Propargyl

  • CAS No. :106-96-7
  • Molecular Formula:C3H3Br
  • Purity:99%
  • Molecular Weight:118.96
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Product Details

pd_meltingpoint:-61 °C

Packing:250KG/drum

Appearance:Colorless To Yellow

Product Description


 

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

 

In organic chemistry, the propargyl group is an alkyl functional group of 2-propynyl with the structure HC≡C−CH2−, derived from the alkyne propyne.

 

The term propargylic refers to a saturated position (sp3-hybridized) on a molecular framework next to an alkynyl group. The name comes from mix of propene and argentum, which refers to the typical reaction of the terminal alkynes with silver salts.

 

The term homopropargylic designates in the same manner:

A saturated position on a molecular framework next to a propargylic group and thus two bonds from an alkyne moiety.

A 3-butynyl fragment, HC≡C-CH2CH2-, or substituted homologue.

 

Application


 

Propargyl bromide solution may be used in the synthesis of the following:

1. New arabinogalactan propargyl ethers with degree of substitution (DS) up to 2.8, by propargylation of arabino-3,6-galactan

2. Conjugated polyelectrolyte with polyacetylene as the backbone and pyridinium as side groups, poly(propargyl pyridinium bromide)

3. Benzodiazepine derivative, 4-phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one

4. N(3)-propargylated 2′-deoxyuridine, which can be encorporated in the DNA

5. Chiral oxygenated acyclic natural products, via distereoselective propargylation of α-hydroxy aldehydes

 

Pharmaceutical industry for the manufacture of anti-fungal drug chlorpropyne iodine.

 

Propargyl (3-bromopropyne)is mainly used as soil insecticide and chemical intermediate, which can be used to prepare an alkynylated cardanol phenolic resin/titanium dioxide composite and composite immobilized enzyme carrier material.

 

Specifications


 

Chemical Name or Material Propargyl
Synonyms Propargyl bromide,3-Bromopropyne,3-Bromo-1-propyne,3-bromoprop-1-yne,Propargyl bromide solution,Propargylbromideintoluene,3-Bromopropyne,3-bromoprop-1-yne,
1-Bromo-2-propyne
CAS # 106-96-7
Molecular Formula/Molecular Weight C3H3Br=118.96
Melting Point -61 °C
Boiling Point 97 °C
Refractive Index n20/D 1.494
Density 1.38 g/mL at 20 °C
Solubility Information Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.
Condition to Avoid Light Sensitive,Air Sensitive,Moisture Sensitive,Heat Sensitive
Flash Point 65 °F
Storage Temp. 0-10 °C,Store under inert gas
Colour & Form Colorless To Yellow,Liquid
SMILES string BrCC#C
Grade Purum
InChI 1S/C3H3Br/c1-2-3-4/h1H,3H2
InChI key YORCIIVHUBAYBQ-UHFFFAOYSA-N

 

Other Experimental Properties


 

Freezing point = -61.07 °C

Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. 3063

 

/Propargyl bromide/ is an acetylenic compound which may be decomposed by mild shock.

ITII. Toxic and Hazarous Industrial Chemicals Safety Manual. Tokyo, Japan: The International Technical Information Institute, 1982., p. 441

 

Hydroxyl radical reaction rate constant = 5.6X10-12 cu cm/molecule-sec at 25 °C (est)

US EPA; Estimation Program Interface (EPI) Suite. Ver.3.12. Nov 30, 2004. Available from, as of May 24, 2005: https://www.epa.gov/oppt/exposure/pubs/episuitedl.htm

 

Safety Information


 

1. Guinea pig oral LD50 0.029mg/kg, toxic by mistake or inhalation. The vapor is very irritating and can cause harm to eyes, nose and skin. This product is a strong lacrimal agent.

 

2. Glass bottle outer wooden box or calcium plastic box reinforcement liner. Store in a cool, dry, ventilated warehouse. Keep away from heat and fire sources and avoid direct sunlight. The oxidant and other conflicting articles Isolation are stored and transported.

 

References


 

Volatility, Adsorption, and Degradation of Propargyl Bromide as a Soil Fumigant.

Yates et al.

Journal of agricultural and food chemistry, 46(2), 755-761 (2001-02-07)

 

DNA with branched internal side chains: synthesis of 5-tripropargylamine-dU and conjugation by an azide-alkyne double click reaction.

Venkata Ramana Sirivolu et al.

Chembiochem : a European journal of chemical biology, 9(14), 2305-2316 (2008-09-10)

 

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)

 

4-Phenyl-1-(prop-2-yn-1-yl)-1H-1,5-benzodiazepin-2(3H)-one.

Mohamed Loughzail et al.

Acta crystallographica. Section E, Structure reports online, 67(Pt 8), o2075-o2076 (2011-11-18)

 

Propargylation of arabinogalactan with propargyl halides--a facile route to new functionalized biopolymers.

Lyudmila A Grischenko et al.

Carbohydrate research, 376, 7-14 (2013-06-04)

 

Superiority


 

1.ISO certificate

2..Powerful R & D team

3.The ability of quantized production,from grams to tons;

4.Various kinds of advanced equipment in the laboratory and plant;

5.Strict QC standard to meet the demand of customers,advanced equipment for analysis and a ssay;

6.Efficient and safe logistic plans for chemical products transportation;

7.Excellent after-sale service.

8. Highest quality and good package