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81831

Sigma-Aldrich

Propargyl bromide solution

purum, ~80% in toluene

동의어(들):

3-Bromo-1-propyne

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50 ML
₩170,216
250 ML
₩475,325

₩170,216

재고 있음세부사항

벌크 견적 요청
모든 사진(1)

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보기 변경
50 ML
₩170,216
250 ML
₩475,325

About This Item

Linear Formula:
HC≡CCH2Br
CAS Number:
106-96-7
Molecular Weight:
118.96
Beilstein:
605309
MDL number:
MFCD00000241
UNSPSC 코드:
12352100
PubChem Substance ID:
329769220
NACRES:
NA.22

₩170,216

재고 있음세부사항

벌크 견적 요청

grade

purum

Quality Level

200

양식

liquid

포함

~0.3% magnesium oxide light as stabilizer

농도

~80% in toluene

density

1.39 g/mL at 20 °C

작용기

alkyl halide
bromo

저장 온도

2-8°C

SMILES string

BrCC#C

InChI

1S/C3H3Br/c1-2-3-4/h1H,3H2

InChI key

YORCIIVHUBAYBQ-UHFFFAOYSA-N

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관련 카테고리

일반 설명

The product is 80% solution of propargyl bromide in toluene. Propargyl bromide (3-bromopropyne, C3H3Br, or 3BP)[1] possess propargyl group, which is an important three-carbon building block. It participates in the stereoselective propargylation reaction of α-alkoxy aldehydes.[1] It is used to compose a soil fumigant trizone.[2]

애플리케이션

Propargyl bromide solution may be used in the synthesis of the following:
  • new arabinogalactan propargyl ethers with degree of substitution (DS) up to 2.8, by propargylation of arabino-3,6-galactan[3]
  • conjugated polyelectrolyte with polyacetylene as the backbone and pyridinium as side groups, poly(propargyl pyridinium bromide)[4]
  • benzodiazepine derivative, 4-phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one[5]
  • N(3)-propargylated 2′-deoxyuridine, which can be encorporated in the DNA[6]
  • chiral oxygenated acyclic natural products, via distereoselective propargylation of α-hydroxy aldehydes[1]

신호어

Danger

유해 및 위험 성명서

H225,H301,H304,H314,H335,H336,H361d,H373

Hazard Classifications

Acute Tox. 3 Oral - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

표적 기관

Central nervous system, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

64.4 °F - closed cup

Flash Point (°C)

18 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
BCCM7893
BCCL6404
BCCM2933
BCCL2113
BCCK0080

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문서 라이브러리 방문

Mohamed Loughzail et al.
Acta crystallographica. Section E, Structure reports online, 67(Pt 8), o2075-o2076 (2011-11-18)
4-Phenyl-1H-1,5-benzodiazepin-2(3H)-one reacts in the pres-ence of a concentrated aqueous solution of sodium hydroxide and a quaternary ammonium salt (as catalyst) in benzene (phase transfer catalysis) with propargyl bromide, affording the title benzodiazepine derivative, C(18)H(14)N(2)O. In the mol-ecule, the mean plane
Diastereoselective propargylation of α-alkoxy aldehydes with propargyl bromide and zinc. A versatile and efficient method for the synthesis of chiral oxygenated acyclic natural products.
Wu W-L, et al.
The Journal of Organic Chemistry, 60(10), 3257-3259 (1995)
Yates et al.
Journal of agricultural and food chemistry, 46(2), 755-761 (2001-02-07)
During the 1960s, propargyl bromide (3-bromopropyne, C(3)H(3)Br, or 3BP) was used in a soil fumigant Trizone, a combination of chloropicrin, methyl bromide, and propargyl bromide. Since a great deal of attention is being placed on finding replacements for methyl bromide
Venkata Ramana Sirivolu et al.
Chembiochem : a European journal of chemical biology, 9(14), 2305-2316 (2008-09-10)
5-Tripropargylamine-2'-deoxyuridine (1 a) containing two terminal triple bonds was synthesized by a Pd-assisted Sonogashira cross-coupling reaction and was subsequently converted into the corresponding phosphoramidite building block (9) and employed in solid-phase oligonucleotide synthesis. T(m) experiments demonstrate that the presence of
Lyudmila A Grischenko et al.
Carbohydrate research, 376, 7-14 (2013-06-04)
New arabinogalactan propargyl ethers with degree of substitution (DS) up to 2.8 have been obtained by propargylation of arabino-3,6-galactan (AG) with propargyl bromide (PB) in the two-phase system 30-60% КОН aqueous solution/toluene in the presence of triethylbenzylammonium chloride (TEBAС) or
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 답변

    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?

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    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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