Butan-1,3-diol
Butylene glycol · 1,3-BUTYLENE GLYCOL · BD · Butane-1,3-diol · 1-Methyl-1,3-propanediol · 1,3-Butandiol · BUTAN-1,3-DIOL · (±)-butane-1,3-diol
Identifikatoren & physikalische Daten
| CAS No. | 107-88-0 |
|---|---|
| Summenformel | C4H10O2 |
| Durchschnittliche Molmasse | 90,12 g/mol |
| Monoisotopische Masse | 90,06807956 g/mol |
| SMILES | CC(O)CCO |
| InChIKey | PUPZLCDOIYMWBV-UHFFFAOYSA-N |
| PubChem CID | 7896 |
| ChEMBL | CHEMBL1231501 |
| ChEBI | CHEBI:52683 |
| EC No. | 203-529-7 |
| DTXSID | DTXSID8026773 |
| Lokaler Name | Butan-1,3-diol |
Chemische & physikalische Eigenschaften
| XLogP | -0,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 40,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 6 |
| Formalladung | 0 |
| Komplexität | 28,7 |
| Polymers | Other Classes -> Alcohols and Polyols, Other |
| Kosmetika | Cosmetic ingredients (Butylene Glycol) -> CIR (Cosmetic Ingredient Review)HumectantSolvent |
| Duftstoffe | Fragrance Ingredient (1,3-Butanediol) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | -0.290-0.79 |
| Geruch | Practically odorlessOdorless when pure |
| Geschmack | Sweet flavor with bitter aftertaste |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT, SOLVENT OR VEHICLE -> FDA Substance added to food |
| Dichte | 1.0053 g/cu cm at 20 °CRelative density (water = 1): 1.001.006 @ 20°C1.005 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Viscosity | 96 cSt at 25 °C |
| Color/Form | Viscous liquidPure compound is colorless |
| Löslichkeit | Miscible with waterPractically insoluble in aliphatic hydrocarbons, benzene, toluene, carbon tetrachloride, ethanolamines, mineral and linseed oilsoluble in acetone, methyl ethyl ketone, ethanol, dibutyl phthalate, castor oilSlightly soluble in ether1000 mg/mL at 25 °CSolubility in water: good>500g/lMiscible |
| Schmelzpunkt | -54 °C |
| Siedepunkt | 203-204 °C(lit.) |
| Dampfdichte | 3.1 (20 °C, vs air) |
| Dampfdruck | 0.06 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.44(lit.) |
| Flammpunkt | 250 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 14.83±0.20(Predicted) |
| Wichte | 1.004 – 1.007 |
| Farbe | Clear colorless to yellow, may discolor to brown on storage |
| pH | 6.1 (500g/l, H2O, 20℃) |
| Geruch | odorless |
| Explosionsgrenze | 1.9-12.6%(V) |
| Merck | 14,1567 |
| BRN | 1731276 |
| Henry-Konstante | 7.0×103 mol/(m3Pa) at 25℃, Burkholder et al. (2019) |
| Stabilität | Stable. Flammable. Hygroscopic - protect from air and moisture. Incompatible with strong oxidizing agents. |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONINGSOLVENTVISCOSITY CONTROLLINGHUMECTANTFRAGRANCE |
| InChI | 1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3 |
| InChIKey | PUPZLCDOIYMWBV-UHFFFAOYSA-N |
| SMILES | CC(O)CCO |
| LogP (Verteilungskoeffizient) | -0.9 at 25℃ |
| CAS Datenbank | 107-88-0(CAS DataBase Reference) |
| NIST chemische Informationen | 1,3-Butanediol(107-88-0) |
| EPA chemische Informationen | 1,3-Butylene glycol (107-88-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 46.2% (1160 of 2513) of reports.WarningH226 (51.2%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2513 reports by companies from 8 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 1,3-ButanediolCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)1,3-Butanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Butanediol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 20-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/149621,3-Butylene glycol: Does not have an individual approval but may be used under an appropriate group standard |
| Brandgefahren | Combustible. |
| Brandpotenzial | Combustible when exposed to heat or flame. |
| Gefahrenübersicht | Toxic if ingest large amounts[CHRIS] A skin, eye, and respiratory tract irritant[ICSC] An efficient antimicrobial agent, inhibiting gram-negative and gram-positive microorganisms, molds, and yeasts. [HSDB] A mild irritant[MSDSonline] |
| FDA-Anforderungen | 1,3-Butanediol is an indirect food additive for use only as a component of adhesives.1,3-Butylene glycol is a food additive permitted in feed and drinking water of animals.1,3-Butylene glycol is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.1,3-Butylene glycol (1,3-butanediol) may be safely used in food in accordance with the following prescribed conditions: (a) The substance meets the following specifications: (1) 1,3-Butylene glycol content: Not less than 99 percent. (2) Specific gravity at 20/20 °C: 1.004 to 1.006. (3) Distillation range: 200 deg-215 °C. (b) It is used in the minimum amount required to perform its intended effect. (c) It is used as a solvent for natural and synthetic flavoring substances except where standards of identity issued under section 401 of the act preclude such use. |
Anwendungen & Verwendung
Beschreibung
1,3-Butanediol(also known as 1,3-Butylene Glycol or Butylene glycol) is a viscous, colorless, transparent liquid with a boiling point of 208°C and a faint odor. It exhibits the reactivity of a diol and possesses excellent chemical stability. Currently, 1,3-Butanediol is predominantly used in the cosmetics industry as a humectant, thanks to its excellent antibacterial properties and lower irritation and allergenicity compared to glycerol and propylene glycol. In the chemical industry, it is used to synthesize various resins, improve their properties, and enhance dyeability. As a solvent, 1,3-Butanediol is used in the manufacture of coatings, adhesives, and other chemical products. It is a key raw material in the production of polyester and polyether polyols, which are polymers used to manufacture polyurethane foams, elastomers, and coatings, among others. In the pharmaceutical industry, 1,3-Butanediol serves as a key intermediate in the synthesis of various drug molecules, including antibiotics, antiviral drugs, and anticancer agents. During drug preparation, it acts as a solvent, helping to improve the solubility and stability of active pharmaceutical ingredients.
Verwenden
1,3-Butanediol is used in the synthesis of colchicine derivatives as anticancer agents. Also used in the synthesis of dual peroxisome proliferator-activated gamma and delta agonists acting as euglycem ic agents in the treatment of diabetes.
Herstellung & Synthese
synthetische
1,3-Butanediol can be produced by either chemical synthesis or biosynthesis. Chemical synthesis routes include the acetylene condensation–hydrogenation process, the propylene–formaldehyde condensation–hydrolysis process, and the one-step diacetone process. Among these methods, the acetylene condensation–hydrogenation route is currently the most widely used industrial production process.