2-Hexen-1-OL

Base Information

• Chemical Name: 2-Hexen-1-OL
• CAS No.: 2305-21-7
• Deprecated CAS: 114411-82-4
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: 2905290000
• European Community (EC) Number: 218-972-1,213-191-2
• NSC Number: 142553
• UNII: BVP79C4821
• DSSTox Substance ID: DTXSID2047062
• Nikkaji Number: J36.843A,J213.178A
• Wikidata: Q1622275
• Metabolomics Workbench ID: 3153
• ChEMBL ID: CHEMBL2228463
• Mol file: 2305-21-7.mol

Synonyms:trans-2-Hexen-1-Ol;928-95-0;(E)-Hex-2-en-1-ol;2-HEXEN-1-OL;(E)-2-Hexen-1-ol;trans-2-Hexenol;2-Hexenol;2-Hexen-1-ol, (2E)-;Hex-2-en-1-ol;2305-21-7;3-Propylallyl alcohol;2-Hexen-1-ol, (E)-;trans-Hex-2-en-1-ol;2-Hexen-1-ol, trans-;(E)-2-HEXENOL;2E-hexenol;2-Hexen-1-ol (natural);trans-2-Hexenol (natural);FEMA No. 2562;2-(E)-hexenol;EINECS 213-191-2;EINECS 218-972-1;NSC 142553;BRN 1719709;UNII-BVP79C4821;AI3-34792;DTXSID2047062;BVP79C4821;UNII-4786A28X17;4-01-00-02138 (Beilstein Handbook Reference);fema 2562;2-hexenyl alcohol;MFCD00002927;trans-1-Hydroxy-2-hexene;trans-2-Hexen-1-yl Alcohol;Hex-2(E)-enol;(E)-hex-2-enol;t-2-Hexen-1-ol;trans-2-hexene-1-ol;Nat. Trans-2-Hexenol;E-Hex-2-en-1-ol;(E)-2-Hexene-1-ol;trans- hex-2-en-1-ol;(2E)-2-Hexen-1-ol;SCHEMBL75388;(2E)-hex-2-en-1-ol;METHYLPERFLUOROHEXANOATE;trans-2-Hexen-1-ol, 96%;(2E)-2-Hexen-1-ol #;CHEMBL2228463;DTXCID0027062;CHEBI:141205;CHEBI:144070;hex - 2 - en - 1 - ol;FEMA NO. 2562, E-;Tox21_301839;LMFA05000060;NSC142553;(E)-2-HEXEN-1-OL [FCC];AKOS015856232;CS-W016652;HY-W015936;LS-2801;NSC-142553;trans - hex - 2 - en - 1 - ol;NCGC00256273-01;AS-10647;CAS-928-95-0;LS-75595;trans-2-Hexen-1-ol, natural, 97%, FG;4786A28X17;H0346;trans-2-Hexen-1-ol, >=95%, FCC, FG;EN300-219729;EN300-1692298;A844381;Q1622275

Chemical Property of 2-Hexen-1-OL

Chemical Property:

• Appearance/Colour: COLORLESS TO PALE YELLOW, TRANSLUCENT LIQUID
• Vapor Pressure: 0.873mmHg at 25°C
• Melting Point: -46.6°C (estimate)
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 159.6 °C at 760 mmHg
• PKA: 14.70±0.10(Predicted)
• Flash Point: 61.7 °C
• PSA: 20.23000
• Density: 0.849 g/mL at 25 °C(lit.)
• LogP: 1.33500
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC=CCO
• Isomeric SMILES: CCC/C=C/CO
• Description: 2-Hexen-l-ol has a powerful, fruity, green, wine-like, leafy odor and a sweet, fruity flavor important to strawberry and orange juice. The ds-form can be prepared by hydrogenation of ds-2-hexenol, using an aqueous suspension of colloidal palladium; from cis- 4-chloro-2-butenol and magnesium ethyl bromide; the commercial product is a mixture of the cis- and trans-isomers and can be prepared from propyl vinyl carbinol by heating with aluminum oxide.

Technology Process of 2-Hexen-1-OL

There total 32 articles about 2-Hexen-1-OL 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: 95.0%

2-hexenal (505-57-7) → 2-hexen-1-ol (2305-21-7)

Guidance literature:

With C₅₅H₄₄O₂P₄Ru; hydrogen; In toluene; at 60 ℃; for 30h; under 38002.6 Torr; Inert atmosphere; Glovebox; Autoclave;

DOI:10.1039/c7cc07647a

Reference yield: 94.0%

C11H20O2 → 2-hexen-1-ol (2305-21-7)

Guidance literature:

With methanol; boron trichloride; In neat (no solvent); at 20 ℃; for 0.0333333h; Green chemistry;

DOI:10.13005/ojc/330260

Reference yield: 38.0%

Sorbyl alcohol (17102-64-6) → 2-hexen-1-ol (2305-21-7) + hex-4-en-1-ol (6126-50-7,928-91-6,928-92-7) + hexan-1-ol (111-27-3)

Guidance literature:

With ammonium chloride; In methanol; Electrochemical reaction;

DOI:10.1016/S0040-4039(03)01035-9

upstream raw materials:

tetrachloromethane

2-Hexenyl chloride

1-bromo-2-hexene

1-hexene

Downstream raw materials:

hexane

2-hexene

1-bromo-2-hexene

2-Hexenyl chloride

Refernces

• 1、 Cano, Israel,Martínez-Prieto, Luis M.,Vendier, Laure,Van Leeuwen, Piet W. N. M.. "An iridium-SPO complex as bifunctional catalyst for the highly selective hydrogenation of aldehydes". . p. 221 - 228. Retrieved 2018.
• 2、 Gholap, Sandeep Suryabhan,Dakhil, Abdullah Al,Chakraborty, Priyanka,Li, Huaifeng,Dutta, Indranil,Das, Pradip K.,Huang, Kuo-Wei. "Efficient and chemoselective hydrogenation of aldehydes catalyzed by well-defined PN3-pincer manganese(ii) catalyst precursors: An application in furfural conversion". supporting information. p. 11815 - 11818. Retrieved 2021/11/30.
• 3、 Zhang, Hua,Zhang, Guo-Min,He, Shuai,Shi, Zhi-Chuan,Zhang, Xiao-Mei,Wang, Ji-Yu. "A Construction of α-Alkenyl Lactones via Reduction Radical Cascade Reaction of Allyl Alcohols and Acetylenic Acids". supporting information. p. 8337 - 8344. Retrieved 2020/11/03.