17-(Tosyloxy)heptadecanoic acid

Base Information

• Chemical Name: 17-(Tosyloxy)heptadecanoic acid
• CAS No.: 76298-42-5
• Molecular Formula: C₂₄H₄₀O₅S
• Molecular Weight: 440.645
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90372006
• Wikidata: Q82159590
• Mol file: 76298-42-5.mol

Synonyms:76298-42-5;17-(Tosyloxy)heptadecanoic acid;17-(4-toluenesulphonyloxy)heptadecanoic acid;17-(4-methylphenyl)sulfonyloxyheptadecanoic Acid;17-(p-Toluenesulfonyloxy)heptadecanoic acid;17-(p-toluenesulfonyloxy)-heptadecanecarboxylic acid;eritrityltetranitrate;17-(Tosyloxy)heptadecanoicacid;SCHEMBL7827739;DTXSID90372006;MFCD00082604;AKOS015950900;17-(p-tolylsulfonyloxy)heptadecanoic acid;FT-0766620;A838666;17-[(4-Methylbenzene-1-sulfonyl)oxy]heptadecanoic acid;17-(P-TOLUENESULFONYLOXY)HEPTADECANECARBOXYLIC ACID

Chemical Property of 17-(Tosyloxy)heptadecanoic acid

Chemical Property:

• Vapor Pressure: 2.55E-14mmHg at 25°C
• Melting Point: 79-81°C
• Refractive Index: 1.504
• Boiling Point: 580.6 °C at 760 mmHg
• Flash Point: 304.9 °C
• PSA: 89.05000
• Density: 1.068 g/cm³
• LogP: 7.71720
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 19
• Exact Mass: 440.25964555
• Heavy Atom Count: 30
• Complexity: 518

Purity/Quality:

98%Min ^*data from raw suppliers

17-(Tosyloxy)heptadecanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCCCCCCCCCCCCCCCC(=O)O

Technology Process of 17-(Tosyloxy)heptadecanoic acid

There total 9 articles about 17-(Tosyloxy)heptadecanoic acid 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:

1 ,6-dibromohexane (629-03-8) → 17-(Toluene-4-sulfonyloxy)-heptadecanoic acid (76298-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOEt / ethanol; diethyl ether / 48 h / Ambient temperature

2: 48percent HBr / H₂O / 4 h / 120 - 150 °C

3: 54 percent / LiNH₂, Fe(NO₃)3 / tetrahydrofuran; NH₃ / 20 h

4: H₂ / PtO₂ / diethyl ether

5: pyridine / 0 °C

With lithium amide; hydrogen bromide; hydrogen; sodium ethanolate; ferric nitrate; platinum(IV) oxide; In tetrahydrofuran; pyridine; diethyl ether; ethanol; ammonia; water;

Reference yield:

7-bromoheptanoic acid (30515-28-7) → 17-(Toluene-4-sulfonyloxy)-heptadecanoic acid (76298-42-5)

Guidance literature:

Multi-step reaction with 6 steps

1: NH₃ / tetrahydrofuran / 15 h

2: diethyl ether

3: LiAlH₄ / diethyl ether / 2 h / 0 °C

4: 54 percent / LiNH₂, Fe(NO₃)3 / tetrahydrofuran; NH₃ / 20 h

5: H₂ / PtO₂ / diethyl ether

6: pyridine / 0 °C

With lithium aluminium tetrahydride; lithium amide; ammonia; hydrogen; ferric nitrate; platinum(IV) oxide; In tetrahydrofuran; pyridine; diethyl ether; ammonia;

Reference yield:

non-8-ynoic acid (30964-01-3) → 17-(Toluene-4-sulfonyloxy)-heptadecanoic acid (76298-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1: diethyl ether

2: LiAlH₄ / diethyl ether / 2 h / 0 °C

3: 54 percent / LiNH₂, Fe(NO₃)3 / tetrahydrofuran; NH₃ / 20 h

4: H₂ / PtO₂ / diethyl ether

5: pyridine / 0 °C

With lithium aluminium tetrahydride; lithium amide; hydrogen; ferric nitrate; platinum(IV) oxide; In tetrahydrofuran; pyridine; diethyl ether; ammonia;

upstream raw materials:

17-hydroxy-heptadecanoic acid

p-toluenesulfonyl chloride

1 ,6-dibromohexane

7-bromoheptanoic acid

Downstream raw materials:

17-Iodheptadecansaeure

Refernces