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About This Item
Linear Formula:
CH3COBr
CAS Number:
Molecular Weight:
122.95
Beilstein:
1697546
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
vapor density
4.3 (vs air)
Quality Level
vapor pressure
92.2 mmHg ( 25 °C)
Assay
99%
form
liquid
refractive index
n20/D 1.45 (lit.)
bp
75-77 °C (lit.)
mp
−96 °C (lit.)
solubility
benzene: miscible
chloroform: miscible
diethyl ether: miscible
density
1.663 g/mL at 25 °C (lit.)
SMILES string
CC(Br)=O
InChI
1S/C2H3BrO/c1-2(3)4/h1H3
InChI key
FXXACINHVKSMDR-UHFFFAOYSA-N
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General description
Acetyl bromide effectively mediates Nazarov cyclization of a cross-conjugated pentadienone to give (±)-methyl rocaglate. It is added to dissolve Arabidopsis lignin during acetyl bromide method for rapid microscale determination of lignin content in Arabidopsis.
Application
Acetyl bromide can be used:
- In the quantification of lignin in cell wall residues of Arabidopsis.
- In the total synthesis of cinchona alkaloids named quinidine and quinine.
- To prepare 9,10-diarylanthracenes and triarylmethanes by reacting with arenes and various aromatic aldehydes using ZnBr2/SiO2.
- To prepare glycosyl bromides from free sugars or their peracetates.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
Supplementary Hazards
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 2
Flash Point(F)
No data available
Flash Point(C)
No data available
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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Laser microdissection and genetic manipulation technologies to probe lignin heterogeneity and configuration in plant cell walls
Biomass Conversion (2012)
Convenient synthesis of triarylmethanes and 9, 10-diarylanthracenes by alkylation of arenes with aromatic aldehydes using acetyl bromide and ZnBr2/SiO2
Kodomari M, et al.
Tetrahedron Letters, 49(16), 2537-2540 (2008)
Annelie Gutsch et al.
BMC plant biology, 19(1), 271-271 (2019-06-23)
The heavy metal cadmium (Cd) accumulates in the environment due to anthropogenic influences. It is unessential and harmful to all life forms. The plant cell wall forms a physical barrier against environmental stress and changes in the cell wall structure
Mild one-pot preparation of glycosyl bromides
Hunsen M, et al.
Carbohydrate Research, 340(17), 2670-2674 (2005)
Oliver R A Corea et al.
Methods in molecular biology (Clifton, N.J.), 908, 229-250 (2012-07-31)
Single and multiple T-DNA knockouts of genes encoding arogenate dehydratases (ADTs) in Arabidopsis were obtained in homozygous form. These were analyzed for potential differences in lignin contents and compositions, as well as for distinct phenotypes over growth and development. Of
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