2-(4-methylcyclohexylidene)acetic Acid

Base Information

• Chemical Name: 2-(4-methylcyclohexylidene)acetic Acid
• CAS No.: 77842-31-0
• Molecular Formula: C9H14O2
• Molecular Weight: 154.20600
• Hs Code.: 2916209090
• European Community (EC) Number: 689-982-5
• DSSTox Substance ID: DTXSID90400217
• Nikkaji Number: J441.707K,J443.906F
• Mol file: 77842-31-0.mol

Synonyms:2-(4-methylcyclohexylidene)acetic Acid;77842-31-0;(4-Methylcyclohexylidene)acetic acid;2-(4-Methylcyclohexylidene)aceticacid;SCHEMBL7310223;4-Methyl-cyclohexylidenessigsaure;DTXSID90400217;CDA84231;MFCD00029539;AKOS008113316;SB73997;2-(4-methyl cyclohexylidene)acetic acid;BS-22751;(?)-2-(4-Methylcyclohexylidene)acetic acid;CS-0455766;EN300-77816;A865144;Z352748308

Chemical Property of 2-(4-methylcyclohexylidene)acetic Acid

Chemical Property:

• Melting Point: 70 °C
• Boiling Point: 90-90.5 °C(Press: 3 Torr)
• PKA: 4.25±0.41(Predicted)
• PSA: 37.30000
• Density: 1.05179 g/cm3
• LogP: 2.20750
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Methylcyclohexylidene)aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(=CC(=O)O)CC1

Technology Process of 2-(4-methylcyclohexylidene)acetic Acid

There total 24 articles about 2-(4-methylcyclohexylidene)acetic 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: 90.0%

ethyl 4-methylcyclohexylideneacetate (127180-76-1,42778-89-2,191113-70-9) → (4-methylcyclohexylidene)acetic acid (77842-31-0,28835-97-4,28835-95-2)

Guidance literature:

With potassium hydroxide; for 0.5h; Heating;

DOI:10.1021/ja00348a048

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + (R)-(-)-(4-Methylcyclohexylidene)bromomethane (77842-32-1) → (4-methylcyclohexylidene)acetic acid (77842-31-0,28835-97-4,28835-95-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In pentane; 1.) -70 deg C, 30 min, 2.) -70 deg C, 1 h;

DOI:10.1021/jo00097a073

Reference yield:

1-methylcyclohexan-4-one (589-92-4) → (aR)-(-)-(4-methylcyclohexylidene)acetic acid (77842-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / 1,2-dimethoxy-ethane / 0.75 h / 25 - 30 °C

2: 90 percent / aq. KOH_. CH₃OH / 0.5 h / Heating

3: 1.) (+)-α-phenylethylamine, 2.) aq. NaOH / 1.) ethyl acetate, 60 deg C

With potassium hydroxide; sodium hydroxide; sodium hydride; (+)-1-phenylethylamine; In 1,2-dimethoxyethane;

DOI:10.1021/ja00348a048

upstream raw materials:

(1-hydroxy-4-methyl-cyclohexyl)-acetic acid

acetic anhydride

carbon dioxide

(R)-(-)-(4-Methylcyclohexylidene)bromomethane

Downstream raw materials:

4-methyl-1-methylidenecyclohexane

(1-bromo-4-methyl-cyclohexyl)-acetic acid

trans-4-methyl-1-<<(4-methylphenyl)methyl>thio>cyclohexaneacetic acid

1-Allylidene-4-methyl-cyclohexane