| Identification | More | [Name]
Bromoacetyl chloride | [CAS]
22118-09-8 | [Synonyms]
BROMOACETYL CHLORIDE
Acetyl chloride, bromo-
BROMOACETYL CHLORIDE, (CONTAINS VARYING AMOUNTS OF CHLOROACETYL CHLORIDE): 65%
monobromo acetyl chloride
Bromoacetic acid chloride | [EINECS(EC#)]
244-790-7 | [Molecular Formula]
C2H2BrClO | [MDL Number]
MFCD00000724 | [Molecular Weight]
157.39 | [MOL File]
22118-09-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R14:Reacts violently with water.
R34:Causes burns.
R37:Irritating to the respiratory system. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29159000 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear yellow liquid | [Mechanism of action]
Bromoacetyl chloride photodissociation has been interpreted as a typical process in which nonadiabatic effects play a dominant role. Stationary points (minima and saddle points) and minimum energy paths are characterized on the S0 and S1 potential energy surfaces. The five adiabatic excited electronic states are converted to a nonadiabatic representation using a quadruple-path nonadiabatic approach. The nonadiabatic potential energy matrix of the first five excited singlet states is constructed along several cuts of the potential energy hypersurface. The thermochemical properties of the photodissociation reaction and the comparison with experimental translational energy profiles strongly suggest that nonadiabatic effects dominate the C-Br cleavage, but the reaction proceeds along an energetically allowed nonadiabatic path to excited state products rather than being nonadiabatically inhibited. This conclusion is also supported by the low values of nonadiabatic coupling along the C-Br cleavage reaction path[1].
| [Uses]
Bromoacetyl chloride was used in the synthesis of α,α-disubstituted thioisomünchnones. It was also used in the preparation of 1,3-dibromoacetone. | [Uses]
Bromoacetyl chloride was used in the synthesis of α,α-disubstituted thioisomünchnones. It was also used in the preparation of 1,3-dibromoacetone. | [General Description]
The competitive photodissociation of bromoacetyl chloride has been studied by ab initio methods. | [Precautions]
readily hydrolyzed with formation of HCl; corrosive; lachrymator. This reagent should only be handled in a fume hood.
| [References]
[1] ROSENDO VALERO; Donald G T. Nonadiabatic effects in C-Br bond scission in the photodissociation of bromoacetyl chloride.[J]. Journal of Chemical Physics, 2006, 125 19: 194305. DOI:10.1063/1.2363991. |
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