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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
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Quality Level

200

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.[1][2] It can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.[3][4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6546
STBK5777
STBJ9043
STBJ8495
STBH9829

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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)
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)
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)
Katsumi Ohtani et al.
Industrial health, 42(2), 219-225 (2004-05-07)
Reproductive toxicity of 2-bromopropane (2BP), a substitute for ozone layer-depleting chloro-fluorocarbon, was found among the workers in an electronics factory in Korea in 1995. Furthermore the importance of testicular toxicity has been realized since the problem of endocrine disruptors arose
View All Related Papers

Questions

  1. State the manner in which atoms are held together

    1 answer

    1. 2-Bromopropane is an organobromide compound. In regards to structure, the 2-Bromopropane molecule contains a total of 10 bond(s). There is 3 non-H bond(s). There is no carbon in 2-bromopropane that is bonded to four different groups; C-2 is bonded to two methyl groups. Thus, 2-bromopropane is not chiral. Please see the link below which refers to the properties of 2-Bromopropane:

      https://pubchem.ncbi.nlm.nih.gov/compound/2-Bromopropane#section=Chemical-Classes

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