2-Benzylbutanoic acid

Base Information

• Chemical Name: 2-Benzylbutanoic acid
• CAS No.: 5669-16-9
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• European Community (EC) Number: 826-506-9
• DSSTox Substance ID: DTXSID00972137
• Nikkaji Number: J59.905K
• Mol file: 5669-16-9.mol

Synonyms:2-Benzylbutanoic acid;5669-16-9;Benzylbutanoic aid;alpha-Ethyl-hydrocinnamic acid;2-Benzylbutyric acid;Benzenepropanoic acid, alpha-ethyl-;HYDROCINNAMIC ACID, alpha-ETHYL-;Benzylbutanoic acid;2-benzylbutanoicacid;2-benzyl butanoic acid;phenylmethylbutanoic acid;2-Benzylbutanoic acid #;SCHEMBL491524;.alpha.-Ethyl-hydrocinnamic acid;DTXSID00972137;Hydrocinnamic acid, .alpha.-ethyl-;AKOS010009313;LS-77183;Benzenepropanoic acid, alpha-ethyl- (9CI);CS-0260568;EN300-75432;A1-23377;Z513624620

Chemical Property of 2-Benzylbutanoic acid

Chemical Property:

• Vapor Pressure: 0.0007mmHg at 25°C
• Melting Point: 90℃ (hexane )
• Refractive Index: 1.526
• Boiling Point: 295.2 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 192.4 °C
• PSA: 37.30000
• Density: 1.068 g/cm³
• LogP: 2.33990
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2-benzylbutanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC1=CC=CC=C1)C(=O)O

Technology Process of 2-Benzylbutanoic acid

There total 28 articles about 2-Benzylbutanoic 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: 86.0%

benzyl chloride (100-44-7) + butyric acid (107-92-6) → 1-(phenylmethyl)butanoic acid (56640-46-1,58635-83-9,89496-36-6,5669-16-9)

Guidance literature:

butyric acid; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 35 ℃; for 1.66667h; Inert atmosphere;

benzyl chloride; In tetrahydrofuran; hexane; at 25 - 35 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201300936

Reference yield: 66.0%

ethyl 2-benzylbutanoate (2983-36-0) → 1-(phenylmethyl)butanoic acid (56640-46-1,58635-83-9,89496-36-6,5669-16-9)

Guidance literature:

With sodium hydroxide; In water; Reflux;

DOI:10.1016/j.tetasy.2013.09.019

Reference yield: 53.0%

3-benzyl-3-ethyl-2-phenylsulphonyl-2-trimethylsilyloxirane (128588-90-9,128588-91-0) → 1-(phenylmethyl)butanoic acid (56640-46-1,58635-83-9,89496-36-6,5669-16-9) + 2-benzyl-2-bromobutanoyltrimethylsilane (128589-02-6) + (E)-2-benzylbut-2-enoyltrimethylsilane (79140-79-7,128589-06-0)

Guidance literature:

With magnesium bromide ethyl etherate; In diethyl ether; 0 deg C, 5.5 h, 9 deg C, 16 h;

upstream raw materials:

2-benzyl butanol

2-(α-hydroxy-benzyl)-butyric acid

2-benzylidene-but-3-enoic acid

ethyl-benzyl-malonic acid

Downstream raw materials:

ethyl 2-benzylbutanoate

2-benzyl butanol

(2-chlorobutyl)benzene

(2S)-2-Benzyl-1-butanol

Refernces

• 1、 Wu, Fu-Peng,Li, Da,Peng, Jin-Bao,Wu, Xiao-Feng. "Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals". supporting information. p. 5699 - 5703. Retrieved 2019/08/01.
• 2、 Kaku, Hiroto,Imai, Takahiro,Kondo, Risa,Mamba, Shiho,Watanabe, Yu,Inai, Makoto,Nishii, Takeshi,Horikawa, Mitsuyo,Tsunoda, Tetsuto. "A method to prepare optically active acyclic α-benzyl ketones by thermodynamically controlled deracemization". supporting information. p. 8208 - 8213. Retrieved 2014/01/06.