight gain to food intake ratio.
Information"
C36H62O11670.98MonensinAn ionophore antibiotic produced by the bacteria Streptoyces cinnamonensis. Used in beef cattle to increase the weight gain to food intake ratio.
Information"
C37H67NO13734.05Erythromycin AProduced by a strain of Streptomyces erythreus. Used as an antibacterial."
C41H64O14781.05LanoxinDrug used for heart disease; heartbeat regulator.
WWW reference."
C50H70O14895.2Brevetoxin Bmarine neurotoxin associated with 'red tide' catastrophes on coastal areas around the world
The Harmful Algae Page
Intro to Dinoflagellata"
C63H88CoN14O14P1355.55Vitamin B12Synthesized 1972, Woodward et al."
Number of entries in table : 238

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This page last modified on: Thu, Mar 27, 2014 .