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303607

Sigma-Aldrich

3,3-Diethoxy-1-propyne

97%

Synonym(s):

Propargylaldehyde diethyl acetal, Propiolaldehyde diethyl acetal

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About This Item

Linear Formula:
(C2H5O)2CHC≡CH
CAS Number:
10160-87-9
Molecular Weight:
128.17
Beilstein:
1701566
EC Number:
233-430-4
MDL number:
MFCD00009237
UNSPSC Code:
12352100
PubChem Substance ID:
24858132
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.412 (lit.)

bp

138-139.5 °C (lit.)

density

0.894 g/mL at 25 °C (lit.)

functional group

ether

storage temp.

2-8°C

SMILES string

CCOC(OCC)C#C

InChI

1S/C7H12O2/c1-4-7(8-5-2)9-6-3/h1,7H,5-6H2,2-3H3

InChI key

RGUXEWWHSQGVRZ-UHFFFAOYSA-N

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Application

3,3-Diethoxy-1-propyne was used in preparation of 3-boronoacrolein pinacolate, a heterodyne and (E)-3-(tributylstannyl)-2-propenal.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS3817V
BCBM3307V
MKBM3917V
BCBH0188V
MKBJ4324V

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Catalytic Asymmetric Addition of Polyfunctional Dialkylzincs to. beta.-Stannylated and. beta.-Silylated Unsaturated Aldehydes.
Ostwald R, et al.
The Journal of Organic Chemistry, 59(15), 4143-4153 (1994)
Xuri Gao et al.
Journal of the American Chemical Society, 125(31), 9308-9309 (2003-08-02)
This Communication reports the optimization of the first catalytic enantio- and diastereoselective hetero[4+2]/allylboration reaction to provide efficient access to alpha-hydroxyalkyl pyran derivatives. The key substrate 3-boronoacrolein pinacolate appears to be an exceptionally favorable heterodiene for use in Jacobsen's enantioselective reverse

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