75-09-2

Basic information

• Product Name: Dichloromethane
• Synonyms: Dichloromethane [UN1593] [Poison];methane, dichloro-;Methylene chloride (NF);Aerothene MM;Methylene Chloride
• CAS NO: 75-09-2
• Molecular Formula: CH₂Cl₂
• Molecular Weight: 84.93258
• EINECS: 200-838-9
• Mol File: 75-09-2.mol
• Article Data: 199

Chemical Properties

• Melting Point: -97℃
• Boiling Point: 39.6 °C at 760 mmHg
• Flash Point: 39-40 °C
• Appearance: colorless liquid
• Density: 1.252 g/cm³
• Refractive Index: 1.4242
• Water Solubility: 20 g/L (20℃)
• CAS DataBase Reference: Dichloromethane(CAS DataBase Reference)
• NIST Chemistry Reference: Dichloromethane(75-09-2)
• EPA Substance Registry System: Dichloromethane(75-09-2)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R40:
• Safety Statements: S23:; S24/25:; S36/37:
• RIDADR: 1593
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 75-09-2(Hazardous Substances Data)

Usage

Chemical Description

Different sources of media describe the Chemical Description of 75-09-2 differently. You can refer to the following data:
1. Dichloromethane, N,N-dimethylformamide (DMF), toluene, tetrahydrofuran (THF), diethyl ether, and 1,4-dioxane are used as solvents for the reactions.
2. Dichloromethane is a colorless, volatile liquid that is used as a solvent.
3. Dichloromethane and ether are organic solvents.
4. Dichloromethane and methanol are solvents used in the purification of Compound 38 and Compound 39.
5. Dichloromethane, also known as methylene chloride, is a colorless, volatile liquid with a sweet aroma.
6. Dichloromethane is a colorless liquid used as a solvent in various chemical reactions.
7. Dichloromethane is another solvent used in the purification of compounds.
8. Dichloromethane is a colorless, volatile liquid used as a solvent.
9. Dichloromethane is used as an extractant in the synthesis of derivatives 6 and 7.
10. Dichloromethane is a common solvent used in organic chemistry.
11. Dichloromethane, also known as methylene chloride, is a colorless, volatile liquid used as a solvent.
12. Dichloromethane is a solvent used in the synthesis of the organosulfonium azides.
13. Dichloromethane is a colorless, volatile liquid that is commonly used as a solvent.
14. Dichloromethane is a solvent used in the experiments.
15. Dichloromethane is a colorless liquid used as a solvent.
16. Dichloromethane and acetonitrile are solvents used in the reaction.
17. Dichloromethane and ethyl acetate are used as solvents for extraction, and C-amido-calix[3]indoles are the final products of the reaction.
18. Dichloromethane is a colorless, volatile liquid used as a solvent in various chemical reactions.
19. Dichloromethane is the solvent used in both UV/Vis and titration experiments.
20. Dichloromethane is a halogenated solvent that is often used as a reaction medium.
21. Dichloromethane is a colorless, volatile liquid commonly used as a solvent.
22. Dichloromethane is a colorless, volatile liquid with a sweet aroma, commonly used as a solvent.
23. Dichloromethane is a solvent used in the extraction process.
24. Dichloromethane, acetonitrile, and methanol are solvents used in the synthesis.
25. Dichloromethane is used for distillation.
26. Dichloromethane and acetonitrile are both solvents commonly used in organic chemistry.
27. Dichloromethane is a solvent commonly used in organic chemistry.

InChI:InChI=1/CH2Cl2/c2-1-3/h1H2

Synthetic route

tris(cyclopentadienyl)hafnium hydride (84101-40-6) → dichloromethane (75-09-2) + ((C5H5)2HfCl)2O*C4H8O

Conditions	Yield
With chloroform In toluene under Ar; stirred at 20°C for 5 h; stored overnight at 0-5°C; evaporated, extracted (THF); elem. anal.;	A 57% B 88%

1,2-Dichloroethylene (540-59-0) → dichloromethane (75-09-2) + 1,2-bis(trichlorosilyl)ethane (2504-64-5) + 1,2-bis(trichlorosilyl)ethene (692-52-4) + 1,1,1,3,3,3-hexachloro-1,3-disilapropane (4142-85-2)

Conditions	Yield
With hexachlorodisilane at 550℃; for 0.00833333h;	A n/a B n/a C 83% D n/a

1,3-bis-dichloromethyl-1,1,3,3-tetramethyl-disiloxane (2943-70-6) → dichloromethane (75-09-2)

Conditions	Yield
With KOH In water; butan-1-ol heating of (CH3)2(CHCl2)SiOSi(CH3)2(CHCl2) and 10% KOH in n-butanol/H2O at 45°C under reduced pressure;;	78%
With KOH In potassium hydroxide aq. KOH; (CH3)2(CHCl2)SiOSi(CH3)2(CHCl2) and 40% aq. KOH;;
With potassium hydroxide In potassium hydroxide (CH3)2(CHCl2)SiOSi(CH3)2(CHCl2) and 40% aq. KOH;;

tris(cyclopentadienyl)zirconiumhydride → dichloromethane (75-09-2) + ((C5H5)2ZrCl)2O*2C4H8O

Conditions	Yield
With chloroform In toluene under Ar; excess of CHCl3 added to suspension of Cp3ZrH in PhMe; stirred at about 20°C for 5 h; stored overnight at 0-5°C; evaporated, extracted (THF), filtered; filtrate evapd.; elem. anal.;	A 70% B 42%

methane (34557-54-5) → dichloromethane (75-09-2) + methanesulfonyl chloride (124-63-0)

Conditions	Yield
With sulfur dioxide; chlorine at 25℃; under 2250.23 Torr; for 1h; Concentration; Wavelength; Irradiation;	A n/a B 69%

Schwartz's reagent → zirconocene dichloride (1291-32-3) + dichloromethane (75-09-2)

Conditions	Yield
With chloroform In toluene under Ar; elem. anal.;	A 67% B 43%

methane (34557-54-5) → tetrachloromethane (56-23-5) + methylene chloride (74-87-3) + dichloromethane (75-09-2) + chloroform (67-66-3) + methanesulfonyl chloride (124-63-0)

Conditions	Yield
With hydrogenchloride; sulfur dioxide; chlorine at 63 - 67℃; under 6750.68 Torr; Photolysis;	A n/a B n/a C n/a D n/a E 55%

methane (34557-54-5) → dichloromethane (75-09-2) + chloroform (67-66-3) + methanesulfonyl chloride (124-63-0)

Conditions	Yield
With sulfur dioxide; chlorine at 65℃; under 2250.23 Torr; for 1h; Temperature; Irradiation;	A n/a B n/a C 54.9%

tetrachloromethane (56-23-5) → dichloromethane (75-09-2) + chloroform (67-66-3)

Conditions	Yield
With tetra-n-butylphosphonium formate In water at -20 - 22℃; for 1.33333h; Reagent/catalyst;	A 26% B 52%
With [RuCl(1-butyl-3-methyl-imidazole)(1,3,5-triaza-7-phosphatricyclo[3.3.1.1]3,7decane)(η6-p-cymene)]Cl; hydrogen; sodium formate In water at 80℃; under 7500.75 Torr; for 2h; Schlenk technique; Sealed tube;	A 12.9% B 29%
With isopropyl alcohol; dimanganese decacarbonyl at 120℃; Product distribution; catalyst and temperature effects;

diiodomethane (75-11-6) → dichloromethane (75-09-2) + Chloroiodomethane (593-71-5)

Conditions	Yield
With iodine trichloride Product distribution; further iodoalkanes;	A 34% B 50%

Dichlorofluoromethane (75-43-4) + benzene-d6 (1076-43-3) + Triethylgerman (1188-14-3) → R32 (593-70-4) + dichloromethane (75-09-2) + bis-pentadeuteriophenyl-methane (35782-14-0) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH In benzene-d6 at 70℃; for 216h; Schlenk technique; Inert atmosphere;	A 50% B 11% C 39% D n/a

chloro-trimethyl-silane (75-77-4) + chloroform (67-66-3) → dichloromethane (75-09-2) + trichloromethyltrimethylsilane (5936-98-1)

Conditions	Yield
With hexaethylphosphoric triamide In acetonitrile at 20℃; for 144h;	A n/a B 47%

chloroform (67-66-3) → dichloromethane (75-09-2) + (dichlorosilylmethyl)trichlorosilane (18171-02-3) + 1,1,1,3,3,3-hexachloro-1,3-disilapropane (4142-85-2)

Conditions	Yield
With trichlorosilane at 100℃; for 8h;	A 42% B 5% C 42%

Chlorodifluoromethane (75-45-6) + Triethylgerman (1188-14-3) → methylene chloride (74-87-3) + dichloromethane (75-09-2) + trifluoromethan (75-46-7) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 25℃; for 72h; Schlenk technique; Inert atmosphere;	A 41% B 32% C 27% D n/a

chloroform (67-66-3) + aniline (62-53-3) → dichloromethane (75-09-2) + phenyl isocyanate (1197040-29-1) + Azobenzene (1227476-15-4) + N-phenylphenylene-1,4-diamine (101-54-2) + N-phenyl-1,2-benzenediamine (534-85-0) + 1,1,2,2-tetrachloroethane (79-34-5)

Conditions	Yield
at 15℃; for 24h; Product distribution; Mechanism; Irradiation;	A n/a B 30.2% C 12.5% D 10.5% E 18.4% F n/a

chloroform (67-66-3) + Triethylgerman (1188-14-3) → methylene chloride (74-87-3) + dichloromethane (75-09-2) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;	A 22% B n/a C n/a

Dichlorofluoromethane (75-43-4) + Triethylgerman (1188-14-3) → Difluoromethane (75-10-5) + dichloromethane (75-09-2) + trifluoromethan (75-46-7) + Chlorodifluoromethane (75-45-6) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 25℃; for 72h; Schlenk technique; Inert atmosphere;	A n/a B n/a C 22% D 16% E n/a

methylenesulfurtetrafluoride (66793-25-7) → dichloromethane (75-09-2) + Methylschwefelpentafluorid (753-79-7) + cis-Methylschwefelchloridtetrafluorid (72161-32-1, 119616-12-5) + cis-(Chlormethyl)schwefelchloridtetrafluorid (72161-34-3) + SF4

Conditions	Yield
With chlorine In trichlorofluoromethane at -78℃;	A n/a B n/a C n/a D 20% E n/a

chloroform (67-66-3) + benzene-d6 (1076-43-3) + Triethylgerman (1188-14-3) → dichloromethane (75-09-2) + bis-pentadeuteriophenyl-methane (35782-14-0) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;	A n/a B 18% C n/a

methane (34557-54-5) → tetrachloromethane (56-23-5) + methylene chloride (74-87-3) + dichloromethane (75-09-2) + chloroform (67-66-3)

Conditions	Yield
With chlorine for 4h; Product distribution; Ambient temperature; var. catalysts and times;	A 4.8% B 6.5% C 15% D 14%
With molybdenum(V) chloride at 699.9℃; Product distribution; Mechanism; var. time, temp., and transition-metal chlorides; var. methane and argon flow rates;
With copper dichloride In melt at 449.9℃; Kinetics; Product distribution; further temperatures and concentrations;

tetrachloromethane (56-23-5) + Triethylgerman (1188-14-3) → dichloromethane (75-09-2) + chloroform (67-66-3) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;	A 8% B n/a C n/a

tetrachloromethane (56-23-5) + benzene-d6 (1076-43-3) + Triethylgerman (1188-14-3) → dichloromethane (75-09-2) + chloroform (67-66-3) + bis-pentadeuteriophenyl-methane (35782-14-0) + triethylchlorogermane (994-28-5)

Conditions	Yield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;	A 7% B n/a C 6% D n/a

pentacarbonyl(methoxyphenylmethylene)tungsten(0) (37823-96-4) → 1,1,2,2-tetrachloroethylene (127-18-4) + methylene chloride (74-87-3) + dichloromethane (75-09-2) + chloroform (67-66-3)

Conditions	Yield
In tetrachloromethane byproducts: HCl, Cl2; further products; N2; stirred; gas-chromy., MAS; elem. anal.;	A 6.8% B 2% C 0.2% D 3.6%

tetrachloromethane (56-23-5) → dichloromethane (75-09-2)

Conditions	Yield
With isopropyl alcohol In acetonitrile at 20℃; Reagent/catalyst;
With sodium hydroxide; iron(II) sulfate

1H-imidazole (288-32-4) + dichloromethane (75-09-2) → 1,1'-bis(imidazolyl)methane (84661-56-3)

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide for 13h; Ambient temperature;	100%
With sodium hydroxide; phase transfer catalysis by tetraethylammonium bromide for 16h; Ambient temperature;	96%
With tetrabutylammomium bromide; sodium hydroxide Inert atmosphere; Reflux;	87%

acetophenone oxime (613-91-2) + dichloromethane (75-09-2) → 1-Phenyl-ethanone O-[1-phenyl-eth-(E)-ylideneaminooxymethyl]-oxime (71516-53-5)

Conditions	Yield
With 18-crown-6 ether; potassium carbonate	100%
With 1-butyl-3-methylimidazolium Tetrafluoroborate; sodium hydroxide at 20℃; for 0.5h;	96%
With sodium hydroxide In water for 17.5h;	95%
With sodium hydroxide; trialkyl-methyl-ammonium chloride

3-benzoylpyrrole (7126-41-2) + dichloromethane (75-09-2) → [1-(2-Benzoyl-pyrrol-1-ylmethyl)-1H-pyrrol-2-yl]-phenyl-methanone (98258-78-7)

Conditions	Yield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 4h;	100%

dichloromethane (75-09-2) + 4-chloro-phenol (106-48-9) → bis(p-chlorophenoxy)methane (555-89-5)

Conditions	Yield
With potassium hydroxide; benzyltrimethylammonium chloride In water at 40℃; for 72h;	100%
With potassium hydroxide; benzyltrimethylammonium chloride In dichloromethane at 40℃; for 72h;	100%
Stage #1: 4-chloro-phenol With sodium hydride In 1-methyl-pyrrolidin-2-one Stage #2: dichloromethane In 1-methyl-pyrrolidin-2-one at 40℃; for 9h;	98%
With 1-methyl-pyrrolidin-2-one; sodium hydride at 40℃; for 9h;	98%
With sodium hydroxide; Amberlite IRA-400 (Cl-) 2.) reflux, 15 h; Yield given. Multistep reaction;

dichloromethane (75-09-2) + phenol (108-95-2) → diphenoxymethane (4442-41-5)

Conditions	Yield
With potassium hydroxide; octopus-type calixarene at 40℃; for 24h; Product distribution; also with substituted phenols; effect of catalysts poly(ethylene glycol)diethyl ether, poly(ethylene glycol), benzyltrimethylammonium chloride, none; also with water solvent;	100%
With potassium hydroxide; octopus-type calixarene at 40℃; for 24h;	100%
With potassium hydroxide; 5,11,17,23,29,35-Hexa-p-tert-butyl-37,38,39,40,41,42-hexakis-(3,6,9-trioxadecyloxy)calix<6>arene In dichloromethane at 40℃; for 24h;	100%

dichloromethane (75-09-2) + (2R,3R)-3-(methylamino)-3-phenyl-1,2-propanediol (313640-98-1) → (4R,5R)-3-methyl-4-phenyl-1,3-oxazinan-5-ol

Conditions	Yield
at 100℃; for 28h; Cyclization;	100%

dichloromethane (75-09-2) + benzotriazol-1-ol (2592-95-2) → 1-chloromethoxy-1H-benzotriazole (3912-23-0)

Conditions	Yield
at 55℃;	100%

dichloromethane (75-09-2) + diethylamine (109-89-7) + 2,2-dimethyl-2H-1-benzopyran-6-sulfonyl chloride (185316-64-7) → N,N-diethyl-2,2-dimethyl-2H-1-benzopyran-6-sulfonamide (186181-08-8)

Conditions	Yield
In water	100%

dichloromethane (75-09-2) + 1-(bromomethyl)-4-methyl-2-(phenylmethoxy)benzene (117571-35-4) → <4-methyl-2-(phenylmethoxy)phenyl>acetonitrile (117571-36-5)

Conditions	Yield
With NaCN; tetrabutylammomium bromide In water	100%

Nα -Boc-L-ornithine + dichloromethane (75-09-2) + 2-fluorobenzonitrile (394-47-8) → (2S)-2-amino-5-(2-cyanophenylamino)pentanoic acid (159877-02-8)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; acetic acid In ethanol; water	100%

dichloromethane (75-09-2) + 5-Chlorovaleroyl chloride (1575-61-7) + 1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester (21835-63-2) → 1,4-Dihydro-4-[3-[[5-chloro-1-oxo-1-pentyl]amino]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid, dimethyl ester

Conditions	Yield
In tetrahydrofuran; water; ethyl acetate	100%
In tetrahydrofuran; water; ethyl acetate	100%
In tetrahydrofuran; water; ethyl acetate	100%

(CH3)2 AlNH2 + dichloromethane (75-09-2) + 2-bromo-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetic acid phenylmethyl ester (163734-89-2) → 2-bromo-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide (164083-06-1)

Conditions	Yield
With hydrogenchloride; aluminium In benzene	100%

CH3 I + 2-carboxy-4-chloroquinoline (15733-82-1) + dichloromethane (75-09-2) + water (7732-18-5) → Methyl-4-chloroquinaldate (114935-92-1)

Conditions	Yield
With NaH In N,N-dimethyl-formamide	100%

dichloromethane (75-09-2) + tert-butylamine (75-64-9) + 3,4-diethoxy-3-cyclobuten-1,2-dione (5231-87-8) → 3-(1,1-dimethylethylamino)-4-ethoxy-3-cyclobutene-1,2-dione (186184-26-9)

Conditions	Yield
In tetrahydrofuran; methanol	100%

dichloromethane (75-09-2) + di-tert-butyl dicarbonate (24424-99-5) → 6-(tert-butyloxycarbonylamino)-1-diethylamino-2-hydroxyhexane

Conditions	Yield
	100%

5-METHOXY-2-((3,5-DIMETHYL-4-NITRO-2-PYRIDINYL-N-OXIDE)-METHYLTHIO)-1H-BENZIMIDAZOLE (142885-90-3) + dichloromethane (75-09-2) → 5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole (142885-92-5)

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium methylate In methanol; water	100%

diazomethane (186581-53-3, 908094-01-9) + methyl α-tert-butoxycarbonylamino-p-carboxymethylphenylacetate (174487-79-7) + dichloromethane (75-09-2) → Methyl α-tert-butoxycarbonylamino-p-methoxycarbonylmethylphenylacetate (174487-81-1)

Conditions	Yield
	100%

chloro(1,5-cyclooctadiene)rhodium(I) dimer + dichloromethane (75-09-2) + triphenylantimony (603-36-1) → Rh(C8H12)(Sb(C6H5)3)2Cl*0.5CH2Cl2

Conditions	Yield
In ethanol (under Ar, Schlenk); Rh-complex added to refluxing soln. of Sb(C6H5)3 inEtOH; ppt. filtered, washed with CH2Cl2/hexane, dried in vacuo; elem. anal.;	100%

dichloromethane (75-09-2) + PdCl((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2) + silver perchlorate + 4-nitro-aniline (100-01-6) → Pd(NH2C6H4NO2)((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2)(1+)*ClO4(1-)*0.6CH2Cl2=C30H35N4O6PdClO4*0.6CH2Cl2

Conditions	Yield
In acetone byproducts: AgCl; soln. of palladium complex treated with AgClO4 in absence of light; 30 min stirred at room temp.; added to soln. of p-nitroaniline; soln. stirred at room temp. for 30 min; solvent evapd.; oil treated with Et2O; solid pptd.; elem. anal.;	100%

dichloromethane (75-09-2) + hh-[(p-tolyl)Pt(μ-2-diphenylphosphinopyridine)2PtMe2](trifluoroacetate)*0.7(methylene chloride) → ht-[(p-tolyl)Pt(μ-2-diphenylphosphinopyridine)2PtMe2](trifluoroacetate)*0.5(methylene chloride)

Conditions	Yield
In dichloromethane soln. of Pt complex in CH2Cl2 stored at room temp. for 10 d; solvent evapd.; washed with hexane; elem. anal.;	100%

sodium tetrafluoroborate (13755-29-8) + dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer + dichloromethane (75-09-2) + (C6F5)(C6H5)PC6H4SCH3 (486403-20-7) → [(η5-C5(CH3)5RhCl(C6F5)PhPC6H4SMe-2]BF4

Conditions	Yield
In not given Atherton, M. J.; Fawcett, J.; Holloway, J. H.; Hope, E. G.; Karacar, A.;Russell, D. R.; Saunders, G. C. J. Chem. Soc., Dalton Trans. 1996, 321 5; elem. anal.;	100%

dichloro( 1,5-cyclooctadiene)platinum(ll) (12080-32-9) + dichloromethane (75-09-2) + (bromodifluoromethyl)diphenylphosphine (681435-29-0) → cis-[PtCl2(κ1-Ph2PCF2Br)2]*(dichloromethane)

Conditions	Yield
In dichloromethane by a react. of Ph2PCF2Br with Pt-contg. compd. at 20°C for 0.2 h; elem. anal.;	100%

tetrakis(actonitrile)copper(I) hexafluorophosphate (64443-05-6) + dichloromethane (75-09-2) + n-butyl isonitrile (2769-64-4) + 3,5-bis[bis-(4,5-diphenyl-1-methylimidazol-2-yl)methoxymethyl]pyrazole (1032544-28-7) → [(3,5-bis[bis-(4,5-diphenyl-1-methylimidazol-2-yl)methoxymethyl]pyrazole-H)Cu2(n-BuNC)]2(PF6)2*3.8CH2Cl2

Conditions	Yield
With KOC(CH3)3 In tetrahydrofuran; acetonitrile (N2, glove box) a soln. of Cu-complex in CH3CN was added to a soln. of pyrazole-compound and KOC(CH3)3 in THF, stirred for 15 min, n-butylisocyanide was added, stirred for 20 min; the solvent was removed in vac., the solid was dissolved in CH2Cl2 and filtered; elem. anal.;	100%

trichlorotris(tetrahydrofuran)chromium(III) (10170-68-0, 16997-54-9) + dichloromethane (75-09-2) + 2,6-bis(1-methylimidazol-2-ylidene)pyridine (1046479-99-5) → [2,6-bis(1-methylimidazol-2-ylidene)pyridine chromium trichloride]*CH2Cl2

Conditions	Yield
In tetrahydrofuran (N2); std. Schlenk technique; soln. of carbene in THF was slowly added to soln. of Cr complex in THF; stirred for 1 h; filtered; washed (THF, CH2Cl2); dried (vac.); elem. anal.;	100%

dichloromethane (75-09-2) + C39H41N3O4 (1026988-13-5) → C40H43ClN3O4(1+)*Cl(1-) (1026988-19-1)

Conditions	Yield
at 25℃; Kinetics;	100%

dichloromethane (75-09-2) + Ti(N(CH3)2)2(NC4H3CH2PO(C6H5)2)2 → Ti(N(CH3)2)Cl(NC4H3CH2PO(C6H5)2)2

Conditions	Yield
In dichloromethane (N2, Schlenk) a soln. of complex in CH2Cl2 allowed to stand for 2 h; volatiles were removed under vac.; elem. anal.;	100%

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 (52462-29-0) + dichloromethane (75-09-2) + 5-diphenylphosphino-17-p-tolyl-25,26,27,28-tetrapropoxycalix[4]arene → dichlorido-(η6-cymene)-[5-diphenylphosphino-17-(p-tolyl)-25,26,27,28-tetrapropoxycalix[4]arene]ruthenium(II)*0.5(dichloromethane)

Conditions	Yield
In dichloromethane (under N2, Schlenk); soln. of Ru-complex in CH2Cl2 added dropwise to soln. of ligand in CH2Cl2, stirred for 1 h; concd., hexane added; elem. anal.;	100%

1-methyl-1H-imidazole (616-47-7) + dichloromethane (75-09-2) → 1,1′-methylenebis(3-methyl-1H-imidazol-3-ium) dichloride

Conditions	Yield
In chloroform at 60℃; under 14251400 Torr; for 24h; Kinetics; Pressure; Temperature; Menshutkin Reaction; High pressure; Autoclave;	100%
for 0.25h; Microwave irradiation; Reflux;	48%
at 75℃; for 24h;	42.6%

dichloromethane (75-09-2) + C30H24O12 (1305346-38-6) + ethylenediamine (107-15-3) → CH2Cl2*C66H54N6O18(6-)*6Na(1+)

Conditions	Yield
With [D]-sodium hydroxide; sodium acetate In water-d2 for 2h; pD >11;	100%

dichloromethane (75-09-2) + trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II) + trimethoxonium tetrafluoroborate (420-37-1) → trans-(acetonitrile)(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II) tetrafluoroborate dichloromethane sesquisolvate

Conditions	Yield
In acetonitrile inert atmosphere, Schlenk technique; soln. of Pd-complex in CH3CN treated at -40 °C with (H3C)3OBF4, stirred at -40 °C for 60 min,warmed to room temp., solvent removed (vac.), recrystd. from petroleum ether/CH2Cl2; elem. anal.;	100%

Upstream product

• 56-23-5 tetrachloromethane 
• 74-87-3 methylene chloride 
• 75-11-6 diiodomethane 
• 507-40-4 tert-butylhypochlorite 
• 5926-38-5 (dichloromethyl)trimethylsilane 
• 141-52-6 sodium ethanolate 
• 34557-54-5 methane 
• 67-66-3 chloroform 
• 37682-82-9 N^ω-nitro-L-arginine ethyl ester; hydrochloride 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 79-11-8 chloroacetic acid 
• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 816-00-2 1,3,5-trimethyl-biuret 
• 598-50-5 N-Methylurea 

Downstream Products

• 84661-56-3 1,1'-bis(imidazolyl)methane 
• 18624-59-4 β-Chlor-α-phenyl-α-methylthio-ethan 
• 18624-58-3 1-chloro-2-methylthio-1-phenylethane 
• 109-87-5 Dimethoxymethane 
• 93816-50-3 1,4,5,8-Tetramethyl-acridin 
• 57987-50-5 4,4'-methanediyldioxy-di-benzoic acid diethyl ester 
• 108-96-3 4-pyridone 
• 108-24-7 acetic anhydride 
• 74-97-5 chlorobromomethane 
• 109-67-1 1-penten 
• 107-20-0 2-chloroethanal 
• 25271-13-0 1-Chlor-2,3-cis-dimethylcyclopropan 
• 100517-53-1 3-hydroxy-quinoline-4-carbonitrile 
• 63158-99-6 2-oxo-1,2-dihydro-quinoline-4-carbonitrile 

Relevant articles and documents

Kinetics and mechanism of the gas phase reaction of atomic chlorine with CH2ICl at 206-432 K

The title reaction was studied using two different experimental techniques: laser flash photolysis with resonance fluorescence detection of Cl atoms and continuous photolysis with FTIR detection of end products. Over the temperature range 206-432 K the rate constant for reaction of Cl atoms with CH2ICl is given (to within ±15%) by the Arrhenius expression k1 = 4.4 × 10-11 exp(195/T) cm3 molecule-1 s-1, which gives k1 = 8.5 × 10-11 cm3 molecule-1 s-1 at 298 K. Variation of the total pressure of N2 diluent over the range 5-700 Torr at 295 K had no discernible (2 the reaction proceeds via iodine transfer to give CH2Cl radicals. As part of this work the rate constant k(CH2Cl+O2+M) was measured at 295 K in the presence of 1-800 Torr of N2 diluent. The results were well described by the Troe expression with a broadening factor Fc of 0.6 and limiting low- and high-pressure rate constants of k0 = (1.8 ± 0.1) × 10-30 cm6 molecule-2 s-1 and k∞ = (3.3 ± 0.3) × 10-12 cm3 molecule-1 s-1. The results are discussed with respect to the available literature for reactions of Cl atoms with halogenated organic compounds and the potential role of the title reaction in atmospheric chemistry.

Chlorodefluorination of Fluoromethanes and Fluoroolefins at a Lewis Acidic Aluminum Fluoride

Chlorodefluorination reactions of fluoromethanes and fluoroolefins catalysed by the highly Lewis acidic nanoscopic aluminum chlorofluoride (ACF, AlClxF3?x, x≈0.05–0.3) in the presence of ClSiEt3 were studied. Both fluoromethanes and fluoroolefins convert under mild reaction conditions by fluorine-chlorine exchange steps into chlorinated fluoro derivatives. MAS NMR studies provided information on the interaction of silanes and hexafluoropropene with the ACF surface.

Method of Converting a Brominated Hydrocarbon to a Chlorinated Hydrocarbon

The present invention provides a method of converting a brominated hydrocarbon to a chlorinated hydrocarbon that involves contacting together the brominated hydrocarbon and a chlorinated ion exchange resin that has a water content of less than or equal to 30 percent by weight, based on the total weight of the chlorinated ion exchange resin and the water. The brominated hydrocarbon includes at least one replaceable bromo group, where each replaceable bromo group is independently covalently bonded to an sp3 hybridized carbon. Contact between the brominated hydrocarbon and the chlorinated ion exchange resin results in replacement of at least one replaceable bromo group of the brominated hydrocarbon with a chloro group, and correspondingly conversion of at least a portion of the brominated hydrocarbon to the chlorinated hydrocarbon.

A process of preparing methyl chloride using multistage reaction

The present invention relates to a method of producing methyl chloride by multistage reactions. The method of the present invention comprises: a) a chlorination step for sufficiently increasing the conversion rate of methane, which is an initial reactant; and b) a subsequent reaction step for actively utilizing hydrogen chloride (HCl), which is a hazardous byproduct of chlorination, efficiently treating harmful hydrogen chloride, and at the same time, improving the overall production of methyl chloride.COPYRIGHT KIPO 2020