| 词条 | N-Butylamine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 412364052 | Name = n-Butylamine | ImageFile = N-Butylamine.svg | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 200 | ImageName = Skeletal formula of n-butylamine | ImageFile1 = N-butylamine-from-xtal-1994-3D-balls.png | ImageSize1 = 180 | ImageAlt1 = Ball-and-stick model of the N-butylamine molecule | PIN = Butan-1-amine | OtherNames = {{Unbulleted list|1-Aminobutane|1-Butanamine|Monobutylamine }} |Section1={{Chembox Identifiers | Abbreviations = NBA | CASNo = 109-73-9 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 8007 | ChemSpiderID = 7716 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | UNII = N2QV60B4WR | UNII_Ref = {{fdacite|changed|FDA}} | EINECS = 203-699-2 | UNNumber = 1125 | DrugBank = DB03659 | DrugBank_Ref = {{drugbankcite|changed|drugbank}} | MeSHName = n-butylamine | ChEBI = 43799 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEMBL = 13968 | ChEMBL_Ref = {{ebicite|correct|EBI}} | RTECS = EO29750002 | Beilstein = 605269 | Gmelin = 1784 | SMILES = CCCCN | StdInChI = 1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HQABUPZFAYXKJW-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} |Section2={{Chembox Properties | C=4 | H=11 | N=1 | Appearance = Colorless liquid | Odor = fishy, ammoniacal | Density = 740 mg mL−1 | MeltingPtK = 224 | BoilingPtK = 350 to 352 | Solubility = Miscible | LogP = 1.056 | VaporPressure = 9.1 kPa (at 20 °C) | HenryConstant = 570 μmol Pa−1 kg−1 | pKb = 3.22 | RefractIndex = 1.401 | Viscosity = 500 µPa s (at 20 °C) | MagSus = -58.9·10−6 cm3/mol }} |Section3={{Chembox Thermochemistry | DeltaHf = −128.9–−126.5 kJ mol−1 | DeltaHc = −3.0196–−3.0174 MJ mol−1 | HeatCapacity = 188 J K−1 mol−1 }} |Section4={{Chembox Hazards | ExternalSDS = hazard.com | GHSPictograms = {{GHS flame}} {{GHS corrosion}} {{GHS exclamation mark}} | GHSSignalWord = DANGER | HPhrases = {{H-phrases|225|302|312|314|332}} | PPhrases = {{P-phrases|210|280|305+351+338|310}} | NFPA-F = 3 | NFPA-H = 2 | NFPA-R = 0 | FlashPtC = -7 | AutoignitionPtC = 312 | ExploLimits = 1.7–9.8% | LD50 = {{Unbulleted list|366 mg kg−1 (oral, rat)|626 mg kg−1 (dermal, rabbit)|430 mg kg−1 (oral, mouse)|430 mg kg−1 (oral, guinea pig)}}[1] | PEL = C 5 ppm (15 mg/m3) [skin][2] | IDLH = 300 ppm[2] | REL = C 5 ppm (15 mg/m3) [skin][2] | LCLo = 4000 ppm (rat, 4 hr) 263 ppm (mouse, 2 hr)[1] }} |Section5={{Chembox Related | OtherFunction_label = alkanamines | OtherFunction = {{Unbulleted list|Propylamine|Isopropylamine|1,2-Diaminopropane|1,3-Diaminopropane|Isobutylamine|tert-Butylamine|sec-Butylamine|Putrescine|Pentylamine|Cadaverine}} | OtherCompounds = 2-Methyl-2-nitrosopropane }} }} n-Butylamine is an organic compound (specifically, an amine) with the formula CH3(CH2)3NH2. This colourless liquid is one of the four isomeric amines of butane, the others being sec-butylamine, tert-butylamine, and isobutylamine. It is a liquid having the fishy, ammonia-like odor common to amines. The liquid acquires a yellow color upon storage in air. It is soluble in all organic solvents. Synthesis and reactionsIt is produced by the reaction of ammonia and alcohols over alumina: CH3(CH2)3OH + NH3 → CH3(CH2)3NH2 + H2On-Butylamine exhibits reactions typical of other simple alkyl amines, i.e. protonation, alkylation, acylation, condensation with carbonyls. Like other simple aliphatic amines, n-butylamine is a weak base: the pKa of [CH3(CH2)3NH3]+ is 10.78.[3]n-Butylamine is also a commonly used ligand in coordination chemistry, which can coordinate with metal ions, such as Pt2+, Pd2+ ions, and form tetrabutylamine- or dibutylamine- metal complexes.[4][5] UsesThis compound is used as an ingredient in the manufacture of pesticides (such as thiocarbazides), pharmaceuticals, and emulsifiers. It is also a precursor for the manufacture of N,N'-dibutylthiourea, a rubber vulcanization accelerator, and n-butylbenzenesulfonamide, a plasticizer of nylon. It is used in the synthesis of Fengabine, the fungicide benomyl, and butamoxane, and the antidiabetic Tolbutamide.[6] SafetyThe LD50 to rats through the oral exposure route is 366 mg/kg.[7] In regards to occupational exposures to n-Butylamine, the Occupational Safety and Health Administration and National Institute for Occupational Safety and Health have set occupational exposure limits at a ceiling of 5 ppm (15 mg/m3) for dermal exposure.[8] References1. ^1 {{IDLH|109739|N-Butylamine}} {{DEFAULTSORT:Butylamine, n-}}2. ^1 2 {{PGCH|0079}} 3. ^{{cite journal|author=H. K. Hall, Jr.|year=1957|journal=J. Am. Chem. Soc.|volume=79|pages=5441-5444|title=Correlation of the Base Strengths of Amines|doi=10.1021/ja01577a030}} 4. ^{{cite journal |last1=Yin |first1=Xi |last2=Shi |first2=Miao |last3=Wu |first3=Jianbo |last4=Pan |first4=Yung-Tin |last5=Gray |first5=Danielle L. |last6=Bertke |first6=Jeffery A. |last7=Yang |first7=Hong |title=Quantitative Analysis of Different Formation Modes of Platinum Nanocrystals Controlled by Ligand Chemistry |journal=Nano Letters |date=11 September 2017 |volume=17 |issue=10 |pages=6146–6150 |doi=10.1021/acs.nanolett.7b02751}} 5. ^{{cite journal |last1=Yin |first1=Xi |last2=Shi |first2=Miao |last3=Kwok |first3=Kam Sang |last4=Zhao |first4=Haidong |last5=Gray |first5=Danielle L. |last6=Bertke |first6=Jeffery A. |last7=Yang |first7=Hong |title=Dish-like higher-ordered palladium nanostructures through metal ion-ligand complexation |journal=Nano Research |date=22 May 2018 |volume=11 |issue=6 |pages=3442–3452 |doi=10.1007/s12274-018-1993-0}} 6. ^Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke, "Amines, Aliphatic" Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.{{DOI|10.1002/14356007.a02_001}} 7. ^[https://us.vwr.com/stibo/hi_res/8235547.pdf n-Butylamine MSDS] 8. ^[https://www.cdc.gov/niosh/npg/npgd0079.html CDC - NIOSH Pocket Guide to Chemical Hazards] 1 : Alkylamines |
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