2-Chloromesitylene

Base Information

• Chemical Name: 2-Chloromesitylene
• CAS No.: 1667-04-5
• Molecular Formula: C9H11Cl
• Molecular Weight: 154.639
• Hs Code.: 2903999090
• European Community (EC) Number: 674-038-7
• NSC Number: 139128
• DSSTox Substance ID: DTXSID80870900
• Nikkaji Number: J100.164G
• Mol file: 1667-04-5.mol

Synonyms:2-Chloromesitylene;1667-04-5;2-CHLORO-1,3,5-TRIMETHYLBENZENE;Mesityl Chloride;Benzene, 2-chloro-1,3,5-trimethyl-;Mesitylene, 2-chloro-;1-Chloro-2,4,6-trimethylbenzene;2-chloro-1,3,5-trimethyl-benzene;2,4,6-Trimethylchlorobenzene;Chlormesitylen;Benzene,2-chloro-1,3,5-trimethyl-;MFCD00045173;NSC139128;Clc1c(C)cc(C)cc1C;2,6-Trimethylchlorobenzene;SCHEMBL234943;2,6-Trimethylmonochlorobenzene;1-Chloro-2,6-trimethylbenzene;2-Chloro-1,5-trimethylbenzene;WDZACGWEPQLKOM-UHFFFAOYSA-;2,4,6-Trimethylmonochlorobenzene;DTXSID80870900;BAA66704;AKOS006230375;FS-5795;NSC 139128;NSC-139128;CS-0318454;FT-0633747;M0274;D91301;A810758;InChI=1/C9H11Cl/c1-6-4-7(2)9(10)8(3)5-6/h4-5H,1-3H3

Chemical Property of 2-Chloromesitylene

Chemical Property:

• Melting Point: -43.35°C (estimate)
• Refractive Index: 1.5212
• Boiling Point: 206.7 °C at 760 mmHg
• Flash Point: 76.8 °C
• PSA: 0.00000
• Density: 1.029 g/cm³
• LogP: 3.26520
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 154.0549280
• Heavy Atom Count: 10
• Complexity: 99.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloromesitylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloromesitylene

There total 37 articles about 2-Chloromesitylene 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%

2,4,6-trimethylaniline (88-05-1) → 2-bromomesitylene (1667-04-5)

Guidance literature:

With N-chloro-succinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1002/chem.201803347

Reference yield: 75.0%

2,4,6-trimethylphenyl carbonochloridate (7693-47-2) → 2-bromomesitylene (1667-04-5)

Guidance literature:

With aluminium trichloride; In various solvent(s); at 200 ℃; for 3.5h;

DOI:10.1021/jo9716486

Reference yield: 64.0%

1,3,5-trimethyl-benzene (108-67-8) → termesityl (32234-66-5) + 2-bromomesitylene (1667-04-5) + bimesityl (4482-03-5) + rac-quatermesityl (70938-07-7,131563-97-8,131563-98-9)

Guidance literature:

With iron(III) chloride; at 5 ℃; for 1.5h;

upstream raw materials:

Mesitol

mesitylene sulfonic acid

acetic acid-(2,4,6,N-tetrachloro-anilide)

acetic acid

Downstream raw materials:

4-Chloro-1,3,5-trimethyl-4-nitrocyclohexa-2,5-dienylacetat

benzene-1,3,5-tricarboxylic acid chloride

2-chloro-1,3,5-trimethyl-4-nitrobenzene

<(2,4,6-trimethyl-5-chlorophenyl)methyl>triphenylphosphonium chloride

Refernces

• 1、 Cummings,Milner. "". . p. 1571. Retrieved 1971.
• 2、 Bondarenko, Oksana B.,Karetnikov, Georgy L.,Komarov, Arseniy I.,Pavlov, Aleksandr I.,Nikolaeva, Svetlana N.. "R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond". supporting information. p. 322 - 332. Retrieved 2021/01/14.
• 3、 Kanazawa, Junichiro,Miyamoto, Kazunori,Takagi, Taisei,Uchiyama, Masanobu,Watanabe, Yuichiro. "Shelf-Stable (E)- A nd (Z)-Vinyl-λ3-chlorane: A Stereospecific Hyper-vinylating Agent". . p. 3469 - 3473. Retrieved 2020/04/30.