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Home > Encyclopedia > 2,4,6-Trimethylbenzyl chloride

2,4,6-Trimethylbenzyl chloride

2,4,6-Trimethylbenzyl chloride structure

2,4,6-Trimethylbenzyl chloride 

structure
  • CAS No:

    1585-16-6

  • Formula:

    C10H13Cl

  • Chemical Name:

    2,4,6-Trimethylbenzyl chloride

  • Synonyms:

    Benzene,2-(chloromethyl)-1,3,5-trimethyl-;2-(Chloromethyl)-1,3,5-trimethylbenzene;1-Chloromethyl-2,4,6-trimethylbenzene;2,4,6-Trimethylbenzyl chloride;α2-Chloroisodurene;(Chloromethyl)mesitylene;Mesitylmethyl chloride;o,o,p-Trimethylbenzyl chloride;α-Chloroisodurene;NSC 405484;1,3,5-Trimethyl-2-(chloromethyl)benzene;2-Chloromethyl-1,3,5-trimethylbenzene

  • Categories:

    Organic Chemistry  >  Hydrocarbons and Derivatives

Description

white to light yellow crystal powde

2,4,6-Trimethylbenzyl chloride Basic Attributes

168.67

168.66

386678

216-440-3

405484

DTXSID20166435

29036990

Characteristics

0

3.4

White Fused Solid, Crystals, and/or Chunks

1.0131 (estimate)

37 °C

119 °C @ Press: 15 Torr

223 °F

1.5162 (estimate)

Refrigerator

Safety Information

II

8

UN 3261 8/PG 2

3

34-20/21/22

26-27-28-36/37/39-45-23

DP1402000

C

P280-P305 + P351 + P338-P310

H314

|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 45 companies from 3 notifications to the ECHA C&L Inventory.

2,4,6-Trimethylbenzyl chloride Use and Manufacturing

2, 4, 6-trimethylbenzyl alcohol (150 mg, 1 .0 mmol) was dissolved in anh. DCM (4 mL). Thionyl chloride (87 μΙ_, 1 .2 mmol) was added slowly at 0 °C. The reaction mixture was stirred at RT. for 1 h. Removal of the solvent under reduced pressure gave the desired 2, 4, 6- trimethylbenzyl chloride (168 mg, 100 percent) as a white powder.General procedure: To 16 (0.6 g, 0.6 mmol) was added dichloromethane (5 mL) in a round-bottom flask. After 10 min, oxalyl chlorideor oxalyl bromide was added (0.6 mmol). The reaction mixture was magnetically stirred at room temperature. Uponcessation of gas evolution, 4 was added (0.5 mmol), and the reaction mixture was heated to reflux. After thereaction was complete according to TLC analysis, the mixture was cooled to room temperature and filtered. Thesolid on the funnel was washed with dichloromethane (3 × 10 mL), and the filtrate was concentrated under reducedpressure to afford the desired product 5 in an essentially pure state based on 1H and 13C NMR spectroscopicanalyses.General procedure: In a flask was placed Na-Mont (30 mg), 1a (1 mmol, 0.18 g), TMSCl (2 mmol, 0.22 g, 0.25 mL), and CH2Cl2 (5 mL). The mixture was stirred at r.t. for 40 min. The solid material was filtered off, and the filtrate was concentrated. Compound 3a was isolated by Kugelrohr distillation under vacuum in 90percent yield as a colorless liquid.#10;240 ml of a 37percent Of hydrochloric acid and 4868 (411101) The mesitylene was placed in the reactor, Then at a temperature of 55 ~ 58 ° (: drop under the 347.68 (4.4111 01) concentration of 37percent aqueous formaldehyde solution at a temperature of 65 ~ 75 ° (: the next reaction, with The degree of progress of the reaction was checked by GC, and after the completion of the reaction, the reaction solution was cooled to room temperature to obtain a reaction solution containing 2, 4, 6-trimethylbenzyl chloride The solution. Followed by addition of toluene, followed by washing to obtain a toluene solution of 2, 4, 6-trimethylbenzyl chloride, 2, 4, 6-trimethylchloride Benzyl yield of about 90percent.

Computed Properties

Molecular Weight:168.66
XLogP3:3.4
Rotatable Bond Count:1
Exact Mass:168.0705781
Monoisotopic Mass:168.0705781
Heavy Atom Count:11
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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