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16175

Sigma-Aldrich

2-(2-Bromoethyl)-2,5,5-trimethyl-1,3-dioxane

technical, ≥90.0% (AT)

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About This Item

Empirical Formula (Hill Notation):
C9H17BrO2
CAS Number:
Molecular Weight:
237.13
Beilstein:
4305359
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

technical

Assay

≥90.0% (AT)

form

liquid

refractive index

n20/D 1.470 (lit.)

bp

72-73 °C/0.6 mmHg (lit.)

density

1.26 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)COC(C)(CCBr)OC1

InChI

1S/C9H17BrO2/c1-8(2)6-11-9(3,4-5-10)12-7-8/h4-7H2,1-3H3

InChI key

HSWLDQSQVWEZIG-UHFFFAOYSA-N

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Other Notes

Masked 2-bromoethyl methyl ketone forming a stable Grignard reagent

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Reductive Cyclization of (3-) and (4-Oxoalkyl)-9, 10-anthraquinones to the cyclopenta [a] anthraquinone and naphthacene-5, 12-dione systems.
Krohn K and Bernhard S.
J. Prakt. Chem./Chem.-Ztg., 340(1), 26-33 (1998)
The Total synthesis of (+)-artemisinin and (+)-9-desmethyltemesinin.
Avery MA, et al.
Tetrahedron Letters, 28(4), 4629-4632 (1987)
J.C. Stowell et al.
Organic Syntheses, 62, 140-140 (1984)
B.B. Snider et al.
The Journal of Organic Chemistry, 49, 153-153 (1984)
W Francke et al.
Bioorganic & medicinal chemistry, 4(3), 363-374 (1996-03-01)
Head-space volatiles obtained from male mountain pine beetles, Dendroctonus ponderosae, were analyzed by coupled GC-MS and chiral gas chromatography. 5-Ethyl-7-methyl-6,8-dioxabicyclo[3.2.1]octane (6) was found as a new naturally occurring isomer of brevicomin (1). In addition, several stereoisomers of 7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octan-2-ol (11) and

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