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Sigma-Aldrich

(R)-(−)-3-Bromo-2-methyl-1-propanol

97%

Synonym(s):

(R)-3-Bromo-2-methylpropan-1-ol, (R)-3-Hydroxy-2-methylpropyl bromide, 3-Bromo-2-(R)-methyl-1-propanol

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About This Item

Linear Formula:
BrCH2CH(CH3)CH2OH
CAS Number:
93381-28-3
Molecular Weight:
153.02
Beilstein:
3600269
MDL number:
MFCD00013302
UNSPSC Code:
12352101
PubChem Substance ID:
24859485
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

optical activity

[α]25/D −6.6°, c = 2 in chloroform

refractive index

n20/D 1.484 (lit.)

bp

73-74 °C/9 mmHg (lit.)

density

1.461 g/mL at 20 °C (lit.)

SMILES string

C[C@H](CO)CBr

InChI

1S/C4H9BrO/c1-4(2-5)3-6/h4,6H,2-3H2,1H3/t4-/m0/s1

InChI key

KIBOHRIGZMLNNS-BYPYZUCNSA-N

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Application

(R)-(−)-3-Bromo-2-methyl-1-propanol is used as a starting material in the total syntheses of epothilone C and bistramide A. It can also be used as a structural modifier in the homochiral porous molecular networks.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multi?step application of immobilized reagents and scavengers: a total synthesis of epothilone C.
Storer R I, et al.
Chemistry?A European Journal , 10(10), 2529-2547 (2004)
Control and induction of surface-confined homochiral porous molecular networks.
Tahara K, et al.
Nature Chemistry, 3(9), 714-719 (2011)
Enantioselective total synthesis of bistramide A.
Crimmins M T and DeBaillie A C
Journal of the American Chemical Society, 128(15), 4936-4937 (2006)

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