104-83-6

Basic information

• Product Name: 4-Chlorobenzyl chloride
• Synonyms: (4-chlorophenyl)methylchloride;,4-Dichlorotoluene;1-chloro-4-(chloromethyl)-benzen;a13-14884;Benzene,1-chloro-4-(chloromethyl)-;chlorobenzylchlorides;p,alpha-dichloro-toluen;p,alpha-Dichlorotoluene
• CAS NO: 104-83-6
• Molecular Formula: C₇H₆Cl₂
• Molecular Weight: 161.03
• EINECS: 203-242-7
• Product Categories: Aryl;Building Blocks;C7;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;alkyl chloride;Pesticides intermediate
• Mol File: 104-83-6.mol
• Article Data: 53

Chemical Properties

• Melting Point: 27-29 °C(lit.)
• Boiling Point: 221 °C
• Flash Point: 208 °F
• Appearance: Colorless to white/Crystalline Low Melting Solid
• Density: 1.26
• Vapor Pressure: 0.147mmHg at 25°C
• Refractive Index: 1.5575
• Storage Temp.: Store at RT.
• Solubility: insoluble
• Water Solubility: insoluble
• Sensitive: Lachrymatory
• BRN: 471558
• CAS DataBase Reference: 4-Chlorobenzyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorobenzyl chloride(104-83-6)
• EPA Substance Registry System: 4-Chlorobenzyl chloride(104-83-6)

Safety Data

• Hazard Codes: C,N,Xn
• Statements: 34-51/53-20/21/22-52/53-43-22
• Safety Statements: 26-36/37/39-45-29-61-36/37
• RIDADR: UN 3427 6.1/PG 3
• WGK Germany: 2
• RTECS: XT0720000
• F: 19-21
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 104-83-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 104-83-6 differently. You can refer to the following data:
1. Reagent used in derivatization of, for example, a calix[4]arene1 and a tryptamine.2
2. 4-Chlorobenzyl Chloride is a benzylchloride derivative used in the preparation of various biologically active compounds such as bronchodilators and antibacterial agents.
3. 4-Chlorobenzyl chloride was the test compound for determining rat hepatocellular thiols by HPLC. As a reagent used in derivatization of, for example, a calix[4]arene and a tryptamine. It is widely used as an intermediate for manufacturing organic compounds like benzyl alcohol and benzyl cyanide. Also used in fuel as a gum inhibitor.

General Description

4-Chlorobenzyl chloride is generally used in the preparation of quaternary ammonium salts. It acts as an intermediate in the production of rice herbicide, pharmaceuticals and pesticides.

Hazard

Irritating to skin, eyes.

Purification Methods

Dry it over CaSO4, then fractionally distil it under reduced pressure. Crystallise it from heptane or dry diethyl ether at low temperature. [Beilstein 5 IV 816.] LACHRYMATORY.

InChI:InChI=1/C7H6Cl2/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2

Synthetic route

para-Chlorobenzyl alcohol (873-76-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With tetrachloromethane; cross-linked polymer (containing 2.50 mmol of phosphine/g) for 3h; Heating;	100%
With ziconium(IV) oxychloride octahydrate; lithium chloride In ethanol; water at 90℃; for 1.5h;	95%
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide at 20℃; for 0.25h; chemoselective reaction;	94%

para-chlorotoluene (106-43-4) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry;	94%
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 3h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;	93%
With N-hydroxyphthalimide; carbon tetrabromide; trichloroisocyanuric acid; copper(II) acetate monohydrate In dichloromethane at 25℃; for 17h;	73%

4-chlorobenzaldehyde (104-88-1) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 3h; Heating;	92%
With chloro-trimethyl-silane; thionyl chloride; 1,1,3,3-Tetramethyldisiloxane; zinc(II) iodide at 70℃; for 0.75h;	85%
With indium(III) hydroxide; dimethylmonochlorosilane In chloroform at 20℃; for 2h;	83%
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 0 - 20 °C / Inert atmosphere 2: thionyl chloride / Reflux View Scheme

4-chlorophenylacetic Acid (1878-66-6) → 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 4-chlorobenzyl bromide (622-95-7)

Conditions	Yield
With tetra-N-butylammonium tribromide; 1,3-dichloro-[1,3,5]triazinane-2,4,6-trione In dichloromethane at 20℃; for 2h; Time; Reagent/catalyst; Concentration; Photolysis;	A 6% B 86%

4'-chlorobenzyl chlorodimethylsilyl ether → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With indium(III) hydroxide In chloroform at 20℃; for 2h;	83%

4-chlorophenylacetic Acid (1878-66-6) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With tert-butylhypochlorite; Ag(Phen)2OTf In acetonitrile at 20℃; for 4h; Inert atmosphere;	80%

4-chlorobenzaldehyde dimethyl acetal (3395-81-1) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With triethylsilane; acetyl chloride; tin(ll) chloride In dichloromethane for 12h; Ambient temperature;	79%

(4-chlorobenzyl)(fluoromethyl)sulfane (98181-84-1) → monofluoromethylsulfonyl chloride (42497-69-8) + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With water; chlorine In dichloromethane at -5℃;	A 69% B 74%

C7H6Cl2S (81067-97-2) → bis(4-chlorobenzyl)disulfide (23566-17-8) + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With triethylamine In dichloromethane; pentane at 20 - 23℃; for 24h;	A 69% B 17%

para-Chlorobenzyl alcohol (873-76-7) → bis(4-chlorobenzyl) ether (56428-00-3) + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With chloro-trimethyl-silane In neat (no solvent) at 70 - 75℃; for 24h; Green chemistry; chemoselective reaction;	A 16 %Spectr. B 63%

styrene (292638-84-7) + 4-chlorobenzylsulfonyl chloride (6966-45-6) → 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 1-Chloro-4-(2-chloro-2-phenyl-ethanesulfonylmethyl)-benzene

Conditions	Yield
dichlorotris(triphenylphosphine)ruthenium(II) at 80℃; for 72h;	A 52% B 21%

4-chlorophenylacetic Acid (1878-66-6) → 1-chloro-4-(dibromomethyl)benzene (62037-06-3) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 4-chlorobenzyl bromide (622-95-7)

Conditions	Yield
With trichloroisocyanuric acid; tetra-N-butylammonium tribromide In dichloromethane at 20℃; for 2h; Reagent/catalyst; Photolysis;	A 12% B 17% C 37%

N-(4-bromo-benzyl)-N-(4-chloro-benzyl)-benzamide → Ν-(4-bromobenzyl)benzamide (134516-57-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With phosphorus pentachloride at 130℃;

N,N-bis-(4-chloro-benzyl)-benzamide → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With phosphorus pentachloride at 110℃;

N-(3-chloro-benzyl)-N-(4-chloro-benzyl)-benzamide → N-(3-chlorobenzyl) benzamide + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With phosphorus pentachloride at 110℃;

benzyl chloride (100-44-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With iodine durch Chlorierung;

benzyl chloride (100-44-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 1-chloro-2-(chloromethyl)benzene (611-19-8)

Conditions	Yield
With iodine at 30 - 40℃; beim Chlorieren;

chloromethyl methyl ether (107-30-2) + (E)-3-Ureido-but-2-enoic acid ethyl ester (5435-44-9, 22243-66-9) + chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

chloromethyl methyl ether (107-30-2) + chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With sulfuric acid at 25℃;
With zinc(II) chloride at 65℃;

formaldehyd (50-00-0) + chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With hydrogenchloride; zinc(II) chloride

bis(2-chloromethyl)ether (542-88-1) + chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With zinc(II) chloride at 65℃;
With sulfuric acid at 25℃;

chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With hydrogenchloride; formaldehyd; zinc(II) chloride

C7H6Cl(1+) (29180-24-3) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
With tertiary butyl chloride In gaseous matrix at 600℃; chloride affinity;

(4-chlorobenzyl)trimethylsilane (17876-99-2) + oxovanadium(V) ethoxydichloride (1801-77-0) → 1-chloro-4-(ethoxymethyl)benzene (33598-76-4) + 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
In acetonitrile Product distribution; -30 deg C, 2 h; RT, 4 h;

para-bromotoluene (106-38-7) → para-chlorotoluene (106-43-4) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 4-chlorobenzyl bromide (622-95-7) + p-bromobenzyl chloride (589-17-3)

Conditions	Yield
With sodium chlorite; trichloroacetic acid In dichloromethane for 3h; Chlorination; substitution; Further byproducts given;	A 20 % Chromat. B 18 % Chromat. C 17 % Chromat. D 25 % Chromat.

para-bromotoluene (106-38-7) → para-chlorotoluene (106-43-4) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + 1-bromomethyl-4-bromobenzene (589-15-1) + p-bromobenzyl chloride (589-17-3)

Conditions	Yield
With sodium chlorite; trichloroacetic acid In dichloromethane for 3h; Bromination; chlorination; substitution; Further byproducts given;	A 20 % Chromat. B 18 % Chromat. C 20 % Chromat. D 25 % Chromat.

iodine (7553-56-2) + benzyl chloride (100-44-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

Conditions	Yield
beim Chlorieren;

hydrogenchloride (7647-01-0) + formaldehyd (50-00-0) + (E)-3-Ureido-but-2-enoic acid ethyl ester (5435-44-9, 22243-66-9) + chlorobenzene (108-90-7) → 1-Chloro-4-(chloromethyl)benzene (104-83-6)

1-Chloro-4-(chloromethyl)benzene (104-83-6) + benzene (71-43-2) → 4-chlorophenyl(phenyl)methane (831-81-2)

Conditions	Yield
lithium tetrakis(pentafluorophenyl)borate for 8h; Friedel-Crafts benzylation; Heating;	100%
With phosphonic Acid at 150℃; for 36h; Inert atmosphere;	56%
aluminium trichloride In nitromethane at 20℃; Rate constant;
With aluminium trichloride

1-Chloro-4-(chloromethyl)benzene (104-83-6) → 4-chlorobenzyl azide (27032-10-6)

Conditions	Yield
With sodium azide In water at 80℃; for 4h;	100%
With sodium azide In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; regioselective reaction;	91%
With sodium azide In dimethyl sulfoxide at 20℃; for 5h;	86%

4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester (64276-62-6) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-(4-Chloro-benzyl)-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester (131924-81-7)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃;	100%

4-nitro-phenol (100-02-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-chloro-4-((4-nitrophenoxy)methyl)benzene (60094-71-5)

Conditions	Yield
With potassium carbonate In ethanol at 78℃; for 5h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Williamson Ether Synthesis;
With potassium carbonate In N,N-dimethyl-formamide Reflux;

1-Chloro-4-(chloromethyl)benzene (104-83-6) + phenol (108-95-2) → 1-chloro-4-(phenoxymethyl)benzene (19962-25-5)

Conditions	Yield
With potassium carbonate In ethanol at 78℃; for 5h;	100%
With potassium carbonate; sodium iodide In acetonitrile Reflux;	93%
With caesium carbonate In neat (no solvent) for 16h; Reagent/catalyst; Milling; Green chemistry;	72%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 4-(4-nitro-1H-pyrrol-3-yl)-pyridine (259816-92-7) → 4-[1-(4-chloro-benzyl)-4-nitro-1H-pyrrol-3-yl]-pyridine

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃; for 20h;	100%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 5-bromosalicyclaldehyde (1761-61-1) → 5-bromo-2-((4-chlorobenzyl)oxy)benzaldehyde (428482-55-7)

Conditions	Yield
Stage #1: 5-bromosalicyclaldehyde With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 0.5h; Stage #2: 1-Chloro-4-(chloromethyl)benzene In DMF (N,N-dimethyl-formamide) at 65℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 4h;	98%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	98.9%
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;

2,3-bis(methoxycarbonyl)phenol (36669-02-0) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 3-(4-chloro-benzyloxy)-phthalic acid dimethyl ester (1061605-85-3)

Conditions	Yield
With potassium carbonate In acetone Heating / reflux;	100%

5-deoxy-2,3:6,7-di-O-diethylidene-1-O-(4,4'-dimethoxytriphenylmethyl)-D-allo-heptan-1-itol (1147395-12-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 4-O-(4-chlorobenzyl)-5-deoxy-2,3:6,7-di-O-diethylidene-1-O-(4,4'-dimethoxytriphenylmethyl)-D-allo-heptan-1-itol (1147395-13-8)

Conditions	Yield
Stage #1: 5-deoxy-2,3:6,7-di-O-diethylidene-1-O-(4,4'-dimethoxytriphenylmethyl)-D-allo-heptan-1-itol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 1-Chloro-4-(chloromethyl)benzene In N,N-dimethyl-formamide at 20℃; for 2h;	100%

2-[(4-benzyl-5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4H-1,2,4-triazol-3-yl)thio]-1-(4-chlorophenyl)ethanol + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-[(4-benzyl-5-{[2-[(4-chlorobenzyl)oxy]-2-(4-chlorophenyl)ethyl]thio}-4H-1,2,4-triazol-3-yl)methyl]-4-(2-methoxyphenyl)piperazine

Conditions	Yield
Stage #1: 2-[(4-benzyl-5-{[4-(2-methoxyphenyl)piperazin-1-yl]methyl}-4H-1,2,4-triazol-3-yl)thio]-1-(4-chlorophenyl)ethanol With sodium hydride In tetrahydrofuran at 100℃; for 0.166667h; Sealed tube; Microwave irradiation; Stage #2: 1-Chloro-4-(chloromethyl)benzene In tetrahydrofuran at 125℃; for 0.75h; Time; Temperature; Sealed tube; Microwave irradiation;	100%

ethyl 4-(p-chlorophenyl)-pyrrole-3-carboxylate (122453-97-8) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-(4-Chloro-benzyl)-4-(4-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester (131924-86-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃;	99.9%

3-chlorosalicylaldehyde (1927-94-2) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 3-chloro-2-((4-chlorobenzyl)oxy)benzaldehyde

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	99.3%
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;

1-Chloro-4-(chloromethyl)benzene (104-83-6) → bis(4-chlorobenzyl)disulfide (23566-17-8)

Conditions	Yield
With piperidine; tetrathio molybdate (VI) In N,N-dimethyl-formamide at 25℃; for 1h;	99%
With PEG-400; sodium hydroxide; sulfur In benzene at 65℃; for 1h;	97%
With sulfur; PEG-400; sodium hydroxide In N,N-dimethyl-formamide at 65 - 70℃; for 4h;	97%

1,2:5,6-diacetone-D-glucose (582-52-5) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 3-O-(p-chlorobenzyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (27519-12-6)

Conditions	Yield
With sodium hydride In dimethyl sulfoxide at 50℃; for 4.5h;	99%
With potassium hydroxide In tetrahydrofuran for 29h; Heating;	98%

carbon monoxide (201230-82-2) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) + diethylamine (109-89-7) → Thiobencarb (28249-77-6)

Conditions	Yield
Stage #1: carbon monoxide; diethylamine With potassium carbonate; sulfur In dimethyl sulfoxide at 20℃; under 760 Torr; for 5h; Stage #2: 1-Chloro-4-(chloromethyl)benzene In dimethyl sulfoxide at 20℃; for 1h;	99%
With sulfur; selenium In tetrahydrofuran 1.) 30 deg C; 2.) rt.;	90%
Yield given. Multistep reaction;

1-Chloro-4-(chloromethyl)benzene (104-83-6) + sodium cyanide → p-chlorobenzyl cyanide (140-53-4)

Conditions	Yield
With benzyl alcohol; ethanol; N-benzyl-N,N,N-triethylammonium chloride at 80℃; for 2h;	99%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 1-[(1,1-dimethylethoxy)carbonyl]-2-[(phenylmethoxy)carbonyl]-2-methylhydrazine (127799-53-5) → C21H25ClN2O4

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In acetonitrile at 50℃; for 24h; Alkylation;	99%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 3-(4-chlorophenyl)-2,2-dimethylpropanoic acid methyl ester (14305-27-2)

Conditions	Yield
With indium(III) bromide In dichloromethane at 20℃; for 12h;	99%
Stage #1: 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene; 1-Chloro-4-(chloromethyl)benzene With indium(III) bromide In dichloromethane at 20℃; for 12h; Stage #2: With water; sodium hydrogencarbonate In dichloromethane Saturated solution;	99 %Spectr.

1-Chloro-4-(chloromethyl)benzene (104-83-6) → (E)-1,2-di(4-chlorophenyl)ethene (2510-74-9, 5121-74-4, 1657-56-3, 144606-14-4)

Conditions	Yield
With benzyl phenyl sulfoxide; potassium tert-butylate at 80℃; for 12h; Green chemistry; stereoselective reaction;	99%
With benzyl phenyl sulfoxide; potassium tert-butylate at 80℃; for 12h; Inert atmosphere;	99%
With potassium phenyl selenide In 1,2-dimethoxyethane for 0.283333h; Inert atmosphere; Sealed tube;	97%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 3-oxo-2,8-diazaspiro<4.5>decane-8-carboxylic acid tert-butyl ester (169206-67-1) → C20H27ClN2O3 (1258000-08-6)

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; Reflux;	99%

7-bromo-3-ethyl[1,2]oxazolo[4,5-d]pyridazin-4(5H)-one + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 7-bromo-5-(4-chlorobenzyl)-3-ethyl[1,2]oxazolo[4,5-d]pyridazin-4(5H)-one

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;	99%

1α,2β,3β-trihydroxy-olean-12-en-28-oic acid + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 4-chlorobenzyl 1α,2β,3β-trihydroxy-olean-12-en-28-oate

Conditions	Yield
Stage #1: 1α,2β,3β-trihydroxy-olean-12-en-28-oic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1-Chloro-4-(chloromethyl)benzene In N,N-dimethyl-formamide at 20℃;	98.8%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + 5-chlorosalicyclaldehyde (635-93-8) → 5-chloro-2-((4-chlorobenzyl)oxy)benzaldehyde

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	98.7%
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 4h;

1-Chloro-4-(chloromethyl)benzene (104-83-6) + ginkgolide B (15291-77-7) → 10-O-p-chlorobenzylginkgolide B

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 0.5h; Alkylation; Heating;	98.3%

butyl-hydroxy-toluene + 2,3-dimethyl-2,3-diaminobutane (20485-44-3) + potassium methacrylate (6900-35-2) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 4-chlorobenzyl methacrylate

Conditions	Yield
In toluene	98.2%

IPr2NEt + NaHCO3and + ethyl 1-(4-chlorobenzyl)nipecotate (226249-32-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-(4-chlorobenzyl)nipecotic acid

Conditions	Yield
With LiOH; sodium hydrogencarbonate In tetrahydrofuran; water; acetonitrile	98.2%

Upstream product

• 100-44-7 benzyl chloride 
• 7553-56-2 iodine 
• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 108-90-7 chlorobenzene 
• 542-88-1 bis(2-chloromethyl)ether 
• 107-30-2 chloromethyl methyl ether 
• 108-88-3 toluene 
• 7791-25-5 sulfuryl dichloride 
• 106-38-7 para-bromotoluene 
• 94-36-0 dibenzoyl peroxide 
• 7719-09-7 thionyl chloride 
• 99-99-0 1-methyl-4-nitrobenzene 

Downstream Products

• 6425-43-0 4-(4'-chloro-benzyl)morpholine 
• 23145-88-2 1-[(4-chlorophenyl)methyl]piperazine 
• 105836-55-3 4-(4-chloro-benzylmercapto)-pyridine 
• 117864-17-2 1-(4-chloro-benzyl)-3-hydroxy-pyridinium; chloride 
• 23676-57-5 N-(4-chlorobenzyl)-(2-pyrimidyl)amine 
• 112376-91-7 1-(4-chlorobenzyl)azepane 
• 115102-20-0 2-(4-chloro-benzylmercapto)-4-methyl-1⁽³⁾H-imidazole 
• 105945-31-1 3-[(4-chloro-phenyl)-methanesulfonyl]-pyridine 
• 5414-45-9 N-(4-chlorobenzyl)-1,2,3,4-tetrahydroquinaldine 
• 856850-66-3 N-(4-chloro-benzyl)-N-[2]pyridyl-glycine-nitrile 
• 23976-76-3 2?((4?chlorobenzyl)thio)?1H?benzo[d]imidazole 
• 16386-37-1 5-(4-chloro-benzyloxy)-benzo[1,3]dioxole 
• 102009-35-8 N-(4-chloro-benzyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 101784-02-5 2-[2-(4-chloro-benzyloxy)-ethyl]-1,2,3,4-tetrahydro-isoquinoline 

Related news

Temperature dependence of NQR spin—lattice relaxation time in 4-Chlorobenzyl chloride (cas 104-83-6) and the semi-external molecular motions08/14/2019

Experimental data on the temperature dependence of the spin—lattice and spin—spin relaxation times of 35Cl nuclei in 4-chlorobenzyl chloride are interpreted by assuming that at a critical temperature, the relaxation mechanisms become more effective. This feature is related to the occurrence of...detailed

Para-selective chlorination of benzyl chloride to 4-Chlorobenzyl chloride (cas 104-83-6) over zeolite catalysts08/13/2019

The liquid-phase chlorination of benzyl chloride (BC) has been investigated in the presence of a series of zeolite catalysts at 353 K under atmospheric pressure. A comparative study reveals that of these catalysts zeolite H(26.1) K–L exhibits the highest rate of BC conversion (98.4 mmol g−1 h−1...detailed

Relevant articles and documents

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Thiourea-Mediated Halogenation of Alcohols

The halogenation of alcohols under mild conditions expedited by the presence of substoichiometric amounts of thiourea additives is presented. The amount of thiourea added dictates the pathway of the reaction, which may diverge from the desired halogenation reaction toward oxidation of the alcohol, in the absence of thiourea, or toward starting material recovery when excess thiourea is used. Both bromination and chlorination were highly efficient for primary, secondary, tertiary, and benzyl alcohols and tolerate a broad range of functional groups. Detailed electron paramagnetic resonance (EPR) studies, isotopic labeling, and other control experiments suggest a radical-based mechanism. The fact that the reaction is carried out at ambient conditions, uses ubiquitous and inexpensive reagents, boasts a wide scope, and can be made highly atom economic, makes this new methodology a very appealing option for this archetypical organic reaction.

A preparation method of the Pcad (by machine translation)

The invention discloses a method for preparing chlorobenzaldehyde, monochlorotoluene to raw materials under the action of catalyst with chlorine to produce substitution reaction to obtain the mixture of chlorine phenmethyl chlorine and chlorine benzal chloride. To chlorine phenmethyl chlorine and chlorine benzal chloride mixture under the action of catalyst through hydrolytic reaction and air catalytic oxidation reaction to obtain the Pcad. The invention through the action of a catalyst reduces the reaction temperature of the substitution reaction, improves the selectivity of the substitution reaction, by hydrolysis reaction and air way of combining the catalytic oxidation reaction to improve the yield of chlorobenzaldehyde, through catalyst applied mechanically mode to reduce the hydrolysis reaction of the waste water. (by machine translation)

NMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides

NMP-mediated chlorination of aliphatic alcohols has been developed for the synthesis of alkyl chlorides. This facile, efficient and practical approach used simple and readily available aryl sulfonyl chlorides as the chlorination reagent for the construction of C–Cl bond in good to excellent yields with mild conditions and broad substrate scope.