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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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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)
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)
NTP-CERHR Expert Panel Report on the reproductive and developmental toxicity of 2-bromopropane.
Kim Boekelheide et al.
Reproductive toxicology (Elmsford, N.Y.), 18(2), 189-217 (2004-03-17)
View All Related Papers

Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. 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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