3-Bromo-1-phenylpropyne

Base Information

• Chemical Name: 3-Bromo-1-phenylpropyne
• CAS No.: 1794-48-5
• Molecular Formula: C9H7Br
• Molecular Weight: 195.059
• Hs Code.: 2903999090
• European Community (EC) Number: 683-347-6
• DSSTox Substance ID: DTXSID00450849
• Nikkaji Number: J889.624K
• Wikidata: Q82270677
• Mol file: 1794-48-5.mol

Synonyms:1794-48-5;(3-bromoprop-1-yn-1-yl)benzene;3-Bromo-1-phenylpropyne;3-bromoprop-1-ynylbenzene;Benzene, (3-bromo-1-propyn-1-yl)-;(3-BROMO-PROP-1-YNYL)-BENZENE;(3-bromoprop-1-ynyl)benzene;1-phenyl-3-bromo-1-propyne;starbld0024563;3-phenylpropargyl bromide;1-phenyl-3-bromo-1-propyn;3-Phenylprop-2-ynyl bromide;(3-Bromo-1-propynyl)benzene;(3-bromoprop-1-ynyl)-benzene;SCHEMBL1151193;1-(3-bromoprop-1-ynyl)benzene;DTXSID00450849;RKNCIBMWPVZEAJ-UHFFFAOYSA-N;Benzene, (3-bromo-1-propynyl)-;(3-Bromo-1-propyn-1-yl)-benzene;BAA79448;MFCD12025402;AKOS017516027;CS-0436860;F84111

Chemical Property of 3-Bromo-1-phenylpropyne

Chemical Property:

• Boiling Point: 106-107 °C(Press: 15 Torr)
• Flash Point: 4℃
• PSA: 0.00000
• Density: 1.377 g/cm3(Temp: 11.5 °C)
• LogP: 2.43300
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.97311
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

(3-Bromo-1-propyn-1-yl)-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 878435
• Hazard Codes: 878435

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CCBr

Technology Process of 3-Bromo-1-phenylpropyne

There total 22 articles about 3-Bromo-1-phenylpropyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

3-Phenyl-2-propyn-1-ol (1504-58-1) → 1-bromo-3-phenylprop-2-yne (1794-48-5)

Guidance literature:

With pyridine; phosphorus tribromide;

DOI:10.1016/j.tetlet.2008.06.037

Reference yield: 90.0%

3-Phenyl-2-propyn-1-ol (1504-58-1) + phosphorus tribromide (7789-60-8) → 1-bromo-3-phenylprop-2-yne (1794-48-5)

Guidance literature:

With pyridine; In diethyl ether;

Reference yield: 88.0%

iodobenzene (591-50-4) + propargyl bromide (106-96-7) → 1-bromo-3-phenylprop-2-yne (1794-48-5)

Guidance literature:

With copper(l) iodide; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 5h;

DOI:10.1039/c9nj05827c

upstream raw materials:

3-Phenyl-2-propyn-1-ol

formaldehyd

lithium phenylacetylide

3-phenyl-2-propyn-1-yl methanesulfonate

Downstream raw materials:

4-Methyl-1-phenyl-heptin-⁽¹⁾-ol-⁽⁴⁾

phenyl (3-phenylprop-2-yn-1-yl) sulfide

1-(3-phenyl-prop-2-ynyl)-1H-arsinin-4-one

2-phenyl-1-(3-phenyl-prop-2-ynyl)-1H-arsinin-4-one

Refernces

• 1、 Ritter, Cornelia,Nett, Nathalie,Acevedo-Rocha, Carlos G.,Lonsdale, Richard,Kr?ling, Katja,Dempwolff, Felix,Hoebenreich, Sabrina,Graumann, Peter L.,Reetz, Manfred T.,Meggers, Eric. "Bioorthogonal Enzymatic Activation of Caged Compounds". . p. 13440 - 13443. Retrieved 2015.
• 2、 Hoshimoto, Yoichi,Kumar, Ravindra,Nishimura, Chika,Ogoshi, Sensuke,Sasaoka, Yukari. "Catalytic synthesis of isoquinolines via intramolecular migration of n-aryl sulfonyl groups on 1,5-yne-imines". supporting information. p. 182 - 186. Retrieved 2020/04/27.
• 3、 Beifuss, Uwe,Bharatam, Prasad V.,Conrad, Jürgen,Frey, Wolfgang,Rekowski, Szymon P.,Wani, Aabid A.. "Transition metal-free diastereospecific synthesis of (Z)-2-arylidene-2,3-dihydrobenzo[b][1,4]dioxines by reaction of (Z)-1,2-dibromo-3-aryl-2-propenes with catechols". supporting information. . Retrieved 2020/09/18.