2-[6-(Carboxymethyl)cyclohex-3-en-1-yl]acetic acid

Base Information

• Chemical Name: 2-[6-(Carboxymethyl)cyclohex-3-en-1-yl]acetic acid
• CAS No.: 25886-62-8
• Molecular Formula: C10H14 O4
• Molecular Weight: 198.219
• NSC Number: 154768,134296
• DSSTox Substance ID: DTXSID20947908
• Mol file: 25886-62-8.mol

Synonyms:4-Cyclohexene-1,2-diacetic acid;25886-62-8;NSC 134296;25050-73-1;NSC134296;2-[6-(carboxymethyl)cyclohex-3-en-1-yl]acetic acid;NSC154768;Cyclohexene-4,5-diacetic acid;SCHEMBL2466288;DTXSID20947908;RCTJDCIDPNXVLD-UHFFFAOYSA-N;trans-Cyclohexene-4,5-diacetic acid;NSC-134296;NSC-154768;cis-4,5-Bis-(carboxymethyl)cyclohexene;2,2'-(Cyclohex-4-ene-1,2-diyl)diacetic acid;2-[6-(carboxymethyl)cyclohex-3-en-1-yl]essigsäure

Chemical Property of 2-[6-(Carboxymethyl)cyclohex-3-en-1-yl]acetic acid

Chemical Property:

• Boiling Point: 417.3°Cat760mmHg
• Flash Point: 220.3°C
• Density: 1.207g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCC(C1CC(=O)O)CC(=O)O

Technology Process of 2-[6-(Carboxymethyl)cyclohex-3-en-1-yl]acetic acid

There total 8 articles about 2-[6-(Carboxymethyl)cyclohex-3-en-1-yl]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: 100.0%

cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetonitrile (25886-61-7) → cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetic acid (25886-62-8)

Guidance literature:

cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetonitrile; With potassium hydroxide; In water; for 24h; Inert atmosphere; Reflux;

With phosphoric acid; In water; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201607752

Reference yield: 92.0%

3-[(1R,6S)-6-(2-Cyano-ethyl)-cyclohex-3-enyl]-propionitrile → cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetic acid (25886-62-8)

Guidance literature:

With potassium hydroxide;

DOI:10.1055/s-2002-25340

Reference yield:

cis-(cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate) (32970-96-0) → cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetic acid (25886-62-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 96h; Yield given; Heating;

DOI:10.1021/jo00221a022

upstream raw materials:

cis-2,2'-(cyclohex-4-ene-1,2-diyl)diacetonitrile

cis-(cyclohex-4-ene-1,2-diyl)bis(methylene) bis(4-methylbenzenesulfonate)

cis-1,6-dihydroxymethyl-3-cyclohexene

cis-1,2,3,6-tetrahydrophthalic acid

Downstream raw materials:

1-((S)-4-Isopropyl-2-thioxo-thiazolidin-3-yl)-2-{(1S,6R)-6-[2-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-2-oxo-ethyl]-cyclohex-3-enyl}-ethanone

C₂₀H₂₄N₂O₆S₄

((7S,8R)-8-Phenylsulfanylcarbonylmethyl-1,4-dioxa-spiro[4.4]non-7-yl)-acetic acid methyl ester

((1S,2R)-4-Oxo-2-phenylsulfanylcarbonylmethyl-cyclopentyl)-acetic acid methyl ester