2-Hexen-4-ol

Base Information

• Chemical Name: 2-Hexen-4-ol
• CAS No.: 4798-58-7
• Molecular Formula: C₆H₁₂O
• Molecular Weight: 100.161
• European Community (EC) Number: 225-356-6
• NSC Number: 93799
• Nikkaji Number: J432.480C,J262.463J
• Mol file: 4798-58-7.mol

Synonyms:2-Hexen-4-ol;4798-58-7;4-Hexen-3-ol;(E)-hex-4-en-3-ol;.alpha.-Ethyl-.gamma.-methylallyl alcohol;Hex-4-en-3-ol;Allyl alcohol, 1-ethyl-3-methyl-;EINECS 225-356-6;AI3-28613;NSC93799;(E)-2-Hexen-4-ol;SCHEMBL716187;2-Hexen-4-ol, cis + trans;NIOSH/MP4195000;KWUXUOPPQQMMIL-HWKANZROSA-N;MFCD00021919;NSC 93799;NSC-93799;AKOS006229295;LS-75594;MP41950000

Chemical Property of 2-Hexen-4-ol

Chemical Property:

• Vapor Pressure: 2.69mmHg at 25°C
• Melting Point: 22.55°C (estimate)
• Refractive Index: 1.4273 (estimate)
• Boiling Point: 139.3°C at 760 mmHg
• Flash Point: 40.7°C
• PSA: 20.23000
• Density: 0.841g/cm³
• LogP: 1.33340
• Water Solubility.: 36.7g/L(25 oC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 57.2

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Statements: 10
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C=CC)O
• Isomeric SMILES: CCC(/C=C/C)O

Technology Process of 2-Hexen-4-ol

There total 44 articles about 2-Hexen-4-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%

trans-Crotonaldehyde (123-73-9,4170-30-3) + ethylmagnesium bromide (925-90-6) → (E)-hex-4-en-3-ol (4798-58-7,29478-27-1)

Guidance literature:

In tetrahydrofuran; at 0 - 24 ℃; for 1h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02456

Reference yield: 88.0%

E-4-hexen-3-one (50396-96-8,130981-55-4,2497-21-4,50396-87-7) → (E)-hex-4-en-3-ol (4798-58-7,29478-27-1)

Guidance literature:

With lithium borohydride; borane; In tetrahydrofuran; at -50 ℃; for 2h;

DOI:10.1039/c39940000855

Reference yield: 64.0%

cis-2-hexene (7688-21-3) → (E)-hex-4-en-3-ol (4798-58-7,29478-27-1) + (S,R)-trans-3-hexen-2-ol (29478-26-0) + cis-2,3-epoxyhexane (6124-90-9)

Guidance literature:

5,10,15,20-tetraphenyl-21 H,23-H-porphine manganese(III)chloride; In benzene; for 2h; Product distribution; Mechanism; Ambient temperature; variations of pH, reagents, pO₂, T;

DOI:10.1016/S0040-4020(01)98805-2

upstream raw materials:

hexane-2,3,4-triol

diethyl ether

ethylmagnesium bromide

crotonaldehyde

Downstream raw materials:

3,4-bis-(4-methoxy-3-methyl-phenyl)-hexane

hexa-2,4-diene

n-hexan-3-one

formaldehyd

Refernces

• 1、 Pulis, Alexander P.,Aggarwal, Varinder K.. "Erratum: Synthesis of enantioenriched tertiary boronic esters from secondary allylic carbamates. Application to the synthesis of C30 botryococcene (Journal of the American Chemical Society (2012) 134 (7570-7575) DOI: 10.1021/ja303022d)". supporting information; experimental part. p. 11298 - 11298. Retrieved 2012/08/28.
• 2、 Xing, Dong,Yang, Dan. "Gold(I)-catalyzed highly regio- and stereoselective decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement in water". supporting information; experimental part. p. 1068 - 1071. Retrieved 2010/06/13.