4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid

Base Information

• Chemical Name: 4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid
• CAS No.: 785-17-1
• Molecular Formula: C14H16 O3
• Molecular Weight: 232.279
• Hs Code.: 2918300090
• European Community (EC) Number: 212-319-4
• NSC Number: 97637,5254
• UNII: 7D7GGR8GKM
• DSSTox Substance ID: DTXSID70229125
• Nikkaji Number: J193.175J
• Wikidata: Q83109328
• ChEMBL ID: CHEMBL1330956
• Mol file: 785-17-1.mol

Synonyms:785-17-1;4-oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid;5,6,7,8-Tetrahydro-gamma-oxonaphthalene-2-butyric acid;7D7GGR8GKM;NSC-5254;EINECS 212-319-4;MFCD06655207;NSC-97637;5,6,7,8-Tetrahydro-gamma-oxo-2-naphthalenebutanoic acid;Propionic acid,6,7,8-tetrahydro-2-naphthoyl)-;2-Naphthalenebutanoic acid,6,7,8-tetrahydro-.gamma.-oxo-;NSC5254;UNII-7D7GGR8GKM;NCIOpen2_006110;MLS000773818;SCHEMBL817710;CHEMBL1330956;DTXSID70229125;4-(1,2,3,4-Tetrahydronaphthalen-6-yl)-4-oxobutanoic acid;HMS1730O13;HMS2717P16;NSC 5254;NSC97637;NSC 97637;STL301376;AKOS000200477;NCGC00245969-01;SMR000364695;EN300-10990;Z90662180;Propionic acid, 3-(5,6,7,8-tetrahydro-2-naphthoyl)-;2-Naphthalenebutanoic acid, 5,6,7,8-tetrahydro-gamma-oxo-;2-Naphthalenebutanoic acid, 5,6,7,8-tetrahydro-.gamma.-oxo-

Chemical Property of 4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid

Chemical Property:

• Boiling Point: 464.3oC at 760 mmHg
• PKA: 4.58±0.17(Predicted)
• Flash Point: 248.7oC
• PSA: 54.37000
• Density: 1.188±0.06 g/cm3(Predicted)
• LogP: 2.61290
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 232.109944368
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC(=C2)C(=O)CCC(=O)O

Technology Process of 4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid

There total 14 articles about 4-Oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic 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: 72.0%

succinic acid anhydride (108-30-5) + tetralin (119-64-2) → 4-oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid (785-17-1)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1246/cl.150686

Reference yield:

tetralin (119-64-2) + succinic acid monochloride (4938-01-6) → 4-oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid (785-17-1)

Guidance literature:

With aluminum (III) chloride; In 1,1,2,2-tetrachloroethane; at 20 ℃; Cooling with ice;

DOI:10.1039/c0ob01107j

Reference yield:

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 4-oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)butanoic acid (785-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C

1.2: 120 - 215 °C

2.1: aluminum (III) chloride / 1,1,2,2-tetrachloroethane / 20 °C / Cooling with ice

With aluminum (III) chloride; hydrazine hydrate; In 1,1,2,2-tetrachloroethane; diethylene glycol; 1.1: Wolff-Kishner reduction / 1.2: Wolff-Kishner reduction / 2.1: Friedel-Crafts acylation;

DOI:10.1039/c0ob01107j

upstream raw materials:

maleic anhydride

tetralin

benzene

succinic acid anhydride

Downstream raw materials:

4-(2-naphthyl)butyric acid

pyrene

phenanthrene

1,2,3,4,5,6,7,8-octahydroanthracene

Refernces

• 1、 Sakai, Norio,Kobayashi, Taichi,Ogiwara, Yohei. "One-pot synthesis of tetralin derivatives from 3-benzoylpropionic acids: Indium-catalyzed hydrosilylation of ketones and carboxylic acids and intramolecular cyclization". supporting information. p. 1503 - 1505. Retrieved 2015/11/24.
• 2、 -. "AMIDE COMPOUND". . . Retrieved 2008/06/13.