4-Hexenoic acid

Base Information

• Chemical Name: 4-Hexenoic acid
• CAS No.: 1577-20-4
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• European Community (EC) Number: 252-427-9
• UNII: TK2A7VWZ5R
• DSSTox Substance ID: DTXSID00901008
• Nikkaji Number: J98.006D,J98.007B
• Wikidata: Q27117519
• Metabolomics Workbench ID: 445
• Mol file: 1577-20-4.mol

Synonyms:4-Hexenoic acid;Hex-4-enoic acid;(E)-hex-4-enoic acid;1577-20-4;35194-36-6;4-hexenoic acid, (4E)-;(E)-4-Hexenoic acid;gamma-hexenoic acid;(4E)-4-Hexenoic acid;(4E)-hex-4-enoic acid;trans-4-hexenoic acid;trans-hex-4-enoic acid;4-Hexenoic acid, trans;TK2A7VWZ5R;C6:1n-2;EINECS 252-427-9;NSC 409219;NSC-409219;NoName_56;(E)-hex-4-enoicacid;UNII-TK2A7VWZ5R;(4E)-4-Hexenoic acid #;4-Hexenoic acid, AldrichCPR;.GAMMA.-HEXENOIC ACID;SCHEMBL241574;CHEBI:38355;CHEBI:38356;DTXSID00901008;LMFA01030010;AKOS006222121;CS-0232064;CS-0356614;EN300-126208;Q27117519

Chemical Property of 4-Hexenoic acid

Chemical Property:

• Melting Point: -17--15 °C
• Boiling Point: 98 °C(Press: 11 Torr)
• PKA: 4.68±0.10(Predicted)
• PSA: 37.30000
• Density: 0.985±0.06 g/cm3(Predicted)
• LogP: 1.42730
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 94.7

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CCCC(=O)O
• Isomeric SMILES: C/C=C/CCC(=O)O
• Uses: (E)?-?4-?Hexenoic Acid is used as concomitant in preserving table olives along with sorbic or ascorbic acid.

Technology Process of 4-Hexenoic acid

There total 4 articles about 4-Hexenoic acid 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:

1-allyloxy-1-(tert-butyldimethylsiloxy)cyclopropane (113201-34-6) → (E)-3-hexenoic acid (1577-18-0) + (E)-2-Hexenoic acid (13419-69-7) + (E)-hex-4-enoic acid (1577-20-4)

Guidance literature:

Mechanism; multistep reaction; other 1-allyl-1-siloxycyclopropanes;

DOI:10.1016/S0040-4039(00)77716-1

Reference yield:

sorbic Acid (110-44-1,91751-55-2) → (E)-3-hexenoic acid (1577-18-0) + (E)-2-Hexenoic acid (13419-69-7) + (E)-hex-4-enoic acid (1577-20-4) + (Z)-3-hexenoic acid (1775-43-5)

Guidance literature:

With hydrogen; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; [(C₅Me₅Ru(Sh⁴-CH₃(CH=CH)2COOH)(CF₃SO₃)]; In dibutyl ether; at 34 ℃; for 6h; under 12001 Torr; Further Variations:; Reagents; Solvents; Pressures; Temperatures; ratio; Activation energy; Kinetics; Product distribution;

Reference yield:

sorbic Acid (110-44-1,91751-55-2) → (E)-2-Hexenoic acid (13419-69-7) + (E)-hex-4-enoic acid (1577-20-4) + hexanoic acid (142-62-1)

Guidance literature:

With hydroxylamine; Na₃[Fe(CN)5NH₃]*3H₂O; In ethanol; at 100 ℃; pH=9.3;

DOI:10.1021/jo800302v

upstream raw materials:

(Z)-5-(Ethylthio)-3-hexenoic Acid

1-allyloxy-1-(tert-butyldimethylsiloxy)cyclopropane

sorbic Acid

Downstream raw materials:

(E)-N-phenylhex-4-enamide

Refernces

• 1、 Steines, Stephan,Wasserscheid, Peter,Driessen-Hoelscher, Birgit. "An ionic liquid as catalyst medium for stereoselective hydrogenations of sorbic acid with ruthenium complexes". . p. 348 - 354. Retrieved 2007/10/03.
• 2、 Blenderman, Walter G.,Joullie, Madeleine M.,Preti, George. "Lithium/Ammonia Reductions of 2-Thiophenecarboxylic Acids". . p. 3206 - 3213. Retrieved 2007/10/02.