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123986

Sigma-Aldrich

Bromoacetaldehyde diethyl acetal

97%

Synonym(s):

2-Bromo-1,1-diethoxyethane, Bromoacetal

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About This Item

Linear Formula:
BrCH2CH(OC2H5)2
CAS Number:
2032-35-1
Molecular Weight:
197.07
Beilstein:
635754
EC Number:
217-989-1
MDL number:
MFCD00000214
UNSPSC Code:
12352100
PubChem Substance ID:
24847591
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.439 (lit.)

bp

66-67 °C/18 mmHg (lit.)

density

1.31 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CCOC(CBr)OCC

InChI

1S/C6H13BrO2/c1-3-8-6(5-7)9-4-2/h6H,3-5H2,1-2H3

InChI key

LILXDMFJXYAKMK-UHFFFAOYSA-N

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General description

Bromoacetaldehyde diethyl acetal reacts with anhydrous trimethylamine to form glycine betaine aldehyde. It reacts with different thiophenols in the presence of KOH/Cu to produce the corresponding ketone and diethyl acetals.
May darken in storage

Application

Bromoacetaldehyde diethyl acetal has been used in the synthesis of monomer 2-(2,2-dimethoxy)ethoxyethyl vinyl ether. It has been used as synthetic building block.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H315,H319,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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B Landfald et al.
Journal of bacteriology, 165(3), 849-855 (1986-03-01)
Glycine betaine and its precursors choline and glycine betaine aldehyde have been found to confer a high level of osmotic tolerance when added exogenously to cultures of Escherichia coli at an inhibitory osmotic strength. In this paper, the following findings
Ana Cristina Lima Leite et al.
Bioorganic & medicinal chemistry, 14(11), 3749-3757 (2006-02-07)
A novel series of thiosemicarbazone and aminoacyl-thiazolidones derivatives were synthesized. Their structure suggests that these compounds could have anti-Trypanosoma cruzi activity. Biological evaluation indicates that some of these compounds are able to inhibit the growth of T. cruzi in concentrations
Tetrahedron Asymmetry, 18, 557-557 (2007)
Synthesis of graft copolymers based on selective living cationic polymerization using an acetal group with a combination of Lewis acids.
Shimomoto H, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 50(18), 3703-3709 (2012)
Il Jung et al.
The Journal of organic chemistry, 72(10), 3652-3658 (2007-03-31)
New organic dyes composed of the benzo[b]furan donor, thiophene-conjugated bridge, and cyano acrylic acid acceptor have been newly synthesized through the one-pot coupling cyclization key step. Nanocrystalline TiO2 dye-sensitized solar cell was fabricated using this dye. A solar-to-electric conversion efficiency

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