2-Heptanol

Base Information

• Chemical Name: 2-Heptanol
• CAS No.: 543-49-7
• Deprecated CAS: 52390-72-4
• Molecular Formula: C₇H₁₆O
• Molecular Weight: 116.203
• Hs Code.: 29051900
• European Community (EC) Number: 208-844-3
• ICSC Number: 1083
• NSC Number: 88869,2220
• UN Number: 1993
• UNII: E12FIG07JK
• DSSTox Substance ID: DTXSID1047158
• Nikkaji Number: J6.402E
• Wikipedia: 2-Heptanol
• Wikidata: Q2720011
• Metabolomics Workbench ID: 75598
• ChEMBL ID: CHEMBL449522
• Mol file: 543-49-7.mol

Synonyms:2-HEPTANOL;Heptan-2-ol;543-49-7;s-Heptyl alcohol;2-Heptyl alcohol;2-Hydroxyheptane;Amyl methyl carbinol;Methyl amyl carbinol;1-Methylhexanol;Heptanol-2;(+/-)-2-Heptanol;Heptyl alcohol, sec-;2-Heptanol (natural);FEMA No. 3288;Amylmethylcarbinol;NSC 2220;EINECS 208-844-3;UNII-E12FIG07JK;BRN 1719088;E12FIG07JK;AI3-11263;DTXSID1047158;CHEBI:88815;NSC-2220;EC 208-844-3;3-01-00-01685 (Beilstein Handbook Reference);Methylpentylcarbinol;n-Heptan-2-ol;MFCD00004587;heptan - 2 - ol;2-Heptanol, 98%;DL-HEPTAN-2-OL;2-HEPTANOL [MI];2-Heptanol, >=97%;2-HEPTANOL [FHFI];CH3(CH2)4CHOHCH3;SCHEMBL22896;CHEMBL449522;WLN: QY5&1;2-Heptanol, analytical standard;2-Heptanol, >=97%, FG;DTXCID9027158;NSC2220;NSC88869;STR03657;Tox21_302517;LMFA05000615;NSC-88869;AKOS009156443;CS-W016595;HY-W015879;LS-2782;2-Heptanol, purum, >=99.0% (GC);NCGC00256893-01;CAS-543-49-7;FT-0605144;FT-0605316;FT-0612483;H0034;E77095;EN300-114485;A830116;A832695;J-509556;Q2720011

Chemical Property of 2-Heptanol

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.886mmHg at 25°C
• Melting Point: -30.15°C
• Refractive Index: n20/D 1.420(lit.)
• Boiling Point: 159.4 °C at 760 mmHg
• PKA: 15.44±0.20(Predicted)
• Flash Point: 64.4 °C
• PSA: 20.23000
• Density: 0.818 g/cm³
• LogP: 1.94750
• Storage Temp.: Store below +30°C.
• Solubility.: 3.27g/l
• Water Solubility.: 0.35 g/100 mL
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 116.120115130
• Heavy Atom Count: 8
• Complexity: 43.7
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

(±)-2-Heptanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21-36
• Safety Statements: 36/37-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CCCCCC(C)O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes. The substance is irritating to the respiratory tract. The substance is mildly irritating to the skin. If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Description: 2-heptanol is one isomer of heptanol. It can be used as a flavoring agent and used in perfumery. It is a common agent in analytic chemistry. It can also be used as the intermediate of plasticizer, pharmacy, fragrance and wetting agent and as the co-solvent to be supplemented to nitro-lacquer solvent. 2-Heptanol has a brassy, herbaceous odor reminiscent of lemon and a fruity, green, somewhat bitter taste. 2-Heptanol may be synthesized from amyl magnesium bromide and acetaldehyde; by reduction of amyl methyl ketone with sodium metal in alcohol; by the action of Penicillium palitans on peanut oil.
• Uses: 2-Heptanol may be used as an analytical standard for the determination of the analyte in volatile compound mixtures, fruit samples and aqueous samples by various chromatography techniques. Solvent for synthetic resins, frothing agent in ore flotation.

Technology Process of 2-Heptanol

There total 113 articles about 2-Heptanol 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: 77.0%

2-bromoheptane (1974-04-5) → 2-Heptanol (52390-72-4,543-49-7)

Guidance literature:

With potassium hydroxide; tetrafluoroboric acid; sodium hydrogencarbonate; mercury(II) oxide; In tetrahydrofuran; 1.) room temp., 1 h;

DOI:10.1055/s-1983-30221

Reference yield: 65.0%

carbon monoxide (201230-82-2) + 2-hexene (592-43-8) → 2-Heptanol (52390-72-4,543-49-7) + n-heptan1ol (111-70-6)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen; In toluene; at 160 ℃; for 24h; under 37503.8 Torr; Overall yield = 88 %Chromat.; regioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1021/ja4060977

Reference yield: 63.0%

3-hexene (592-47-2) + carbon monoxide (201230-82-2) → 2-Heptanol (52390-72-4,543-49-7) + n-heptan1ol (111-70-6)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 2-(dicyclohexylphosphanyl)-1-(2-methoxyphenyl)-1H-imidazole; hydrogen; In toluene; at 160 ℃; for 24h; under 37503.8 Torr; Overall yield = 85 %Chromat.; regioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1021/ja4060977

upstream raw materials:

n-heptane

(1-Methyl-hexyloxy)-phenyl-acetic acid methyl ester

C₁₅H₃₅LiN₂Si

diethyl ether

Downstream raw materials:

methacrylic acid-(1-methyl-hexyl ester)

2-chloroheptane

n-pentyl methyl ketone

2-bromoheptane

Refernces

• 1、 Dahiya, Pardeep,Gangwar, Manoj Kumar,Sundararaju, Basker. "Well-defined Cp*Co(III)-catalyzed Hydrogenation of Carbonates and Polycarbonates". . p. 934 - 939. Retrieved 2020/12/15.
• 2、 Pinto, Victor Hugo A.,Falc?o, Nathália K. S. M.,Mariz-Silva, Bárbara,Fonseca, Maria Gardennia,Rebou?as, Júlio S.. "Robust Mn(iii): N -pyridylporphyrin-based biomimetic catalysts for hydrocarbon oxidations: heterogenization on non-functionalized silica gel versus chloropropyl-functionalized silica gel". supporting information. p. 16404 - 16418. Retrieved 2020/12/03.