Hexadecanoic-12-d acid(9CI)

Base Information

• Chemical Name: Hexadecanoic-12-d acid(9CI)
• CAS No.: 358730-99-1
• Molecular Formula: C₁₆H₃₂O₂
• Molecular Weight: 261.389
• Mol file: 358730-99-1.mol

Synonyms:HEXADECANOIC-12-D1 ACID;Hexadecanoic Acid-12-D1

Chemical Property of Hexadecanoic-12-d acid(9CI)

Chemical Property:

• PSA: 37.30000
• LogP: 5.55230

Purity/Quality:

98 atom % D ^*data from raw suppliers

HexadecanoicAcid-12-d1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Hexadecanoic-12-d1 Acid (CAS# 358730-99-1) is a useful isotopically labeled research compound.

Technology Process of Hexadecanoic-12-d acid(9CI)

There total 44 articles about Hexadecanoic-12-d acid(9CI) 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%

1-hexadecylcarboxylic acid (57-10-3) → palmitic acid-d31 (39756-30-4,272442-14-5,285979-77-3,358730-99-1,78387-70-9,1219802-61-5)

Guidance literature:

1-hexadecylcarboxylic acid; With d8-isopropanol; 10% Pt/activated carbon; water-d2; at 120 ℃; for 24h;

With water; sodium hydroxide; at 70 ℃; for 24h; Reagent/catalyst;

DOI:10.1002/adsc.201600363

Reference yield:

E-hept-2-enoic acid (10352-88-2) → (11R,12S)-<2,2',3,4,5,5',6,6',7,8,9,9',11,12-(2)H14>-hexadecanoic acid (272442-14-5,358730-99-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 74 percent / H₂, tetracyclin*HCl, methylviologen / broken cells of clostridium tyrobutyricum (C_. La_. 1) / D₂O / 48 h / 35 °C / 760 Torr / 0.1 M potassium-phosphate buffer (pD 7.0)

2: 86 percent / LiAlH₄ / tetrahydrofuran / 14 h / Heating

3: 93 percent / I₂, P(Ph)3, imidazole / diethyl ether; acetonitrile / 2 h / Ambient temperature

4: 1) n-BuLi / 1) THF/hexane, -78 deg C, 2) 1,3-dimethyl-2-imidazolidinone, a) -78 deg C, 30 min, b) up to rt, 2 h

5: 1) n-BuLi / 1) THF/hexane, -78 deg C, 20 min, 2) toluene, a) -78 deg C, 30 min, b) -20 deg C, 4 h

6: NiCl₂, NaB⁽²⁾H₄ / tetradeuteriomethanol; tetrahydrofuran-d8 / 2 h

7: K₂CO₃ / methanol; H₂O / 96 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; sodium borodeuteride; hydrogen; iodine; paraquat dichloride; tetracycline hydrochloride; potassium carbonate; triphenylphosphine; nickel dichloride; broken cells of clostridium tyrobutyricum (C_. La_. 1); In tetrahydrofuran; methanol; tetrahydrofuran-d8; diethyl ether; d⁽⁴⁾-methanol; water; water-d2; acetonitrile;

DOI:10.1016/S0040-4020(01)81830-5

Reference yield:

C7H10(2)H2O2 → (11S,12R)-<2,2',3,4,5,5',6,6',7,8,9,9',11,12-(2)H14>-hexadecanoic acid (272442-14-5,358730-99-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 74 percent / H₂, tetracyclin*HCl, methylviologen / broken cells of clostridium tyrobutyricum (C_. La_. 1) / H₂O / 48 h / 35 °C / 760 Torr / 0.1 M potassium-phosphate buffer (pH 7.0)

2: 83 percent / LiAlH₄ / tetrahydrofuran / 14 h / Heating

3: 86 percent / I₂, P(Ph)3, imidazole / diethyl ether; acetonitrile / 2 h / Ambient temperature

4: 1) n-BuLi / 1) THF/hexane, -78 deg C, 2) 1,3-dimethyl-2-imidazolidinone, a) -78 deg C, 30 min, b) up to rt, 2 h

5: 1) n-BuLi / 1) THF/hexane, -78 deg C, 20 min, 2) toluene, a) -78 deg C, 30 min, b) -20 deg C, 4 h

6: 0.055 g / NiCl₂, NaB⁽²⁾H₄ / tetradeuteriomethanol; tetrahydrofuran-d8 / 2 h

7: K₂CO₃ / methanol; H₂O / 96 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; sodium borodeuteride; hydrogen; iodine; paraquat dichloride; tetracycline hydrochloride; potassium carbonate; triphenylphosphine; nickel dichloride; broken cells of clostridium tyrobutyricum (C_. La_. 1); In tetrahydrofuran; methanol; tetrahydrofuran-d8; diethyl ether; d⁽⁴⁾-methanol; water; acetonitrile;

DOI:10.1016/S0040-4020(01)81830-5

upstream raw materials:

1-hexadecylcarboxylic acid

2,2'-Bithiophene

(2R,3R)-<2,3-(2)H>-heptanol

(2R,3R)-1-iodo-<2,3-(2)H>-heptane

Downstream raw materials:

methyl hexadecanoate-d31

tripalmitin-d₉₃

d33-hexadecanethiol

1-hexadecyl-d33-ol