2,2,4-Trimethyl-1,2-dihydroquinoline

Base Information

• Chemical Name: 2,2,4-Trimethyl-1,2-dihydroquinoline
• CAS No.: 147-47-7
• Deprecated CAS: 389806-19-3,52038-43-4,55069-42-6,125004-27-5,219315-49-8,88160-96-7,909801-79-2,870479-53-1,1843183-86-7,2376916-19-5,2440056-36-8
• Molecular Formula: C12H15 N
• Molecular Weight: 173.258
• Hs Code.: H15N)n (n=2.5 - 3 typical) MOL WT. ca 500
• European Community (EC) Number: 500-051-3,205-688-8
• NSC Number: 4175
• UNII: 0553M374Q3
• DSSTox Substance ID: DTXSID0025070
• Nikkaji Number: J2.551H
• Wikidata: Q27236080
• Metabolomics Workbench ID: 143639
• ChEMBL ID: CHEMBL294154
• Mol file: 147-47-7.mol

Synonyms:2,2,4-Trimethyl-1,2-dihydroquinoline;147-47-7;1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE;26780-96-1;Acetone anil;Flectol H;Quinoline, 1,2-dihydro-2,2,4-trimethyl-;Acetonanil;2,2,4-trimethyl-1H-quinoline;Agerite resin D;Flectol A;Flectol pastilles;Polnox R;Vulkanox HS/LG;Vulkanox HS/powder;Antioxidant HS;Antioxidant HSL;Permanax TQ;Polnoks R;Antigene RDF;Agerite MA;Nonflex RD;Permanax 45;NCI-C60902;Acetone anil (quinoline derivative);Nocrac 224;2,2,4-Trimethyl-1,2-dihydroquinone;Trimethyl-1,2-dihydroquinoline;Trimethyl dihydroquinoline;NSC 4175;CCRIS 4795;CCRIS 4914;Acetone anil (quinoline deriv.);HSDB 1103;EINECS 205-688-8;2,2,4-Trimethyl-1,2-dihydrochinolin;AI3-17714;DTXSID0025070;2,2,4-Trimethyl-1,2-dihydrochinolin [Czech];1,2-Dihydro-2,2,4-trimethylquinoline (monomer);UNII-0553M374Q3;NSC-4175;MFCD00044248;0553M374Q3;EC 500-051-3;Acetonanyl;Hydroquin;vulkanox hs;DHTMQ;TMDQ;Good-rite 3140;Acetonanil (Salt/Mix);Acetonanyl (Salt/Mix);ANTIOXIDANT FR-SB;DSSTox_CID_5070;DSSTox_RID_77651;DSSTox_GSID_25071;Rubber Antioxidant RD(TMQ);SCHEMBL44875;MLS002174246;CHEMBL294154;DTXCID605070;ZNRLMGFXSPUZNR-UHFFFAOYSA-;NSC4175;HMS1655H02;HMS3039L13;2,4-Trimethyl-1,2-dihydroquinone;AMY41313;(C12-H15-N)x-;Tox21_201077;Tox21_202467;2,4-Trimethyl-1,2-dihydroquinoline;LS-859;AKOS000274374;LS-1114;SB67449;WLN: T66 BM CHJ C1 C1 E1;NCGC00073733-02;NCGC00073733-03;NCGC00073733-04;NCGC00258630-01;NCGC00260016-01;AS-44332;CAS-147-47-7;SMR001261421;SY029873;1,2-dihydro-2,2,4-trimethylQUINOLINE;CAS-26780-96-1;CS-0046816;FT-0621798;FT-0654592;EN300-57908;D70537;500-051-3 (NLP #);A808648;W-109515;1,2-Dihydro-2,2,4-trimethylquinoline (85per cent);1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE [HSDB];Q27236080;F1974-0002;METHYL4-HYDROXY-1-(4-METHOXYPHENYL)-6-OXO-1,6-DIHYDRO-3-PYRIDAZINECARBOXYLATE;31014-67-2

Chemical Property of 2,2,4-Trimethyl-1,2-dihydroquinoline

Chemical Property:

• Appearance/Colour: brown powder or flakes
• Vapor Pressure: 0.00715mmHg at 25°C
• Melting Point: 72 - 94 C
• Refractive Index: 1.5680 (estimate)
• Boiling Point: >315 C (Decomposes)
• PKA: 4.16±0.70(Predicted)
• Flash Point: 115 C
• PSA: 12.03000
• Density: 0.951 g/cm³
• LogP: 3.43200
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Soluble), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Spari
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

1,2-Dihydro-2,2,4-trimethylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: CC1=CC(NC2=CC=CC=C12)(C)C
• Uses: 1,2-Dihydro-2,2,4-trimethylquinoline is used as an antioxidant in styrene-butadiene and nitrile-butadiene rubbers and latexes. It was selected for evaluation because it is a derivative of quinoline, a known rodent carcinogen, and was regarded as having potential carcinogenic activity. 1,2-Dihydro-2,2,4-trimethylquinoline (>85%) is used as an antioxidant in styrene-butadiene and nitrile-butadiene rubbers and latexes. It was selected for evaluation because it is a derivative of quinoline, a known rodent carcinogen, and was regarded as having potential carcinogenic activity.

Technology Process of 2,2,4-Trimethyl-1,2-dihydroquinoline

There total 27 articles about 2,2,4-Trimethyl-1,2-dihydroquinoline 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: 99.6%

aniline (62-53-3) + acetone (67-64-1) → 2,2,4-trimethyl-1,2-dihydroquinoline (147-47-7,26780-96-1,389806-19-3)

Guidance literature:

With titanium(IV) isopropylate; at 120 ℃; for 5h; Reagent/catalyst; Temperature; Catalytic behavior;

Reference yield: 85.0%

4-methyl-2,3-pentanedione (7493-58-5) + aniline (62-53-3) → 2,2,4-trimethyl-1,2-dihydroquinoline (147-47-7,26780-96-1,389806-19-3)

Guidance literature:

With 1-ethyl-3-methylimidazolium hydrogensulfate; at 80 ℃; for 24h; Reagent/catalyst; Temperature;

Reference yield: 80.0%

4-methyl-pent-3-en-2-one (141-79-7) + aniline (62-53-3) → 2,2,4-trimethyl-1,2-dihydroquinoline (147-47-7,26780-96-1,389806-19-3)

Guidance literature:

With indium(III) chloride; silica gel; for 0.333333h; microwave irradiation;

DOI:10.1016/S0040-4020(02)01587-9

upstream raw materials:

aniline hydrochloride

aniline

acetone

N-(propan-2-ylidene)aniline

Downstream raw materials:

6,6'-methylene-bis(2,2,4-trimethyl-1,2-dihydroquinoline)

N-benzyl-2,2,4-trimethyl-1,2-dihydroquinoline

2,2,4-trimethyl-2H-quinoline-1-carboxylic acid anilide

1-benzoyl-2,2,4-trimethyl-1,2-dihydro-quinoline