Production Method 1

16308-92-2

824-55-5

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Benzene

Reference

Aromatic spiranes. XX. Syntheses of dimethylsubstituted 2-carboxymethyl-indan-1-ones and benzylchlorides as synthones for synthesis of di- to tetramethylsubstituted spirobiindandiones

Neudeck, H. K., Monatshefte fuer Chemie, 1996, 127(2), 185-200

Production Method 2

16308-92-2

824-55-5

Reaction Conditions

1.1 Reagents: Oxalyl chloride ,  Tropone Solvents: Dichloromethane ;  rt; 5 min, rt
1.2 Solvents: Dichloromethane ;  rt; 25 min, rt

Reference

Aromatic Cation Activation: Nucleophilic Substitution of Alcohols and Carboxylic Acids

Nguyen, Thanh V.; et al, Organic Letters, 2014, 16(6), 1720-1723

Production Method 3

824-55-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Acetic acid ,  Zinc chloride ,  Sulfuric acid ,  Polyethylene glycol Solvents: Toluene ;  8 h, 40 °C

Reference

An inexpensive and convenient procedure for chloromethylation of aromatic hydrocarbons by phase transfer catalysis in aqueous media

Hu, Yu Lin; et al, Journal of the Chilean Chemical Society, 2010, 55(1), 97-102

Production Method 4

824-55-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: 1-Propanaminium, N,N,N-triethyl-3-sulfo-, inner salt Solvents: Water ;  2 h, 60 °C

Reference

Chloromethylation of alkylbenes catalyzed by sulfonic ammonium

Shang, Jie; et al, Fenzi Cuihua, 2010, 24(4), 333-338

Production Method 5

15764-16-6

824-55-5

Reaction Conditions

1.1 Reagents: Sodium borohydride Solvents: Methanol ;  0 °C; 0 °C → rt; overnight, rt
2.1 Reagents: Thionyl chloride Solvents: Dichloromethane ;  0 °C; 0 °C → rt; overnight, rt

Reference

One-pot synthesis of multisubstituted propenylbenzenes from benzyl chlorides through relay catalysis of palladium

Wang, Haiyu; et al, Organic & Biomolecular Chemistry, 2023, 21(29), 6034-6038

Production Method 6

824-55-5

1585-15-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: 1-Ethyl-3-methylimidazolium hexafluorophosphate Solvents: Water ;  5 h, 70 °C

Reference

An experimental and theoretical study on imidazolium-based ionic liquid promoted chloromethylation of aromatic hydrocarbons

Wang, Yun; et al, Journal of the Chilean Chemical Society, 2013, 58(4), 2196-2199

Production Method 7

824-55-5

1585-15-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Hexadecyltrimethylammonium bromide Solvents: Water ;  2 h
1.2 Reagents: Hydrochloric acid ;  4 h, 80 °C; cooled
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized

Reference

Chloromethylation of Aromatic Compounds Catalyzed by Surfactant Micelles in Oil-Water Biphasic System

Liu, Qifa; et al, Catalysis Letters, 2009, 131(3-4), 485-493

Production Method 8

824-55-5

123413-30-9

2735-07-1

148990-23-2

Reaction Conditions

1.1 Reagents: Iodogen Catalysts: Azobisisobutyronitrile Solvents: Carbon tetrachloride ;  2 h, 81 °C

Reference

Improved Halogenation of Methyl Aromatics and Methyl Heteroaromatics: Unexpected Reactivity of Tetrahalogeno-diphenylglycolurils

Moretti, Florian; et al, Heteroatom Chemistry, 2016, 27(3), 173-183

Production Method 9

824-55-5

41381-35-5

102-46-5

824-45-3

31053-96-0

1746-26-5

Reaction Conditions

1.1 Reagents: Chlorine dioxide Solvents: Water ;  1.75 h, rt
1.2 Reagents: Sodium thiosulfate

Reference

Chlorination and oxidation products formed from 1,2,4-trimethylbenzene in aqueous solution under the action of chlorine dioxide

Khasanova, Z. R.; et al, Russian Journal of Applied Chemistry, 2007, 80(7), 1105-1110

Production Method 10

824-55-5

102-46-5

824-45-3

Reaction Conditions

1.1 Reagents: Carbon tetrachloride Catalysts: Acetonitrile ,  Molybdenum hexacarbonyl ;  1 h, 170 °C

Reference

Synthesis of benzyl chlorides and diarylmethanes via coupled reactions of methylarenes with carbon tetrachloride in the presence of manganese- and molybdenum-containing catalysts

Khusnutdinov, R. I.; et al, Neftekhimiya, 2004, 44(4), 293-300

Production Method 11

16308-92-2

824-55-5

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide Solvents: Dichloromethane ;  0 °C; 14 h, 0 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

Ir-Catalyzed Asymmetric and Regioselective Hydrogenation of Cyclic Allylsilanes and Generation of Quaternary Stereocenters via the Hosomi-Sakurai Allylation

Rabten, Wangchuk; et al, Chemistry - A European Journal, 2018, 24(7), 1681-1685

Production Method 12

824-55-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Poly(oxy-1,2-ethanediyl), α-[2-(1-methyl-1H-imidazolium-3-yl)ethyl]-ω-[2-(1-meth… Solvents: Methylcyclohexane ,  Water ;  rt; 8 h, 75 °C

Reference

An Efficient Procedure for Chloromethylation of Aromatic Hydrocarbons Catalyzed by PEG1000-Dicationic Ionic Liquids in Aqueous Media

Hu, Yu Lin; et al, ChemCatChem, 2010, 2(4), 392-396

Production Method 13

7093-91-6

824-55-5

Reaction Conditions

1.1 Reagents: Iron chloride (FeCl3)

Reference

Arylmethyl isocyanates

Kozhushko, B. N.; et al, Zhurnal Organicheskoi Khimii, 1984, 20(4), 721-7

Production Method 14

824-55-5

Reaction Conditions

Reference

Aromatic ketoethers. Condensation products of 4,4'-dihydroxybenzophenone with methylchloride compounds

Iovu, Mircea; et al, Revistade Chimie (Bucharest, 1981, 32(6), 548-55

Production Method 15

824-55-5

1585-15-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Scandium triflate Solvents: Water ;  5 h, 70 °C

Reference

Rare earth metal triflates as versatile catalysts for the chloromethylation of aromatic hydrocarbons

Kishida, Toru; et al, Green Chemistry, 2004, 6(1), 57-62

Production Method 16

824-55-5

1585-15-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Scandium triflate Solvents: Water ;  5 h, 70 °C

Reference

Rare-earth metal triflates. An environment conscious catalyst for the chloromethylation of aromatic hydrocarbons

Kishida, Toru; et al, Transactions of the Materials Research Society of Japan, 2004, 29(5), 2203-2206

Production Method 17

824-55-5

5402-60-8

Reaction Conditions

1.1 Reagents: Zinc chloride ,  Hydrochloric acid Solvents: Water ;  3.5 h, rt

Reference

Synthesis and molecular structures of zirconium and hafnium complexes bearing dimethylsilandiyl-bis-2,4,6-trimethylindenyl and dimethylsilandiyl-bis-2-methyl-4,6-diisopropylindenyl ligands

Izmer, Vyacheslav V.; et al, Journal of Organometallic Chemistry, 2005, 690(4), 1067-1079

Production Method 18

824-55-5

1585-15-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid Catalysts: Zinc chloride Solvents: Water ;  5 h, 70 °C

Reference

Strong Organic Acids as Efficient Catalysts for the Chloromethylation of m-Xylene: The Synthesis of 1,3-bis(Chloromethyl)-4,6-dimethylbenzene

Kishida, Tohru; et al, Industrial & Engineering Chemistry Research, 2009, 48(4), 1831-1839

1-(chloromethyl)-2,4-dimethylbenzene Raw materials

• Methane, chloroisocyanato-
• (2,4-Dimethylphenyl)methanol
• 2,4-Dimethylbenzaldehyde

1-(chloromethyl)-2,4-dimethylbenzene Preparation Products

• 2,6-Dimethylbenzyl Chloride (5402-60-8)
• Benzene, 2,4-dimethyl-1-(trichloromethyl)- (123413-30-9)
• BENZENE, 2-CHLORO-1,3,4-TRIMETHYL- (41381-35-5)
• 3,4-Dimethylbenzyl chloride (102-46-5)
• 4,6-bis(chloromethyl)-m-xylene (1585-15-5)
• Benzene, 1,2,4-tris(chloromethyl)- (2735-07-1)
• 2-(chloromethyl)-1,4-dimethylbenzene (824-45-3)
• 1-(chloromethyl)-2,4-dimethylbenzene (824-55-5)
• 1-Chloro-2,4,5-trimethylbenzene (31053-96-0)
• Benzene, 1-chloro-4-(chloromethyl)-2,5-dimethyl- (1746-26-5)
• 1-(Dichloromethyl)-2,4-dimethylbenzene (148990-23-2)

• 1. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 2. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
• 3. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565
• 4. EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis?
  Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
• 5. Excimer and exciplex formation in a pair of bright phosphorescent isomers constructed from Cu3(pyrazolate)3 and Cu3I3 coordination luminophores?
  Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzyl halides Benzyl chlorides

• 1585-16-6(2,4,6-Trimethylbenzyl chloride)
• 25640-76-0(Benzene,bis(chloromethyl)dimethyl- (6CI,7CI,8CI,9CI))
• 2735-05-9(Benzene,2,4-bis(chloromethyl)-1-methyl-)
• 2206-83-9(Benzene, 1,2,4,5-tetrakis(chloromethyl)-)
• 2362-16-5(1,2-bis(chloromethyl)-4,5-dimethylbenzene)
• 29002-55-9(Benzene,1,2-bis(chloromethyl)-3,4,5,6-tetramethyl-)
• 552-45-4(1-(Chloromethyl)-2-methylbenzene)
• 824-45-3(2-(chloromethyl)-1,4-dimethylbenzene)
• 612-12-4(o-Xylylene dichloride)
• 13651-55-3(1-(Chloromethyl)-2,3-dimethylbenzene)