1,10-Decanediol

Base Information

• Chemical Name: 1,10-Decanediol
• CAS No.: 112-47-0
• Molecular Formula: C10H22O2
• Molecular Weight: 174.283
• Hs Code.: 29053980
• European Community (EC) Number: 203-975-2
• NSC Number: 17165
• UNII: 5I577UDK52
• DSSTox Substance ID: DTXSID3059420
• Nikkaji Number: J10.105B
• Wikidata: Q20054514
• RXCUI: 1309235
• Mol file: 112-47-0.mol

Synonyms:1,10-decanediol

Chemical Property of 1,10-Decanediol

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 7.75E-05mmHg at 25°C
• Melting Point: 70-73 °C
• Refractive Index: 1.457
• Boiling Point: 305.4 °C at 760 mmHg
• PKA: 14.89±0.10(Predicted)
• Flash Point: 141.7 °C
• PSA: 40.46000
• Density: 0.923 g/cm³
• LogP: 2.09180
• Storage Temp.: Store below +30°C.
• Solubility.: 0.7g/l
• Water Solubility.: Insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 174.161979940
• Heavy Atom Count: 12
• Complexity: 64.2

Purity/Quality:

99% ^*data from raw suppliers

1,10-Decanediol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CCCCCO)CCCCO
• Uses: 1,10-Decanediol is an minor intermediate in the production of polyesters. It also used in essence, perfumes and in pharmaceuticals. The diacrylate is hydrophobic and used for flexible dental materials, radiation curable coatings, and for lenses.

Technology Process of 1,10-Decanediol

There total 75 articles about 1,10-Decanediol 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%

1,10-decanedioic acid (111-20-6,26776-29-4) → 1,10-Decanediol (112-47-0)

Guidance literature:

1,10-decanedioic acid; With sodium aminodiboranate; In tetrahydrofuran; at 20 ℃;

With water;

DOI:10.1021/acs.joc.1c00302

Reference yield: 93.9%

methyl 8-(oxiran-2-yl)octanoate (87321-84-4) → 1,10-Decanediol (112-47-0)

Guidance literature:

With formic acid; D-glucose; triethylamine; cobalt(II) chloride; In dichloromethane; at 30 ℃; for 16.6667h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 93.0%

dimethyl sebacate (106-79-6) → 1,10-Decanediol (112-47-0)

Guidance literature:

With sodium tetrahydroborate; ethanol; cerium(III) chloride heptahydrate; at 20 ℃; for 24h; chemospecific reaction;

DOI:10.1080/00397910903457233

upstream raw materials:

1,10-decanedioic acid

(2E,8E)-2,8-decadiene-1,10-diol

(E)-deca-5-en-2,8-diyne-1,10-diol

deca-4,6-diyne-1,10-diol

Downstream raw materials:

1,10-bis-heptafluorobutyryloxy-decane

1,10-decamethylene glycol dimethacrylate

1,3-dioxa-cyclotridecan-2-one

1,10-decanedioic acid

Refernces

Triethyl- (or trimethyl-)silyl triflate-catalyzed reductive cleavage of triphenylmethyl (trityl) ethers with triethylsilane

10.1021/ol0271988

The study presents a novel method for the reductive cleavage of triphenylmethyl (trityl) ethers using triethylsilane (Et3SiH) in the presence of a catalytic amount of triethylsilyl triflate (TESOTf) or trimethylsilyl triflate (TMSOTf). This method allows for the selective protection and subsequent cleavage of primary alcohols in the presence of acid-sensitive functional groups, which is particularly useful in carbohydrate chemistry. The reaction is mild, rapid, and highly chemoselective, with the cleavage process involving an equilibrium between trityl ether, triethylsilyl ether, and trityl cation, leading to the reduction of the trityl cation to triphenylmethane and regeneration of the silyl triflate catalyst. The study demonstrates the effectiveness of this method with a variety of 1,10-decanediol derivatives, sugar derivatives, and trehalose derivatives, showing high yields of the corresponding alcohols after mild acidic treatment. The chemicals used in the study include trityl ethers, triethylsilane, TESOTf, TMSOTf, and various protecting groups such as acetyl, pivaloyl, benzoyl, benzyl, MPM, and TBDPS, which served to protect the primary alcohols during the cleavage process.