1,12-Dodecanediol

Base Information

• Chemical Name: 1,12-Dodecanediol
• CAS No.: 5675-51-4
• Molecular Formula: C12H26O2
• Molecular Weight: 202.337
• Hs Code.: 2905.39
• European Community (EC) Number: 227-133-9
• NSC Number: 81250
• UNII: S694C87MF3
• DSSTox Substance ID: DTXSID1074919
• Nikkaji Number: J123.971F
• Wikidata: Q26840882
• ChEMBL ID: CHEMBL17440
• Mol file: 5675-51-4.mol

Synonyms:1,12-Dodecanediol;5675-51-4;Dodecane-1,12-diol;Dodecamethylene glycol;CHEMBL17440;S694C87MF3;EINECS 227-133-9;MFCD00004755;NSC-81250;1,12-DODECANE-D24-DIOL;NSC81250;1,12-Dodecandiol;1,12-dodecane diol;1,12-Dihydroxydodecane;SCHEMBL36137;1,12-Dodecanediol, 99%;UNII-S694C87MF3;DTXSID1074919;1,12-DIHYDROXY DODECANE;BCP29205;BDBM50046090;NSC 81250;AKOS015856550;CS-W015495;AS-14352;SY015872;D0969;FT-0606047;J-200030;Q26840882

Chemical Property of 1,12-Dodecanediol

Chemical Property:

• Appearance/Colour: white scales or powder
• Vapor Pressure: 4.35E-05mmHg at 25°C
• Melting Point: 81-84 °C
• Refractive Index: 1.46
• Boiling Point: 313.3 °C at 760 mmHg
• PKA: 14.90±0.10(Predicted)
• Flash Point: 151.1 °C
• PSA: 40.46000
• Density: 0.912 g/cm³
• LogP: 2.87200
• Storage Temp.: Store below +30°C.
• Solubility.: <1g/l
• Water Solubility.: Soluble in alcohol and warm ether. Insoluble in water and petroleum ether.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 202.193280068
• Heavy Atom Count: 14
• Complexity: 82.3

Purity/Quality:

99% ^*data from raw suppliers

1,12-Dodecanediol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C(CCCCCCO)CCCCCO
• Uses: 1,12-Dodecanediol is used in the polyester polyols for polyurethanes, coatings and inks, adhesives, lastomers, polyesters and co polyesters, polymer cross linkers, pharmaceutical intermediates, fragrances.

Technology Process of 1,12-Dodecanediol

There total 59 articles about 1,12-Dodecanediol 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%

carbon monoxide (201230-82-2) + (E)-12-hydroxy-2-dodecenoic acid (13038-05-6) → 1,12-dodecandiol (5675-51-4)

Guidance literature:

With dicarbonylacetylacetonato rhodium (I); N-(3-diphenylphosphanylbenzoyl)guanidine; hydrogen; In dichloromethane; at 40 ℃; for 29h; under 11251.1 Torr; chemoselective reaction; Autoclave;

DOI:10.1039/c3cc45547e

Reference yield: 97.5%

diethyl dodecanedioate (10471-28-0) → 1,12-dodecandiol (5675-51-4)

Guidance literature:

With hydrogen; copper chromite; In ethanol; at 220 ℃; for 10h; under 76000.1 Torr;

Reference yield: 97.0%

1,12-dodecanedioic acid (693-23-2) → 1,12-dodecandiol (5675-51-4)

Guidance literature:

With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane; In tetrahydrofuran; at 20 ℃; for 24h; chemoselective reaction; UV-irradiation; Inert atmosphere;

DOI:10.1039/c2cc35727e

upstream raw materials:

diethyl dodecanedioate

dodecanedioic acid dimethyl ester

dodec-3-ene-1,12-diol

oxacyclotridecan-2-one

Downstream raw materials:

1,3-dioxa-cyclopentadecan-2-one

1,3,16,18-tetraoxa-cyclotriacontane-2,17-dione

1,12-diiodododecane

1,12-dibromododecane

Refernces

• 1、 Fuhrhop, Juergen-Hinrich,Liman, Ulrich,Koesling, Volker. "A Macrocyclic Tetraether Bolaamphiphile and an Oligoamino α,ο-Dicarboxylate Combine To Form Monolayered, Porous Vesicle Membranes, Which Are Reversibly Sealed by EDTA and Other Bulky Anions". . p. 6840 - 6845. Retrieved 1988.
• 2、 Thesseling, Florian A.,Hutter, Michael C.,Wiek, Constanze,Kowalski, John P.,Rettie, Allan E.,Girhard, Marco. "Novel insights into oxidation of fatty acids and fatty alcohols by cytochrome P450 monooxygenase CYP4B1". . . Retrieved 2019/12/12.
• 3、 Bao, Jingxian,Fan, Yonghui,Zhang, Shuyi,Zhong, Liangshu,Wu, Minghong,Sun, Yuhan. "Hydrofunctionalization of Olefins to Higher Aliphatic Alcohols via Visible-Light Photocatalytic Coupling". . . Retrieved 2019/04/14.