2-Benzyl-3,3-dimethylbutanoic acid

Base Information

• Chemical Name: 2-Benzyl-3,3-dimethylbutanoic acid
• CAS No.: 53483-12-8
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.285
• DSSTox Substance ID: DTXSID70911770
• Nikkaji Number: J1.034.067E
• Mol file: 53483-12-8.mol

Synonyms:2-Benzyl-3,3-dimethylbutanoic acid;53483-12-8;alpha-(tert-Butyl)hydrocinnamic acid;110577-67-8;3,3-Dimethyl-2-(phenylmethyl)butanoic acid;Benzenepropanoic acid, alpha-(1,1-dimethylethyl)-, (-)-;Maybridge3_002890;SCHEMBL66965;DTXSID70911770;alpha-benzyl-tert-butylacetic acid;HMS1439D08;2-Benzyl-3,3-dimethyl-butyric acid;alpha -(tert-Butyl)hydrocinnamic acid;AKOS015894321;.alpha.-(tert-Butyl)hydrocinnamic acid;2-Benzyl-3,3-dimethylbutanoic acid #;CCG-239708;IDI1_014277;ALPHA-(TERT-BUTYL)HYDROCINNAMICACID;alpha-(tert-Butyl)hydrocinnamic acid, 97%;FT-0765543;Benzenepropanoic acid, .alpha.-(1,1-dimethylethyl)-

Chemical Property of 2-Benzyl-3,3-dimethylbutanoic acid

Chemical Property:

• Vapor Pressure: 0.000124mmHg at 25°C
• Melting Point: 66-68 °C(lit.)
• Refractive Index: 1.516
• Boiling Point: 132-138 °C1 mm Hg(lit.)
• PKA: 4.69±0.10(Predicted)
• Flash Point: 210.9°C
• PSA: 37.30000
• Density: 1.032g/cm³
• LogP: 2.97600
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

99%min ^*data from raw suppliers

α-(tert-Butyl)hydrocinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Benzyl-3,3-dimethylbutanoic acid

There total 9 articles about 2-Benzyl-3,3-dimethylbutanoic 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: 84.0%

2-benzyl-3,3-dimethylbutanamide (57985-60-1) → 3,3-dimethyl-2-(phenylmethyl)butanoic acid (53483-12-8,110577-67-8)

Guidance literature:

With sulfuric acid; sodium nitrite; at 80 ℃;

DOI:10.1021/ja00293a047

Reference yield: 37.0%

(E)-3-phenylacrylic acid (140-10-3) + tert.-butyl lithium (594-19-4) → 3,3-dimethyl-2-(phenylmethyl)butanoic acid (53483-12-8,110577-67-8) + (+/-)-4,4-dimethyl-3-phenylpentanoic acid (83867-96-3)

Guidance literature:

In tetrahydrofuran; at -70 ℃; for 1h;

DOI:10.1016/S0040-4020(98)01074-6

Reference yield:

ethyl 2-benzyl-2-cyano-3,3-dimethylbutanoate (57985-59-8) → 3,3-dimethyl-2-(phenylmethyl)butanoic acid (53483-12-8,110577-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / potassium hydroxide, ethylene glycol / H₂O / 72 h / Heating

2: 84 percent / 75 percent aquequs sulfuric acid, sodium nitrite / 80 °C

With potassium hydroxide; sulfuric acid; ethylene glycol; sodium nitrite; In water;

DOI:10.1021/ja00293a047

upstream raw materials:

(E)-3-phenylacrylic acid

tert-butylmagnesium chloride

2-benzyl-3,3-dimethylbutanamide

tert.-butyl lithium

Downstream raw materials:

2-benzyl-3,3-dimethylbutanamide

3-Benzyl-4,4-dimethylvaleriansaeure

2-Benzyl-4,4-dimethylvaleronitril

2-Benzyl-3,3-dimethylbutylbromid

Refernces

• 1、 Aurell, Maria Jose,Banuls, Maria Jose,Mestres, Ramon,Munoz, Elena. "Addition of organolithium reagents to cinnamic acids". . p. 831 - 846. Retrieved 2007/10/03.