2-Dodecanol

Base Information

• Chemical Name: 2-Dodecanol
• CAS No.: 10203-28-8
• Molecular Formula: C12H26O
• Molecular Weight: 186.338
• Hs Code.: 29051900
• European Community (EC) Number: 233-500-4
• NSC Number: 86142
• DSSTox Substance ID: DTXSID70864232
• Nikkaji Number: J112.111A
• Wikidata: Q81978095
• ChEMBL ID: CHEMBL446067
• Mol file: 10203-28-8.mol

Synonyms:2-DODECANOL;Dodecan-2-ol;10203-28-8;(S)-dodecan-2-ol;Dodecanol-2;91681-57-1;EINECS 233-500-4;AI3-35259;dodecanol 2;secondary dodecanol;NSC86142;Decyl methyl carbinol;2-Dodecanol, 99%;SCHEMBL120359;CHEMBL446067;DTXSID70864232;CCG-40548;MFCD00004551;NSC 86142;NSC-86142;4-(4-NITROPHENYL)-3-BUTEN;AKOS009156867;AS-56322;CS-0204457;D2960;FT-0612189;D90139;J-000549

Chemical Property of 2-Dodecanol

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0031mmHg at 25°C
• Melting Point: 19 °C
• Refractive Index: n20/D 1.44(lit.)
• Boiling Point: 251.999 °C at 760 mmHg
• PKA: 15.27±0.20(Predicted)
• Flash Point: 97.759 °C
• PSA: 20.23000
• Density: 0.83 g/cm³
• LogP: 3.89800
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 186.198365449
• Heavy Atom Count: 13
• Complexity: 91.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Dodecanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCC(C)O

Technology Process of 2-Dodecanol

There total 27 articles about 2-Dodecanol 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%

dodecan-2-one (6175-49-1) → rac-2-dodecanol (10203-28-8)

Guidance literature:

With C₁₅H₁₈BF₃; hydrogen; tert-butylimino-tri(pyrrolidino)phosphorane; In tetrahydrofuran; at 75 ℃; for 20h; under 75007.5 Torr; Glovebox;

DOI:10.1002/chem.201804370

Reference yield: 98.0%

Decyl-oxiran (2855-19-8) → rac-2-dodecanol (10203-28-8)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In toluene; at 100 ℃; for 24h; under 37503.8 Torr; regioselective reaction;

DOI:10.1021/acs.orglett.9b03995

Reference yield: 95.0%

dodec-11-en-2-ol (21951-49-5) → rac-2-dodecanol (10203-28-8)

Guidance literature:

With ethanol; (^BQ?NC^OP)IrHCl; sodium t-butanolate; at 60 ℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.8b01038

upstream raw materials:

dodecan-2-one

n-decyl magnesium bromide

acetaldehyde

Decyl-oxiran

Downstream raw materials:

2-dodecyl dibenzyl phosphate

2-dodecyl di-o-nitrobenzyl phosphate

2-propenoic acid 1-methylundecyl ester

2-decylpyridine

Refernces

• 1、 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.
• 2、 Ichikuni, Nobuyuki,Masuda, Shinya,Matsuda, Shotaro,Takano, Shinjiro,Tsukuda, Tatsuya. "Synergistic Effect in Ir- or Pt-Doped Ru Nanoparticles: Catalytic Hydrogenation of Carbonyl Compounds under Ambient Temperature and H2Pressure". . p. 10502 - 10507. Retrieved 2021.
• 3、 Gans?uer, Andreas,Otte, Matthias,Piestert, Frederik,Fan, Chun-An. "Sustainable radical reduction through catalyzed hydrogen atom transfer reactions (CHAT-reactions)". . p. 4984 - 4991. Retrieved 2009.
• 4、 Fan, Yonghui,Li, Shenggang,Bao, Jingxian,Shi, Lei,Yang, Yanzhang,Yu, Fei,Gao, Peng,Wang, Hui,Zhong, Liangshu,Sun, Yuhan. "Hydrofunctionalization of olefins to value-added chemicals: Via photocatalytic coupling". . p. 3450 - 3456. Retrieved 2018.
• 5、 Bailey, Johnathan O.,Singleton, Daniel A.. "Failure and Redemption of Statistical and Nonstatistical Rate Theories in the Hydroboration of Alkenes". . p. 15710 - 15723. Retrieved 2017.
• 6、 Scheps, Daniel,Honda Malca, Sumire,Hoffmann, Helen,Nestl, Bettina M.,Hauer, Bernhard. "Regioselective ω-hydroxylation of medium-chain n-alkanes and primary alcohols by CYP153 enzymes from Mycobacterium marinum and Polaromonas sp. strain JS666". . p. 6727 - 6733. Retrieved 2011.
• 7、 Han, Xingyou,Li, Feng,Liu, Peng,Wang, Rongzhou,Xu, Jing. "Transfer Hydrogenation of Ketones and Imines with Methanol under Base-Free Conditions Catalyzed by an Anionic Metal-Ligand Bifunctional Iridium Catalyst". . p. 2242 - 2249. Retrieved 2020/03/13.