Bromoacetyl chloride
Bromoacetyl chloride Basic information
- Product Name:
- Bromoacetyl chloride
- Synonyms:
-
- BROMOACETYL CHLORIDE
- BROMOACETYL CHLORIDE, (CONTAINS VARYING AMOUNTS OF CHLOROACETYL CHLORIDE): 65%
- Acetyl chloride, bromo-
- JACS-22118-09-8
- monobromo acetyl chloride
- Bromoacetic acid chloride
- 2-bromoethanoyl chloride
- BroMoacetyl chloride >=95% (GC)
- CAS:
- 22118-09-8
- MF:
- C2H2BrClO
- MW:
- 157.39
- EINECS:
- 244-790-7
- Product Categories:
-
- Acid Halides
- Carbonyl Compounds
- Organic Building Blocks
- Mol File:
- 22118-09-8.mol
Bromoacetyl chloride Chemical Properties
- Boiling point:
- 127-128 °C (lit.)
- Density
- 1.89 g/mL at 20 °C
- refractive index
- n20/D 1.495
- storage temp.
- 2-8°C
- form
- Liquid
- color
- Clear yellow to brown
- BRN
- 1209323
- CAS DataBase Reference
- 22118-09-8(CAS DataBase Reference)
- NIST Chemistry Reference
- Bromoacetyl chloride(22118-09-8)
Safety Information
- Hazard Codes
- C
- Risk Statements
- 14-34-37
- Safety Statements
- 26-36/37/39-45
- RIDADR
- UN 3265 8/PG 2
- WGK Germany
- 3
- F
- 10-21
- HazardClass
- 8
- PackingGroup
- II
- HS Code
- 29159000
MSDS
- Language:English Provider:SigmaAldrich
Bromoacetyl chloride Usage And Synthesis
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.
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.
Bromoacetyl chloride Preparation Products And Raw materials
Preparation Products
Raw materials
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Bromoacetyl chloride(22118-09-8)Related Product Information
- Ammonium chloride
- Sodium chloride
- Chloroacetyl chloride
- Acetyl chloride
- Calcium chloride
- Oxalyl chloride
- Choline chloride
- Phenoxyacetyl chloride
- Zinc chloride
- Thionyl chloride
- Acetoxyacetyl chloride
- Bromoacetyl bromide
- Trichloroacetyl chloride
- Potassium chloride
- Phenylacetyl chloride
- Bromoethane
- Bromoethane triphenylphosphine salt
- 2-Bromopropionyl chloride