| 词条 | 1,2-Butanediol |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477203212 | Name = 1,2-Butanediol | ImageFile = 1,2-Butanediol.png | ImageName = Molecular forula of 1,2-Butanediol | ImageFile1 = 1,2-Butanediol-3D-balls-2.png | ImageSize1 = | ImageAlt1 = Butanediol molecule | IUPACName = Butane-1,2-diol | OtherNames = 1,2-Dihydroxybutane α-Butylene glycol |Section1={{Chembox Identifiers | InChI = 1/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3 | InChIKey = BMRWNKZVCUKKSR-UHFFFAOYAV | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BMRWNKZVCUKKSR-UHFFFAOYSA-N | UNII_Ref = {{fdacite|correct|FDA}} | UNII = RUN0H01QEU | SMILES = OCC(O)CC | SMILES1 = CCC(CO)O | CASNo = 584-03-2 | CASNo_Ref = {{cascite|correct|CAS}} | CASNo1_Ref = {{cascite|changed|??}} | CASNo1 = 40348-66-1 | CASNo1_Comment= (R) | CASNo2_Ref = {{cascite|changed|??}} | CASNo2 = 73522-17-5 | CASNo2_Comment= (S) | EC_number = 209-527-2 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 52682 | ChemSpiderID = 10948 | RTECS = EK0380000 | PubChem = 11429 |Section2={{Chembox Properties | Properties_ref = [1] | Formula = C{{sub|4}}H{{sub|10}}O{{sub|2}} | MolarMass = 90.121 g/mol | Density = 1.0023 g/cm{{sup|3}} (20 °C) | MeltingPtC = −50 | MeltingPt_ref = [2] | BoilingPtC = 195 to 196.9 | BoilingPt_notes = (96.5 °C at 10 mmHg) | Solubility = miscible | SolubleOther = soluble in ethanol, acetone; sparingly soluble in esters and ethers; insoluble in hydrocarbons | RefractIndex = 1.4378 (20 °C) | Viscosity = 7.3 mPa s (20 °C) |Section3={{Chembox Thermochemistry | DeltaHf = −532.8 kJ/mol [3] | DeltaHc = −2479 kJ/mol |Section7={{Chembox Hazards | Hazards_ref = [4] | ExternalSDS = ICSC 0395 | FlashPtC = 90 |Section8={{Chembox Related | OtherFunction = 1,3-Butanediol 1,4-Butanediol 2,3-Butanediol | OtherFunction_label = butanediols | OtherCompounds = Ethylene glycol Propylene glycol 2-Hydroxybutyraldehyde 2-Hydroxybutyric acid α-Ketobutyric acid }} 1,2-Butanediol is the organic compound with the formula HOCH{{sub|2}}(HO)CHCH{{sub|2}}CH{{sub|3}}. It is classified as a vic-diol (glycol. It is chiral, although typically it is encountered as the racemic mixture. It is a colorless liquid. PreparationIt is produced industrially by hydration of 1,2-epoxybutane.[5][6] 1,2-Butanediol is a byproduct of the production of 1,4-butanediol from butadiene,[7] It is also a byproduct of the catalytic hydrocracking of starches and sugars such as sorbitol to ethylene glycol and propylene glycol.[8] This diol was first described by Charles-Adolphe Wurtz in 1859.[9] ApplicationsIt has been patented for the production of polyester resins and plasticizers.[6][7] It is a potential feedstock for the industrial production of α-ketobutyric acid, a precursor to some amino acids.[10] SafetyThe LD50 (rats, oral) is 16g/kg.[5] Notes1. ^{{RubberBible62nd|page=C-190}}. 2. ^The value of −50 °C for the melting point is taken from Ullmann's Encyclopedia of Industrial Chemistry and used by the Hazardous Substances Data Bank and the OECD Screening Information Dataset. Other reported values of the melting point range from −114 °C to −30 °C. 3. ^{{citation | last1 = Moureu | first1 = H. | last2 = Dode | first2 = M. | title = Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues | journal = Bull. Soc. Chim. Fr. | year = 1937 | volume = 4 | pages = 637–47}}. 4. ^{{ICSC-ref|03|95|name=1,2-Butanediol|date=March 1996}}. 5. ^1 {{Ullmann | title= Butanediols, Butenediol, and Butynediol|Heinz Gräfje et al.|year=2005|doi=10.1002/14356007.a04_455}} 6. ^1 {{SIDS-ref| id=584032 |name=1,2-Butanediol|date=February 1995}}. 7. ^1 {{citation | inventor1-last = Hasegawa | inventor1-first = Ryuichi | inventor2-last = Hayashi | inventor2-first = Kohji | assignee = Mitsubishi Monsanto Chemical Company | title = Polyester containing impure 1,2-butanediol | country-code = US | patent-number = 4596886 | year = 1986}}. 8. ^{{citation | inventor-last = Berg | inventor-first = Lloyd | title = Recovery of ethylene glycol from butanediol isomers by azeotropic distillation | country-code = US | patent-number = 4966658 | year = 1990}}. {{citation | inventor-last = Berg | inventor-first = Lloyd | title = Separation of propylene glycol from 1,2-butanediol by azeotropic distillation | country-code = US | patent-number = 5423955 | year = 1995}}. 9. ^{{citation |title=none| last = Wurtz | first = A. | authorlink = Charles-Adolphe Wurtz | journal = Ann. Chim. Phys. | year = 1859 | volume = 55 | pages = 400}}. 10. ^{{citation | inventor1-last = Imanari | inventor1-first = Makoto | inventor2-last = Iwane | inventor2-first = Hiroshi | inventor3-last = Suzuki | inventor3-first = Masashi | inventor4-last = Suzuki | inventor4-first = Naoki | assignee = Mitsubishi Petrochemical Co., Ltd. | title = Process for preparing α-ketobutyric acid | country-code = US | patent-number = 5155263 | year = 1992}}. References{{reflist}}External links
2 : Alkanediols|Vicinal diols |
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