2-Propen-1-ol, 2-(tributylstannyl)-

Base Information

• Chemical Name: 2-Propen-1-ol, 2-(tributylstannyl)-
• CAS No.: 84666-30-8
• Molecular Formula: C15H32OSn
• Molecular Weight: 349.13100
• DSSTox Substance ID: DTXSID10447462
• Mol file: 84666-30-8.mol

Synonyms:84666-30-8;2-Tributyltin-allyl-1-ol;2-Propen-1-ol, 2-(tributylstannyl)-;2-tributylstannylprop-2-en-1-ol;2-(TRIBUTYLSTANNYL)PROP-2-EN-1-OL;DTXSID10447462;2-tributyl-stannylprop-2-en-1-ol;AKOS030240493;CP-0087;FT-0675435

Chemical Property of 2-Propen-1-ol, 2-(tributylstannyl)-

Chemical Property:

• Vapor Pressure: 1.74E-06mmHg at 25°C
• Boiling Point: 355.7oC at 760 mmHg
• Flash Point: 168.9oC
• PSA: 20.23000
• LogP: 3.91350
• Storage Temp.: -20°C Freezer
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 11
• Exact Mass: 348.147518
• Heavy Atom Count: 17
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

2-Tributyltin-allyl-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)CO

Technology Process of 2-Propen-1-ol, 2-(tributylstannyl)-

There total 6 articles about 2-Propen-1-ol, 2-(tributylstannyl)- 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: 76.0%

tri-n-butyl-tin hydride (688-73-3) + propargyl alcohol (107-19-7) → (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + 2-(tributylstannyl)prop-2-en-1-ol (84666-30-8) + (Z)-3-(tributylstannanyl)prop-2-en-1-ol (74141-12-1,74141-13-2,81925-29-3)

Guidance literature:

With catalyst: azobis(isobutyronitrile); In neat (no solvent); catalyst addn. to mixt. of Bu3SnH and propargyl acolhol under argon, stirring (2 h, 80°C); flash chromy. (silica gel column, ethyl acetate/hexane);

DOI:10.1021/ja00058a001

Reference yield: 71.0%

1-(ethoxycarbonyl)ethenyltributylstannane (123706-82-1) → 2-(tributylstannyl)prop-2-en-1-ol (84666-30-8)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 - 23 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00942

Reference yield: 64.0%

tri-n-butyl-tin hydride (688-73-3) + propargyl alcohol (107-19-7) → (E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + 2-(tributylstannyl)prop-2-en-1-ol (84666-30-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In dichloromethane; toluene; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01020

upstream raw materials:

tri-n-butyl-tin hydride

propargyl alcohol

tributyltin fluoride

1-(ethoxycarbonyl)ethenyltributylstannane

Downstream raw materials:

(4R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-7-(4-methoxy-benzyloxy)-4-methyl-hept-1-en-3-one

C₃₃H₃₇NO₈

Refernces

• 1、 Mohan, Sankar,Thompson, John R.,Pinto, B. Mario,Bennet, Andrew J.. "Versatile synthetic route to carbocyclic N-Acetylneuraminic acid and its derivatives". . p. 5213 - 5221. Retrieved 2018/05/29.
• 2、 Ghosh, Arun K.,Nyalapatla, Prasanth R.. "Enantioselective Total Synthesis of (+)-Amphirionin-4". supporting information. p. 2296 - 2299. Retrieved 2016/06/01.