1,3-Bis(chloromethyl)benzene supplier

Name
1,3-Bis(chloromethyl)benzene
EINECS 210-932-1
CAS No. 626-16-4
Article Data12
CAS DataBase
Density 1.208 g/cm³
Solubility hydrolysis in water
Melting Point 33-35 °C(lit.)
Formula C₈H₈Cl₂
Boiling Point 253.7 °C at 760 mmHg
Molecular Weight 175.058
Flash Point 118 °C
Transport Information UN 2811 6.1/PG 2
Appearance Colorless to light yellow liquid
Safety 26-24/25-45-36/37/39-27
Risk Codes 22-36/37/38-36-34
Molecular Structure
Hazard Symbols Xn,Xi,C
Synonyms m-Xylene, a,a'-dichloro- (7CI,8CI);NSC 96971;m-Bis(chloromethyl)benzene;m-Xylene dichloride;m-Xylylenedichloride;a,a'-Dichloro-m-xylene;
PSA 0.00000
LogP 3.16420

Synthetic route

: 108-38-3
m-xylene

: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
With chlorine; 1-butyl-3-methylimidazolium chloride at 58℃; for 3h; Reagent/catalyst; Temperature; Irradiation; Ionic liquid;	99.18%
With chlorine Sonnenlicht;
With phosphorus pentachloride at 190℃;

: 626-18-6
1,3-dimethanol benzene

: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; Tropone In dichloromethane at 20℃; for 0.416667h; Inert atmosphere;	76%
With hydrogenchloride

: 128-09-6
N-chloro-succinimide

: 108-38-3
m-xylene

A: 620-19-9
1-chloromethyl-3-methyl-benzene

B: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
Irradiation.UV-Licht;

...Expand

: 128-09-6
N-chloro-succinimide

: 108-38-3
m-xylene

: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
Irradiation.UV-Licht;

: 1459-93-4
dimethyl Isophthalate

: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether anschliessend Behandeln des Reaktionsprodukts mit konz. wss. Salzsaeure;

: 50-00-0
formaldehyd

: 100-44-7
benzyl chloride

: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
With aluminium trichloride; 1,2-dichloro-ethane; zinc(II) chloride at 50℃; Einleiten von HCl;

: 108-38-3
m-xylene

A: 620-19-9
1-chloromethyl-3-methyl-benzene

B: 626-16-4
3-(chloromethyl)benzyl chloride

C: 30220-25-8
m-chloromethylbenzylidene chloride

D: 2719-42-8
α,α-dichloro-m-xylene

E: 30430-40-1
α,α,α',α'-Tetrachloro-m-xylene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); chlorine at 70℃; for 1.2h; Product distribution; various educt-reagent ratio, various time;

...Expand

: 7647-01-0
hydrogenchloride

: 50-00-0
formaldehyd

: 7446-70-0
aluminium trichloride

: 100-44-7
benzyl chloride

ZnCl2: ZnCl2

A: 14568-83-3
4,4'-bis(chloromethyl)diphenylmethane

B: 612-12-4
o-Xylylene dichloride

C: 626-16-4
3-(chloromethyl)benzyl chloride

D: 623-25-6
p-Xylylene dichloride

Conditions

Conditions	Yield
at 50℃; Verb. 5: 1.2-Dichlor-aethan;

...Expand

: 108-38-3
m-xylene

A: 620-19-9
1-chloromethyl-3-methyl-benzene

B: 626-16-4
3-(chloromethyl)benzyl chloride

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); 1,3,4,6-tetrachloro-3α,6α-diphenyl glycoluril In tetrachloromethane at 81℃; for 2h; Inert atmosphere;	A 52 %Chromat. B 16 %Chromat.

: 626-16-4
3-(chloromethyl)benzyl chloride

: N1-(2,6-diisopropylphenyl)-N2-methylethane-1,2-diamine

: C38H58N4

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 96h; Reflux;	99%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 17604-82-9
1,3-Bis-benzene

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; potassium acetate In acetone; toluene	98.7%

: 288-32-4
1H-imidazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: 69506-92-9
1,3-bis(imidazol-1-ylmethyl)benzene

Conditions

Conditions	Yield
With sodium hydride In 1,2-dimethoxyethane; mineral oil at 0 - 20℃; for 15h;	98%
Stage #1: 1H-imidazole With potassium hydroxide In acetonitrile at 20℃; for 1h; Stage #2: 3-(chloromethyl)benzyl chloride In acetonitrile at 20℃; for 6h;	73%
With potassium hydroxide In acetonitrile at 20℃;

: 7098-07-9
N-Ethylimidazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: [(1,3-phenylene)bis(methylene)]bis(1-ethyl-imidazolium) dichloride

Conditions

Conditions	Yield
Stage #1: N-Ethylimidazole; 3-(chloromethyl)benzyl chloride at 135℃; for 0.166667h; Stage #2: Inert atmosphere;	98%

: 106-42-3
para-xylene

: 626-16-4
3-(chloromethyl)benzyl chloride

: C24H26

Conditions

Conditions	Yield
With silica gel; zinc(II) chloride at 30℃; for 0.5h;	97%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 536-74-3
phenylacetylene

: 137959-34-3
1,1'-(m-phenylenedimethylene)bis<4-phenyl-1H-1,2,3-triazole>

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide In water at 100℃; for 10h;	97%
With sodium azide In water at 70℃; for 7h; Huisgen Cycloaddition; Green chemistry; regioselective reaction;	88%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 98-80-6
phenylboronic acid

: 15180-20-8
1,3-dibenzylbenzene

Conditions

Conditions	Yield
With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN3)phenyl-κC]palladium(II) In ethanol at 60℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere;	97%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 75-66-1
2-methylpropan-2-thiol

: 70606-45-0
1,3-bis(t-butylthiomethyl)benzene

Conditions

Conditions	Yield
Stage #1: 2-methylpropan-2-thiol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 3-(chloromethyl)benzyl chloride In tetrahydrofuran for 5h; Inert atmosphere; Schlenk technique;	97%

: 513-53-1
1-methyl-1-propanethiol

: 626-16-4
3-(chloromethyl)benzyl chloride

: C16H26S2

Conditions

Conditions	Yield
Stage #1: 1-methyl-1-propanethiol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 3-(chloromethyl)benzyl chloride In tetrahydrofuran for 5h; Inert atmosphere; Schlenk technique;	97%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 68-11-1
mercaptoacetic acid

: 122591-10-0
1,3-xylylenedimercaptoacetic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 6h; Heating;	96%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 829-85-6
diphenylphosphane

: 89756-88-7
1,3-bis(diphenylphosphinomethyl)benzene

Conditions

Conditions	Yield
Stage #1: diphenylphosphane With n-butyllithium In tetrahydrofuran; hexane at -40 - 0℃; Metallation; Stage #2: 3-(chloromethyl)benzyl chloride In tetrahydrofuran; hexane at 20℃; Condensation; Heating; Further stages.;	96%
With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 2h;

: 616-47-7
1-methyl-1H-imidazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: 3,3'-dimethyl-1,1’-(1,3-phenylenedimethylene)-bis(1H-imidazolium) dichloride

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 0.05h; Microwave irradiation;	96%
at 60℃; for 2h;	91.4%
at 135℃; for 10h;	91%
In toluene for 16h; Reflux;	70%

: 92-88-6
4,4'-Dihydroxybiphenyl

: 626-16-4
3-(chloromethyl)benzyl chloride

: 815600-60-3
1,3-bis[4-(4-hydroxyphenyl)phenoxymethyl]benzene

Conditions

Conditions	Yield
Stage #1: 4,4'-Dihydroxybiphenyl With sodium hydroxide In water; dimethyl sulfoxide at 80℃; Stage #2: 3-(chloromethyl)benzyl chloride In water; dimethyl sulfoxide at 80 - 120℃; for 2h;	96%

: 1245737-20-5
4-(2,6-dimethylphenyl)-1,2,4-4H-triazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: 1429043-31-1
1-[1-(3-chloromethyl)phenyl(methyl)]-4-[2,6-dimethylphenyl]-1,2,4-4H-triazol-1-ium chloride

Conditions

Conditions	Yield
In neat (no solvent) at 120℃; for 2h;	96%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 73183-34-3
bis(pinacol)diborane

: 1,3-bis((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 18h;	96%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 299-42-3
ephedrine

: 191990-87-1
C28H36N2O2

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	95%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 90-43-7
2-Phenylphenol

: 1409952-66-4
1,3-bis(([1,1'-biphenyl]-2-yloxy)methyl)benzene

Conditions

Conditions	Yield
Stage #1: 2-Phenylphenol With potassium hydroxide In dimethyl sulfoxide at 35℃; for 0.75h; Inert atmosphere; Stage #2: 3-(chloromethyl)benzyl chloride In dimethyl sulfoxide at 35 - 50℃; for 3.41667h;	95%

: N1-(2,6-dimethylphenyl)-N2-methylethane-1,2-diamine

: 626-16-4
3-(chloromethyl)benzyl chloride

: C30H42N4

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 96h; Reflux;	95%

: 1245737-22-7
4-(2-benzylthiophenyl)-4H-1,2,4-triazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: 1,1'-[1,3-phenylenedi(methylene)]bis[4-((2-benzylthio)phenyl)-4H-1,2,4-triazol-1-ium] dichloride

Conditions

Conditions	Yield
at 130℃; for 2h; neat (no solvent);	94%

: 513-44-0
2-methylpropanethiol-1

: 626-16-4
3-(chloromethyl)benzyl chloride

: C16H26S2

Conditions

Conditions	Yield
Stage #1: 2-methylpropanethiol-1 With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: 3-(chloromethyl)benzyl chloride In tetrahydrofuran for 5h; Inert atmosphere; Schlenk technique;	94%

: 2107-78-0
3,4-dimethyl-7-hydroxycoumarin

: 626-16-4
3-(chloromethyl)benzyl chloride

: 7-{[3-(chloromethyl)benzyl]oxy}-3,4-dimethyl-2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetone at 130℃; for 0.5h; Microwave irradiation;	94%
With potassium carbonate In acetonitrile for 8h; Reflux;	65%

: 111-51-3
N,N,N',N'-tetramethyl-1,4-butanediamine

: 626-16-4
3-(chloromethyl)benzyl chloride

: C16H28N2(2+)*2Cl(1-)

Conditions

Conditions	Yield
In acetonitrile for 24h; Alkylation; Cyclization; Heating;	93%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 35351-90-7
diphenylthioselenophosphinic acid sodium salt

: 1427544-16-8
Se-prop-2-en-1-yl diphenylthioselenophosphinate

Conditions

Conditions	Yield
In ethanol at 40 - 43℃; for 0.166667h; Inert atmosphere;	93%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 4,5-dihydro-1-[3-(triethoxysilyl)propyl]imidazole

: 1,1’-[1,3-phenylenebis(methylene)]bis{3-[3-(triethoxysilyl)propyl]-4,5-dihydro-1H-imidazol-3-ium} chloride

Conditions

Conditions	Yield
In toluene for 48h; Inert atmosphere; Reflux;	92%

: 243-28-7
2,3-benzocarbazole

: 626-16-4
3-(chloromethyl)benzyl chloride

: 1,3-bis(benzo[b]carbazol-9-ylmethyl)benzene

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; potassium hydroxide at 80℃; for 10h;	91%
With potassium hydroxide 1.) DMSO, 50 deg C, 1 h, 2.) DMSO, 90 deg C, 1 h; Yield given. Multistep reaction;

: 4792-78-3
2-(2-hydroxy-phenoxy)-ethanol

: 626-16-4
3-(chloromethyl)benzyl chloride

: 1012793-41-7
m-bis(2-ethoxyphenyloxy)xylene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 7h;	91%

: 626-16-4
3-(chloromethyl)benzyl chloride

: 15475-27-1, 4346-39-8
potassium diphenylphosphine

: 89756-88-7
1,3-bis(diphenylphosphinomethyl)benzene

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 6.16667h; Inert atmosphere;	90.1%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 626-16-4
3-(chloromethyl)benzyl chloride

: 36076-19-4
dimethyl 2,2'-(1,3-phenylene)diacetate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine at 80℃; under 15514.9 Torr; for 8h;	90%
With tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine at 80℃; for 8h; Autoclave;	90%
With calcium oxide; methyl iodide; dicobalt octacarbonyl at 65℃; under 760 Torr; for 10h;	77%

...Expand

: 626-16-4
3-(chloromethyl)benzyl chloride

: 41563-69-3
1,3-bis(mercaptomethyl)benzene

Conditions

Conditions	Yield
With thiourea In ethanol for 2h; Heating;	90%
With sodium hydroxide; thiourea In water 1.) reflux, 2 h, 2.) reflux, 5 h;
Stage #1: 3-(chloromethyl)benzyl chloride With thiourea In water for 2.5h; Inert atmosphere; Reflux; Stage #2: With water; sodium hydroxide at 40 - 70℃; for 2h; Temperature; Inert atmosphere;	55 g

1,3-Bis(chloromethyl)benzene Chemical Properties

IUPAC Name: 1,3-Bis(chloromethyl)benzene
The MF of 1,3-Bis(chloromethyl)benzene (626-16-4) is C₈H₈Cl₂.

The MW of 1,3-Bis(chloromethyl)benzene (626-16-4) is 175.06.
Synonyms of 1,3-Bis(chloromethyl)benzene (626-16-4): 1,3-Bis(chlormethyl)benzol ; 1,3-Bis(chloromethyl)benzene ; Benzene, 1,3-bis(chloromethyl)- ; alpha,alpha′-Dichloro-M-xylene ; M-Bis(chloromethyl)benzene ; M-Dichloroxylene
Product Categories: Intermediates of Dyes and Pigments
Apperance: Colorless to light yellow liquid
Water Solubility: hydrolysis
Index of Refraction: 1.544
Boiling Point: 253.7 °C
Melting Point: 34-37 °C
Flash Point: 118 °C
Density: 1.208 g/ml
EINECS: 210-932-1
BRN: 2079898

1,3-Bis(chloromethyl)benzene Uses

1,3-Bis(chloromethyl)benzene (626-16-4) is used in medicine, brightener intermediates.

1,3-Bis(chloromethyl)benzene Toxicity Data With Reference

1.		mmo-sat 100 µg/plate		MUREAV Mutation Research. 191 (1987),79.
2.		ivn-mus LD50:100 mg/kg		CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03828 .

1,3-Bis(chloromethyl)benzene Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Bis(chloromethyl)benzene Safety Profile

Poison by intravenous route. Mutation data reported. See also CHLORINATED HYDROCARBONS, AROMATIC. When heated to decomposition it emits toxic fumes of Cl⁻.
Safety information of 1,3-Bis(chloromethyl)benzene (626-16-4):
Hazard Codes Xn,Xi,C
Risk Statements
22 Harmful if swallowed
36/37/38 Irritating to eyes, respiratory system and skin
34 Causes burns
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
24/25 Avoid contact with skin and eyes
45 In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39 Wear suitable protective clothing, gloves and eye/face protection
27 Take off immediately all contaminated clothing
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS ZE4070000
F 19
HazardClass 6.1
PackingGroup II
HS Code 29036990

Product Name

1,3-Bis(chloromethyl)benzene

Synthetic route

1,3-Bis(chloromethyl)benzene Chemical Properties

1,3-Bis(chloromethyl)benzene Uses

1,3-Bis(chloromethyl)benzene Toxicity Data With Reference

1,3-Bis(chloromethyl)benzene Consensus Reports

1,3-Bis(chloromethyl)benzene Safety Profile

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