(3R,5R)-Heptane-3,5-diol

Base Information

• Chemical Name: (3R,5R)-Heptane-3,5-diol
• CAS No.: 77291-90-8
• Molecular Formula: C₇H₁₆O₂
• Molecular Weight: 132.203
• Hs Code.: 2905399090
• DSSTox Substance ID: DTXSID40505367
• Nikkaji Number: J1.102.696F
• Wikidata: Q72481329
• Mol file: 77291-90-8.mol

Synonyms:(3R,5R)-Heptane-3,5-diol;77291-90-8;3,5-Heptanediol,(3R,5R)-;(3R,5R)-(-)-3,5-HEPTANEDIOL;(3R,5R)-3,5-Heptanediol;SCHEMBL7516446;DTXSID40505367;MFCD06797326;AKOS017343447;CS-0107512;D97167

Chemical Property of (3R,5R)-Heptane-3,5-diol

Chemical Property:

• Melting Point: 52-53℃
• Boiling Point: 110℃ (12 Torr)
• PKA: 14.71±0.20(Predicted)
• PSA: 40.46000
• Density: 0.945±0.06 g/cm3(Predicted)
• LogP: 0.91830
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 132.115029749
• Heavy Atom Count: 9
• Complexity: 55.9

Purity/Quality:

98.5% ^*data from raw suppliers

(3R,5R)-(-)-3,5-Heptanediol, 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC(CC)O)O
• Isomeric SMILES: CC[C@H](C[C@@H](CC)O)O

Technology Process of (3R,5R)-Heptane-3,5-diol

There total 4 articles about (3R,5R)-Heptane-3,5-diol 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: 98.0%

3,5-heptanedione (7424-54-6) → (3R*,5S*)-3,5-heptanediol + (R,R)-3,5-Heptanediol (77291-90-8)

Guidance literature:

Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol; at 50 ℃; for 20h; under 50 Torr; Title compound not separated from byproducts;

DOI:10.1039/c39880000087

Reference yield:

3,5-heptanedione (7424-54-6) → (3S,5S)-3,5-heptanediol (129212-21-1) + (R,R)-3,5-Heptanediol (77291-90-8)

Guidance literature:

With hydrogen; ruthenium(II); 1,2-Bis[(S,S)-2,4-diisopropylphosphetano]benzene; In methanol; at 80 ℃; for 64h; under 52504.2 Torr; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1160::AID-CHEM1160>3.0.CO;2-3

Reference yield:

3,5-heptanedione (7424-54-6) → (3S,5S)-3,5-heptanediol (129212-21-1) + (3R*,5S*)-3,5-heptanediol + (R,R)-3,5-Heptanediol (77291-90-8)

Guidance literature:

With hydrogen; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen bromide; 1,2-bis((2R,5R)-2,5-diethylphosphoranylidene)benzene; In methanol; at 80 ℃; for 60h; under 52504.2 Torr; Title compound not separated from byproducts;

upstream raw materials:

3,5-heptanedione

Refernces

• 1、 Blanc, Delphine,Ratovelomanana-Vidai, Virginie,Marinetti, Angela,Genêt, Jean-Pierre. "Enantioselective synthesis ofanti 1, 3-diols via ru(ii)-catalyzed hydrogénations". . p. 480 - 482. Retrieved 2007/10/03.
• 2、 Kawano, Hiroyuki,Ishii, Youichi,Saburi, Masahiko,Uchida, Yasuzo. "Ruthenium(II)-BINAP Catalysed Stereoselective Homogeneous Hydrogenation of 1,3-Diketones". . p. 87 - 88. Retrieved 2007/10/02.