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词条 Bromoacetic acid
释义

  1. See also

  2. References

  3. External links

{{Chembox
| 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

  • Acetic acid
  • Chloroacetic acid
  • Ethyl bromoacetate

References

1. ^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

  • [https://web.archive.org/web/20080425105741/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6WK8-4CRH7RF-CV&_user=10&_coverDate=11%2F30%2F1978&_rdoc=1&_fmt=&_orig=search&_sort=d&view=c&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=00bdaee06030954b07ca2f0bf38c6a7b The microwave spectrum of bromoacetic acid]
  • Entry at chemicalland21.com
{{DEFAULTSORT:Bromoacetic Acid}}

3 : Alkylating agents|Acetic acids|Organobromides

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