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B78114

Sigma-Aldrich

2-Bromopropane

99%

Synonym(s):

Isopropyl bromide

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About This Item

Linear Formula:
(CH3)2CHBr
CAS Number:
75-26-3
Molecular Weight:
122.99
Beilstein:
741852
EC Number:
200-855-1
MDL number:
MFCD00000147
UNSPSC Code:
12352100
PubChem Substance ID:
24892020
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.425 (lit.)

bp

59 °C (lit.)

mp

−89 °C (lit.)

density

1.31 g/mL at 25 °C (lit.)

SMILES string

CC(C)Br

InChI

1S/C3H7Br/c1-3(2)4/h3H,1-2H3

InChI key

NAMYKGVDVNBCFQ-UHFFFAOYSA-N

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Application

2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands. It can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H225,H360FD,H373

Hazard Classifications

Flam. Liq. 2 - Repr. 1A - STOT RE 2 Inhalation

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

66.2 °F - closed cup

Flash Point(C)

19 °C - closed cup

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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Total synthesis of lamellarins D, H, and R and ningalin B.
Li Q, et al.
Organic Letters, 13(2), 312-315 (2010)
Efficient route to 4a-methyltetrahydrofluorenes: a total synthesis of (?)-dichroanal B via intramolecular Heck reaction.
Planas L, et al.
The Journal of Organic Chemistry, 71(7), 2896-2898 (2006)
The selective reaction of aryl halides with KOH: synthesis of phenols, aromatic ethers, and benzofurans.
Anderson K W, et al.
Journal of the American Chemical Society, 128(33), 10694-10695 (2006)
An extremely active catalyst for the Negishi cross-coupling reaction.
Milne J E and Buchwald S L
Journal of the American Chemical Society, 126(40), 13028-13032 (2004)
Kyung-Sun Kang et al.
Reproductive toxicology (Elmsford, N.Y.), 16(2), 151-159 (2002-04-17)
The toxic effects of 2-bromopropane (2-BP) on the reproductive tracts of male F1 offspring from dams exposed to 2-BP during gestation and lactation were investigated. Ten pregnant (sperm-positive) Sprague-Dawley rats per group were exposed sc to 2-BP at 135, 405
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