2,2-Dimethyl-3-hexanol

Base Information

• Chemical Name: 2,2-Dimethyl-3-hexanol
• CAS No.: 4209-90-9
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• Hs Code.: 2905199090
• European Community (EC) Number: 224-135-1
• NSC Number: 95419
• DSSTox Substance ID: DTXSID90871064
• Nikkaji Number: J110.665A
• Mol file: 4209-90-9.mol

Synonyms:2,2-Dimethyl-3-hexanol;4209-90-9;2,2-Dimethylhexan-3-ol;3-Hexanol, 2,2-dimethyl-;EINECS 224-135-1;NSC95419;3-Hexanol,2-dimethyl-;n-Propyl-tert-butylcarbinoll;SCHEMBL1682640;PFHLGQKVKALLMD-UHFFFAOYSA-;DTXSID90871064;MFCD00021929;NSC 95419;NSC-95419;AKOS009158352;CS-0323223;D1532;3-(AMINOSULFONYL)BENZENESULFONYLCHLORIDE;D89874

Chemical Property of 2,2-Dimethyl-3-hexanol

Chemical Property:

• Vapor Pressure: 0.961mmHg at 25°C
• Melting Point: -61.15°C (estimate)
• Refractive Index: 1.4260-1.4290
• Boiling Point: 157.9°Cat760mmHg
• PKA: 15.31±0.20(Predicted)
• Flash Point: 56.6°C
• PSA: 20.23000
• Density: 0.821g/cm³
• LogP: 2.19350
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 71.1

Purity/Quality:

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

2,2-Dimethyl-3-hexanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: CCCC(C(C)(C)C)O

Technology Process of 2,2-Dimethyl-3-hexanol

There total 21 articles about 2,2-Dimethyl-3-hexanol 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: 92.0%

tert.-butyl lithium (594-19-4) + butyraldehyde (123-72-8) → 2,2-dimethylhexan-3-ol (4209-90-9)

Guidance literature:

In diethyl ether; pentane; 1.) -78 deg C, 1h, 2.) room temp., 2.5 h;

DOI:10.1021/jo00171a035

Reference yield: 75.0%

pentanal (110-62-3) + tert.-butyl lithium (594-19-4) → 2,2-dimethylhexan-3-ol (4209-90-9)

Guidance literature:

pentanal; tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃; for 3.5h; Inert atmosphere;

With water; ammonium chloride; In diethyl ether; pentane;

DOI:10.1021/jo2019703

Reference yield: 70.0%

Methyl pivalate (598-98-1) + n-propylmagnesium bromide (927-77-5) → (E)-1-(tert-butyl)-2-methylcyclopropanol + (Z)-1-(tert-butyl)-2-methylcyclopropanol + 2,2-dimethylhexan-3-ol (4209-90-9)

Guidance literature:

With titanium(IV) isopropylate; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1002/ejoc.200601035

upstream raw materials:

2,2,-dimethylhexan-3-one

2,2-dimethyl-propanoic acid ethyl ester

n-propylmagnesium bromide

1-propylmagnesium chloride

Downstream raw materials:

cis-2,2-dimethyl-3-hexene

2,3-dimethyl-2-hexene

(E)-2,3 dimethyl 3-hexene

2,3-dimethyl-1-hexene

Refernces

• 1、 Yamamura, Tomoya,Nakatsuka, Hiroshi,Tanaka, Shinji,Kitamura, Masato. "Asymmetric hydrogenation of tert-alkyl ketones: DMSO effect in unification of stereoisomeric ruthenium complexes". supporting information. p. 9313 - 9315. Retrieved 2013/09/12.
• 2、 Kulinkovich, Oleg G.,Kananovich, Dzmitry G.. "Advanced procedure for the preparation of cis-1,2-dialkylcyclopropanols - Modified ate complex mechanism for titanium-mediated cyclopropanation of carboxylic esters with Grignard reagents". . p. 2121 - 2132. Retrieved 2008/02/06.