词条 | Bromoacetic acid |
释义 |
| ImageFileL1 = Bromo acetic acid Structural formulae.png | ImageNameL1 = Skeletal formula of bromoacetic acid | ImageFileR1 = Bromoacetic-acid-3D-balls.png | ImageNameR1 = Ball-and-stick model | PIN = Bromoacetic acid | OtherNames = 2-Bromoacetic acid Bromoethanoic acid α-Bromoacetic acid Monobromoacetic acid Carboxymethyl bromide UN 1938 |Section1={{Chembox Identifiers | CASNo = 79-08-3 | EINECS = 201-175-8 | PubChem = 6227 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 60851 | SMILES = C(C(=O)O)Br | ChemSpiderID = 10301338 | SMILES2 = BrCC(O)=O | InChI = 1/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5) | InChIKey = KDPAWGWELVVRCH-UHFFFAOYAM | StdInChI = 1S/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5) | StdInChIKey = KDPAWGWELVVRCH-UHFFFAOYSA-N | RTECS = AF5950000 | Beilstein = 506167 |Section2={{Chembox Properties | C=2 | H=3 | Br=1 | O=2 | Appearance = White to light yellow crystalline solid | Density = 1.934 g/mL | MeltingPtC = 49 to 51 | BoilingPtC = 206 to 208 | pKa = 2.86[1] | Solubility = polar organic solvents | RefractIndex = 1.4804 (50 °C, D) |Section3={{Chembox Structure | CrystalStruct = Hexagonal or orthorhombic | Coordination = | MolShape = |Section7={{Chembox Hazards | MainHazards = Toxic (T), Corrosive (C) | RPhrases = {{R23/24/25}}, {{R36}} | SPhrases = {{S36/37/39}}, {{S45}} | NFPA-H = 3 | NFPA-F = 1 | NFPA-R = 0 | NFPA-S = | FlashPtC = 110 | AutoignitionPtC = }} Bromoacetic acid is the chemical compound with the formula CH2BrCO2H. This colorless solid is a relatively strong alkylating agent. Bromoacetic acid and its esters are widely used building blocks in organic synthesis, for example in pharmaceutical chemistry. The compound is prepared by bromination of acetic acid.[2] CH3COOH + Br2 → CH2BrCOOH + HBr It can also be prepared by the Hell-Volhard-Zelinsky process: CH3COOH + Br2 + Red Phosphorus → CH2BrCOOH See also
References1. ^Dippy, J.F.J., Hughes, S.R.C., Rozanski, A., J. Chem Soc., 1959, 2492. 2. ^{{OrgSynth | author = Natelson, S. |author2=Gottfried, S. | title = Ethyl Bromoacetate | collvol = 3 | collvolpages = 381 | year = 1955 | prep = cv3p0381}} External links
3 : Alkylating agents|Acetic acids|Organobromides |
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