“Bromofluoromethane”的意思、由来-开放百科全书

词条

Bromofluoromethane

释义

Preparation
Uses
References
External sources

{{Chembox
| Watchedfields = changed
| verifiedrevid = 455196803
| ImageFile = Bromofluoromethane.png
| ImageSize = 175px
| ImageFile1 = Bromofluoromethane-3D-vdW.png
| ImageSize1 = 175px
| PIN = Bromo(fluoro)methane
| OtherNames = Bromofluoromethane
Bromofluoromethylene
CFC 31B1
R 31B1
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 55059
| SMILES1 = BrCF
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/CH2BrF/c2-1-3/h1H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = LHMHCLYDBQOYTO-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 373-52-4
| PubChem = 61108
| SMILES = C(F)Br
| InChI = 1/CH2BrF/c2-1-3/h1H2
|Section2={{Chembox Properties
| Formula = CH₂BrF
| MolarMass = 112.93 g/mol
| Appearance = Gas
| Density =
| MeltingPt =
| BoilingPtC = 19
| Solubility =
|Section3={{Chembox Structure
| CrystalStruct =
| Coordination =
| MolShape = Tetrahedral
|Section4={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

Bromofluoromethane is a mixed gaseous halomethane soluble in alcohol and very soluble in chloroform.

Its standard molar entropy, S^o_gas is 276.3 J/(mol K) and heat capacity, c_p is 49.2 J/(mol K).

Preparation

Up to date, it has been prepared by three prevailingly ineffective methods:

From salts of fluoroacetic acid using a Hunsdiecker type of reaction.
From dibromofluoromethane by reductive debromination with a Swarts reagent.
From a dihalomethane by an halogen exchange reaction or from a halomethane by catalyzed bromination or fluorination.

The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin hydride.^[1]

Uses

Bromofluoromethane is an important reagent in the manufacture of intermediates, pharmaceuticals and other chemicals. Usage of bromofluoromethane is regulated due to its ozone depletion potential (0.73). Its isotopomer CH₂Br¹⁸F contains fluorine-18 (¹⁸F) and is used in radiochemistry.

References

1. ^Debrominating dibromofluoromethane with tributyltin hydride

*{{cite journal | author = G. Cazzoli |author2=C. Puzzarini |author3=A. Baldacci |author4=A. Baldan |last-author-amp=yes | year = 2007 | title = Determination of the molecular dipole moment of bromofluoromethane: microwave Stark spectra and ab initio calculations | journal = J. Mol. Spectrosc. | volume = 241 | issue = 115 | pages = | pmid = | doi = 10.1016/j.jms.2006.11.004| url = }}

External sources

Determination of the molecular dipole moment of bromofluoromethane

3 : Halomethanes|Organobromides|Organofluorides

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