Skip to Content
Merck
All Photos(1)

Key Documents

309559

Sigma-Aldrich

3-Bromo-2,2-dimethyl-1-propanol

96%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrCH2C(CH3)2CH2OH
CAS Number:
Molecular Weight:
167.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

184-187 °C (lit.)

density

1.358 g/mL at 25 °C (lit.)

functional group

bromo
hydroxyl

SMILES string

CC(C)(CO)CBr

InChI

1S/C5H11BrO/c1-5(2,3-6)4-7/h7H,3-4H2,1-2H3

InChI key

KQOQXYPZBYTICM-UHFFFAOYSA-N

Application

3-Bromo-2,2-dimethyl-1-propanol was used in the synthesis of 3-bromo-2,2-dimethylpropanal by undergoing oxidation with pyridinium chlorochromate, mixed with silica, in dichloromethane.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

168.8 °F - closed cup

Flash Point(C)

76 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Erika Leemans et al.
The Journal of organic chemistry, 73(4), 1422-1428 (2008-01-24)
1-Allyl- and 1-(3-phenylallyl)-substituted 4-(2-bromo-1,1-dimethylethyl)azetidin-2-ones were transformed into 3-substituted 7-alkoxy-5,5-dimethyl-1-azabicyclo[4.2.0]octane-8-ones through radical cyclization by means of n-tributyltin hydride and AIBN in toluene with excellent diastereocontrol (>or=99%). The radical cyclization of 4-(2-bromo-1,1-dimethylethyl)-1-(2-methylallyl)azetidin-2-ones afforded 8-alkoxy-3,6,6-trimethyl-1-azabicyclo[5.2.0]nonan-9-ones in good diastereomeric excess (75-78%). The reductive ring

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service