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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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Tetrahedron Asymmetry, 18, 557-557 (2007)
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
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)
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
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

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