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3 hydroxybutanal wikipedia jump to content main menu main menu move to sidebar hide navigation main page contents current events random article about wikipedia contact us contribute help learn to edit community portal recent changes upload file special pages search search appearance donate create account log in personal tools donate create account log in contents move to sidebar hide top 1 production 2 reactions and uses 3 former or niche uses 4 see also 5 references toggle the table of contents 3 hydroxybutanal 19 languages تۆرکجه català deutsch ελληνικά español فارسی suomi français igbo 日本語 한국어 nederlands русский srpskohrvatski српскохрватски српски srpski svenska தமிழ் اردو 中文 edit links article talk english read edit view history tools tools move to sidebar hide actions read edit view history general what links here related changes upload file permanent link page information cite this page get shortened url switch to legacy parser print export download as pdf printable version in other projects wikimedia commons wikidata item appearance move to sidebar hide from wikipedia the free encyclopedia organic compound with the formula ch3ch oh ch2cho 3 hydroxybutanal skeletal formula of 3 hydroxybutanal names preferred iupac name 3 hydroxybutanal 1 other names acetaldol 3 hydroxybutyraldehyde beta hydroxybutyraldehyde β hydroxybutyraldehyde identifiers cas number 107 89 1 r s y 117706 97 5 r y 117706 98 6 s y 3d model jsmol interactive image chemspider 7609 r s y 18915429 r y echa infocard 100 003 210 ec number 203 530 2 mesh 3 hydroxybutanal pubchem cid 7897 r s 13061653 r unii 8c6g962b53 n comptox dashboard epa dtxsid2050407 inchi inchi 1s c4h8o2 c1 4 6 2 3 5 h3 4 6h 2h2 1h3 y key hsjkggmujitcbw uhfffaoysa n y inchi 1 c4h8o2 c1 4 6 2 3 5 h3 4 6h 2h2 1h3 key hsjkggmujitcbw uhfffaoyai smiles cc o cc o properties chemical formula c 4 h 8 o 2 molar mass 88 106 g mol 1 appearance colorless liquid density 0 98 g ml boiling point 162 c 324 f 435 k related compounds related aldehydes glycolaldehyde lactaldehyde except where otherwise noted data are given for materials in their standard state at 25 c 77 f 100 kpa n verify what is y n infobox references chemical compound in organic chemistry 3 hydroxybutanal acetaldol aldol is an organic compound with the formula ch 3 ch oh ch 2 cho and the structure h 3 c ch oh ch 2 ch o it is classified as an aldol r ch oh chr c o r and the word aldol can refer specifically to 3 hydroxybutanal it is formally the product of the dimerization of acetaldehyde ch 3 cho a thick colorless or pale yellow liquid it is a versatile and valuable intermediate with diverse impacts 2 the compound is chiral although this aspect is not often exploited production edit acetaldehyde dimerizes upon treatment with aqueous sodium hydroxide 2 2 ch 3 cho ch 3 ch oh ch 2 cho h 2 o this is the prototypical aldol reaction reactions and uses edit dehydration of 3 hydroxybutanal gives crotonaldehyde distillation of 3 hydroxybutanal is sufficiently forcing to effect this conversion 2 ch 3 ch oh ch 2 cho ch 3 ch chcho h 2 o hydrogenation of 3 hydroxybutanal gives 1 3 butanediol ch 3 ch oh ch 2 cho h 2 ch 3 ch oh ch 2 ch 2 oh this diol is a precursor to 1 3 butadiene precursor to diverse polymers polymerization of 3 hydroxybutanal is also spontaneous but can be stopped with the addition of water aldol has been used in making perfumes and in ore flotation 3 former or niche uses edit it was formerly used in medicine as a hypnotic and sedative 4 see also edit 4 hydroxybutanal references edit 3 hydroxybutanal compound summary pubchem compound usa national center for biotechnology information 26 march 2005 identification and related records retrieved 13 october 2011 1 2 3 kohlpaintner christian schulte markus falbe jürgen lappe peter weber jürgen 2008 aldehydes aliphatic ullmann s encyclopedia of industrial chemistry weinheim wiley vch doi 10 1002 14356007 a01_321 pub2 isbn 978 3527306732 american heritage dictionary 1973 hans brandenberger robert a a maes 1997 analytical toxicology for clinical forensic and pharmaceutical chemists new york de gruyter v t e hypnotics sedatives n05c gaba a alcohols 2m2b chloralodol ethanol alcohol diethylpropanediol ethchlorvynol methylpentynol trichloroethanol barbiturates allobarbital amobarbital aprobarbital barbital butabarbital butobarbital cyclobarbital ethallobarbital heptabarb hexobarbital mephobarbital methohexital narcobarbital pentobarbital phenallymal phenobarbital propylbarbital proxibarbal reposal secobarbital talbutal thiamylal thiopental thiotetrabarbital vinbarbital vinylbital benzodiazepines brotizolam cinolazepam climazolam clobazam clonazolam doxefazepam estazolam flubromazolam flunitrazolam flunitrazepam flurazepam flutemazepam flutoprazepam loprazolam lormetazepam midazolam nimetazepam nitemazepam nitrazepam nitrazolam quazepam temazepam triazolam carbamates carisoprodol emylcamate ethinamate hexapropymate meprobamate methocarbamol phenprobamate procymate tybamate imidazoles etomidate metomidate propoxate monoureides acecarbromal apronal apronalide bromisoval capuride carbromal ectylurea neurosteroids acebrochol alfadolone alfaxolone brexanolone allopregnanolone eltanolone pregnanolone ganaxolone hydroxydione minaxolone progesterone renanolone zuranolone nonbenzodiazepines eszopiclone indiplon lirequinil necopidem pagoclone pazinaclone saripidem suproclone suriclone zaleplon zolpidem zopiclone phenols cipepofol ciprofol fospropofol propofol propofol hemisuccinate piperidinediones glutethimide methyprylon piperidione pyrithyldione quinazolinones afloqualone cloroqualone diproqualone etaqualone mebroqualone mecloqualone methaqualone methylmethaqualone nitromethaqualone sl 164 others acetophenone acetylglycinamide chloral hydrate bromide compounds lithium bromide potassium bromide sodium bromide centalun chloral betaine chloral hydrate chloralose clomethiazole dichloralphenazone gaboxadol thip ibotenic acid amanita muscaria kavalactones loreclezole muscimol amanita muscaria paraldehyde petrichloral sesquiterpene isovaleramide isovaleric acid valerenic acid sulfonylalkanes sulfonmethane sulfonal tetronal trional triclofos gaba b 1 4 butanediol 4 fluorophenibut aceburic acid baclofen gabob ghb sodium oxybate gbl gvl jzp 386 phenibut tolibut valiloxybate xw 10172 h 1 antihistamines captodiame cyproheptadine diphenhydramine doxylamine hydroxyzine methapyrilene perlapine pheniramine promethazine propiomazine antidepressants serotonin antagonists and reuptake inhibitors etoperidone nefazodone trazodone tricyclic antidepressants amitriptyline doxepin trimipramine etc tetracyclic antidepressants mianserin mirtazapine etc antipsychotics typical antipsychotics chlorpromazine thioridazine etc atypical antipsychotics olanzapine quetiapine risperidone etc α 2 adrenergic clonidine detomidine dexmedetomidine lofexidine medetomidine romifidine tasipimidine tizanidine xylazine 5 ht 2a antidepressants trazodone tricyclic antidepressants amitriptyline doxepin trimipramine etc tetracyclic antidepressants mianserin mirtazapine etc antipsychotics typical antipsychotics chlorpromazine thioridazine etc atypical antipsychotics olanzapine quetiapine risperidone etc others niaprazine melatonin agomelatine melatonin ramelteon tasimelteon orexin daridorexant lemborexant suvorexant α 2 δ vdcc atagabalin baclofen gabapentin gabapentin enacarbil mirogabalin phenibut pregabalin others cannabinoids e g cannabis tetrahydrocannabinol dronabinol nabilone cannabidiol zenivol chlorophenylalkyldiols fenpentadiol metaglycodol phenaglycodol diethylpropanediol metamizil evoxine fenadiazole gaba reuptake inhibitors e g tiagabine guaifenesin related muscle relaxants chlorphenesin mephenesin mephenoxalone metaxalone methocarbamol midaflur opioids e g morphine passion flower pellotine phemerazole scopolamine serotonin precursors e g tryptophan 5 hydroxytryptophan 5 htp oxitriptan trazodone tributyrin umb68 valnoctamide authority control databases gnd retrieved from https en wikipedia org w index php title 3 hydroxybutanal oldid 1300999375 categories hydroxy aldehydes gaba analogues hypnotics sedatives aldols hidden categories articles with short description short description is different from wikidata chemical articles with multiple compound ids multiple chemicals in an infobox that need indexing chemical articles with multiple cas registry numbers chemical articles with multiple pubchem cids articles without ebi source articles without kegg source echa infocard id from wikidata articles with changed fda identifier articles containing unverified chemical infoboxes chembox image size set short description matches wikidata this page was last edited on 17 july 2025 at 15 29 utc page was rendered with parsoid text is available under the creative commons attribution sharealike 4 0 license additional terms may apply by using this site you agree to the terms of use and privacy policy wikipedia is a registered 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