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Methylene Chloride (MC)
Cas No: 75-09-2
USD $ 500.0-500.0 / Metric Ton 1 Metric Ton 300 Metric Ton/Day Shandong Yanshuo Chemical Co., Ltd. Contact Supplier
Dichloromethane
Cas No: 75-09-2
USD $ 1.0-1.0 / Gram 500 Gram 500 Kilogram/Week Hebei Zhuangkai Biotechnology Co.,Ltd Contact Supplier
HPLC grade Dichloromethane CAS 75-09-2, ≥99.8%
Cas No: 75-09-2
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Top purity Dichloromethane with high quality and best price cas:75-09-2
Cas No: 75-09-2
USD $ 3.0-10.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
Dichloromethane 75-09-2
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Dichloromethane
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Organic raw materials Dichloromethane CAS no.75-09-2 China Supplier Safety Delivery
Cas No: 75-09-2
USD $ 1.0-10.0 / Kilogram 1 Kilogram 5000 Kilogram/Month WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
Dichloromethane CAS: 75-09-2
Cas No: 75-09-2
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 3000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
TIANFUCHEM-- 75-09-2--High purity Dichloromethane in stock
Cas No: 75-09-2
USD $ 2000.0-2000.0 / Metric Ton 1 Metric Ton 1000 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier

75-09-2 Usage

Reactivity Profile

Dichloromethane reacts vigorously with active metals such as lithium, sodium and potassium, and with strong bases such as potassium tert-butoxide. Dichloromethane is incompatible with strong oxidizers, strong caustics and chemically active metals such as aluminum or magnesium powders. The liquid will attack some forms of plastic, rubber and coatings. Dichloromethane reacts with sodium-potassium alloy, (potassium hydrogen + N-methyl-N-nitrosurea), nitrogen tetraoxide and liquid oxygen. Dichloromethane also reacts with titanium. On contact with water Dichloromethane corrodes iron, some stainless steels, copper and nickel. Dichloromethane is incompatible with alkali metals. Dichloromethane is incompatible with amines, zinc and alloys of aluminum, magnesium and zinc. Dichloromethane is liable to explode when mixed with dinitrogen pentaoxide or nitric acid. Mixtures of Dichloromethane in air with methanol vapor are flammable.

Uses

Pharmaceutic aid (solvent).

Fire Hazard

Special Hazards of Combustion Products: Dissociation products generated in a fire may be irritating or toxic.

Detriment

Dichloromethane enters the human body mainly through inhalation and can cause anesthetic effects such as damages to the respiratory system and the central nervous system. When being used as a paint remover, DCM has been found to be present in high concentrations in indoor environments. The compound can be exposed to the general population through drinking water, air, and food contact, albeit in much smaller levels. Moreover, it is impossible for the compound to accumulate in the atmosphere due to its photolysis rate. Workers who are engaged in the manufacture of DCM, polycarbonate resin and paint remover formulation are at high risk of exposure.

Hazards & Safety Information

toxicity grade:WHO Class II
acute toxicity:acute peroral LD50 in rats 1600 mg/kg; mouse intraperitoneal LD50: 437 mg/kg
Physiological stimulation:skin-rabbit 810  mg/24hours Severe; eyes-rabbit 500 mg/24hours Mild
Explosive hazard characteristics:Explosive when mixed with air or oxygen
Combustible hazard characteristics:It releases phosgene when heated. Its vapor  is non-flammable
transportation and storing characteristics:In ventilated dry storeroom at low temperature, kept apart from oxidizing agent and nitric acid
extinguishant: Foam extinguisher, carbon dioxide, sprayed water, yellow sand.
professional standard: TWA 350 mg/m3;STEL 879 mg/m3.

Health Hazard

INHALATION: anesthetic effects, nausea and drunkenness. CONTACT WITH SKIN AND EYES: skin irritation, irritation of eyes and nose.

Overview

Also known as methylene chloride, dichloromethane (DCM) is a transparent, colorless, volatile halogenated aliphatic hydrocarbon compound with an ether-like mildly sweet smell. It is moderately soluble in water as well as in most organic solvents namely; ether, ethanol, ketones, aldehydes, and phenols (1). Notably, DCM vapors are heavier than air and are normally non-explosive, stable, and non-flammable when exposed in the air; however, temperatures above 100oC must be avoided. Although natural sources do not largely contribute to the global release of DCM, the latter may lead to the formation of the former.

Purification and dehydration method

Dichloromethane is safer than chloroform. So it is often used instead of chloroform as the extractant Heavier than water. Ordinary dichloromethane generally can be used directly as extractant. If purification is needed, it can be washed with 5% sodium carbonate solution, and then washed with water, and then dried with anhydrous calcium chloride, distillated to collect 40~41℃ distillate and stored in a brown bottle.

Purification Methods

Shake it with portions of conc H2SO4 until the acid layer remains colourless, then wash with water, aqueous 5% Na2CO3, NaHCO3 or NaOH, then water again. Pre-dry with CaCl2, and distil it from CaSO4, CaH2 or P2O5. Store it away from bright light in a brown bottle with Linde type 4A molecular sieves, in an atmosphere of dry N2. Other purification steps include washing with aqueous Na2S2O3, passage through a column of silica gel, and removal of carbonyl-containing impurities as described under Chloroform. It has also been purified by treatment with basic alumina, distillation, and stored over molecular sieves under nitrogen [Puchot et al. J Am Chem Soc 108 2353 1986]. Dichloromethane from Japanese sources contained MeOH as stabiliser which is not removed by distillation. It can, however, be removed by standing over activated 3A Molecular Sieves (note that 4A Sieves cause the development of pressure in bottles), passed through activated Al2O3 and distilled [Gao et al. J Am Chem Soc 109 5771 1987]. It has been fractionated through a platinum spinning band column, degassed, and distilled onto degassed molecular sieves Linde 4A (heated under high vacuum at over 450o until the pressure readings reached the low values of 10-6 mm, ~1-2hours ). Stabilise it with 0.02% of 2,6-di-tert-butyl-p-cresol [Mohammad & Kosower J Am Chem Soc 93 2713 1971]. [Beilstein 1 IV 35.] Rapid purification: Reflux over CaH2 (5% w/v) and distil it. Store it over 4A molecular sieves.

Air & Water Reactions

Methylene chloride is a colourless liquid with a mild, sweet odour. Somewhat water soluble. Subject to slow hydrolysis which is accelerated by light.

Chemical Properties

Methylene chloride reacts strongly with active metals such as potassium, sodium, and lithium, and strong bases, for instance, potassium tert-butoxide. However, the compound is incompatible with strong caustics, strong oxidizers, and metals that are chemically active such as magnesium and aluminum powders.
It is noteworthy that methylene chloride can attack some forms of coatings, plastic, and rubber. In addition, dichloromethane reacts with liquid oxygen, sodium-potassium alloy, and nitrogen tetroxide. When the compound comes into contact with water, it corrodes some stainless steels, nickel, copper as well as iron.
When exposed to heat or water, dichloromethane becomes very sensitive as it is subjected to hydrolysis that is hastened by light. Under normal conditions, solutions of DCM such as acetone or ethanol should be stable for 24 hours.
Methylene chloride does not react with alkali metals, zinc, amines, magnesium, as well as alloys of zinc and aluminum. When mixed with nitric acid or dinitrogen pentoxide, the compound can vigorously explode. Methylene chloride is flammable when mixed with methanol vapor in the air.
Since the compound can explode, it is important to avoid certain conditions such as sparks, hot surfaces, open flames, heat, static discharge, and other ignition sources.

Content analysis

Dichloromethane can be separated by dibutyl phthalate (DBP), then detected by GC with TCD, and quantified by comparison with standard dichloromethane.
Reagents: carrier gas, helium (> 99.5%); carrier for white diatomaceous earth 6201 (40-60 mesh) or equivalent; stationary phase, DBP (in ether); standard dichloromethane, chromatographically pure dichloromethane;
Instruments: a gas chromatograph with TCD, a column, a 3 m x 3 to 4 mm (inner diameter) stainless steel column.
Conditions: fixed phase, 20%:DBP/6021 gasification temperature, 100℃, detection temperature 100℃; carrier gas flow rate, 70ml/min, column temperature of 70 ℃; TCD bridge current, 200mA ~; injection volume, <20μL; temperature. retention time (R) of other chlorinated solvents related to dichloromethane: methyl chloride 0.15; monochloroethane 0.34; 1,1-dichloroethylene 0.59; monochloropropylene, 0.85; carbon tetrachloride 1.86; chloroform 2.47.

Toxicity

ADI gives no specific stipulation (the residual amount of dichloromethane in the products should be minimized as long as the production demand is meet;FAO/WHO。1998)。

Uses

House Hold Uses
The compound is used in bathtub refurbishing. Dichloromethane is highly used industrially in the production of pharmaceuticals, strippers, and process solvents.
Industrial and Manufacturing Uses
DCM is a solvent that is found in varnish and paint strippers, which are often used to remove varnish or paint coatings from various surfaces. As a solvent in the pharmaceutical industry, DCM is used for the preparation of cephalosporin and ampicillin.
Food and Beverage Manufacturing 
It is also used in manufacturing beverage and food manufacturing as an extraction solvent. For instance, DCM can be used to decaffeinate unroasted coffee beans as well as tea leaves. The compound is also used in creating hops extract for beer, beverages and other flavoring for foods, as well as in processing spices. 
Transportation Industry 
DCM is normally used in the degreasing of metal parts and surfaces, such as railroad equipment and tracks as well as airplane components. It can also be used in degreasing and lubricating products utilized in automotive products, for instance, removal of the gasket and for preparing metal parts for a new gasket. 
Experts in automotive commonly use vapor dichloromethane degreasing process to for the removal of grease and oils from car parts of car transistor, spacecraft assemblies, aircraft components, and diesel motors. Today, specialists are able to safely and quickly clean transportation systems using degreasing techniques that depend on methylene chloride. 
Medical Industry
Dichloromethane is used in laboratories in the extraction of chemicals from foods or plants for medicines such as antibiotics, steroids, and vitamins. In addition, medical equipment can be efficiently and quickly cleaned using dichloromethane cleaners while avoiding damage to heat-sensitive parts and corrosion problems. 
Photographic Films
Methylene chloride is used as a solvent in the production of cellulose triacetate (CTA), which is applied in the creation of safety films in photography. When dissolved in DCM, CTA begins to evaporate as the fibre of acetate remains behind. 
Electronic Industry
Methylene chloride is used in the production of printed circuit boards in the electronic industry. DCM is utilized to degrease the foil surface of the substrate before the photoresist layer is added to the board. 
InChI:InChI=1/CH2Cl2/c2-1-3/h1H2

75-09-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
USP (1601441)  Residual Solvent Class 2 - Methylene chloride  United States Pharmacopeia (USP) Reference Standard 75-09-2 1601441-3X1.2ML 4,647.24CNY Detail
Supelco (48600)  Dichloromethanesolution  certified reference material, 200 μg/mL in methanol 75-09-2 000000000000048600 207.09CNY Detail
Sigma-Aldrich (34856)  Dichloromethane  for HPLC, ≥99.8%, contains amylene as stabilizer 75-09-2 34856-4X4L 6,165.90CNY Detail
Alfa Aesar (32440)  Dichloromethane, Spectrophotometric Grade, 99.7+%, stab. with amylene    75-09-2 *4x1L 1535.0CNY Detail
Alfa Aesar (32440)  Dichloromethane, Spectrophotometric Grade, 99.7+%, stab. with amylene    75-09-2 4L 1088.0CNY Detail
Alfa Aesar (32440)  Dichloromethane, Spectrophotometric Grade, 99.7+%, stab. with amylene    75-09-2 1L 444.0CNY Detail
Alfa Aesar (L13089)  Dichloromethane, 99+%, stab. with ca. 50ppm amylene    75-09-2 2500ml 405.0CNY Detail
Alfa Aesar (L13089)  Dichloromethane, 99+%, stab. with ca. 50ppm amylene    75-09-2 1000ml 227.0CNY Detail
Alfa Aesar (L13089)  Dichloromethane, 99+%, stab. with ca. 50ppm amylene    75-09-2 500ml 153.0CNY Detail
Alfa Aesar (22917)  Dichloromethane, HPLC Grade, 99.7+%, stab. with amylene    75-09-2 *4x1L 1539.0CNY Detail
Alfa Aesar (22917)  Dichloromethane, HPLC Grade, 99.7+%, stab. with amylene    75-09-2 4L 1111.0CNY Detail
Alfa Aesar (22917)  Dichloromethane, HPLC Grade, 99.7+%, stab. with amylene    75-09-2 1L 459.0CNY Detail

75-09-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name dichloromethane

1.2 Other means of identification

Product number -
Other names Methane,dichloro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Pesticides (chemicals used for killing pests, such as rodents, insects, or plants)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75-09-2 SDS

75-09-2Synthetic route

tris(cyclopentadienyl)hafnium hydride
84101-40-6

tris(cyclopentadienyl)hafnium hydride

A

dichloromethane
75-09-2

dichloromethane

B

((C5H5)2HfCl)2O*C4H8O

((C5H5)2HfCl)2O*C4H8O

Conditions
ConditionsYield
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

1,2-Dichloroethylene

A

dichloromethane
75-09-2

dichloromethane

B

1,2-bis(trichlorosilyl)ethane
2504-64-5

1,2-bis(trichlorosilyl)ethane

C

1,2-bis(trichlorosilyl)ethene
692-52-4

1,2-bis(trichlorosilyl)ethene

D

1,1,1,3,3,3-hexachloro-1,3-disilapropane
4142-85-2

1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions
ConditionsYield
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

1,3-bis-dichloromethyl-1,1,3,3-tetramethyl-disiloxane

dichloromethane
75-09-2

dichloromethane

Conditions
ConditionsYield
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

tris(cyclopentadienyl)zirconiumhydride

A

dichloromethane
75-09-2

dichloromethane

B

((C5H5)2ZrCl)2O*2C4H8O

((C5H5)2ZrCl)2O*2C4H8O

Conditions
ConditionsYield
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

methane

A

dichloromethane
75-09-2

dichloromethane

B

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

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

Schwartz's reagent

A

zirconocene dichloride
1291-32-3

zirconocene dichloride

B

dichloromethane
75-09-2

dichloromethane

Conditions
ConditionsYield
With chloroform In toluene under Ar; elem. anal.;A 67%
B 43%
methane
34557-54-5

methane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

methylene chloride
74-87-3

methylene chloride

C

dichloromethane
75-09-2

dichloromethane

D

chloroform
67-66-3

chloroform

E

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
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

methane

A

dichloromethane
75-09-2

dichloromethane

B

chloroform
67-66-3

chloroform

C

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
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

tetrachloromethane

A

dichloromethane
75-09-2

dichloromethane

B

chloroform
67-66-3

chloroform

Conditions
ConditionsYield
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

diiodomethane

A

dichloromethane
75-09-2

dichloromethane

B

Chloroiodomethane
593-71-5

Chloroiodomethane

Conditions
ConditionsYield
With iodine trichloride Product distribution; further iodoalkanes;A 34%
B 50%
Dichlorofluoromethane
75-43-4

Dichlorofluoromethane

benzene-d6
1076-43-3

benzene-d6

Triethylgerman
1188-14-3

Triethylgerman

A

R32
593-70-4

R32

B

dichloromethane
75-09-2

dichloromethane

C

bis-pentadeuteriophenyl-methane
35782-14-0

bis-pentadeuteriophenyl-methane

D

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
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

chloro-trimethyl-silane

chloroform
67-66-3

chloroform

A

dichloromethane
75-09-2

dichloromethane

B

trichloromethyltrimethylsilane
5936-98-1

trichloromethyltrimethylsilane

Conditions
ConditionsYield
With hexaethylphosphoric triamide In acetonitrile at 20℃; for 144h;A n/a
B 47%
chloroform
67-66-3

chloroform

A

dichloromethane
75-09-2

dichloromethane

B

(dichlorosilylmethyl)trichlorosilane
18171-02-3

(dichlorosilylmethyl)trichlorosilane

C

1,1,1,3,3,3-hexachloro-1,3-disilapropane
4142-85-2

1,1,1,3,3,3-hexachloro-1,3-disilapropane

Conditions
ConditionsYield
With trichlorosilane at 100℃; for 8h;A 42%
B 5%
C 42%
Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

Triethylgerman
1188-14-3

Triethylgerman

A

methylene chloride
74-87-3

methylene chloride

B

dichloromethane
75-09-2

dichloromethane

C

trifluoromethan
75-46-7

trifluoromethan

D

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
With ACF. Et3GeH at 25℃; for 72h; Schlenk technique; Inert atmosphere;A 41%
B 32%
C 27%
D n/a
chloroform
67-66-3

chloroform

aniline
62-53-3

aniline

A

dichloromethane
75-09-2

dichloromethane

B

phenyl isocyanate
1197040-29-1

phenyl isocyanate

C

Azobenzene
1227476-15-4

Azobenzene

D

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

E

N-phenyl-1,2-benzenediamine
534-85-0

N-phenyl-1,2-benzenediamine

F

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

Conditions
ConditionsYield
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

chloroform

Triethylgerman
1188-14-3

Triethylgerman

A

methylene chloride
74-87-3

methylene chloride

B

dichloromethane
75-09-2

dichloromethane

C

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;A 22%
B n/a
C n/a
Dichlorofluoromethane
75-43-4

Dichlorofluoromethane

Triethylgerman
1188-14-3

Triethylgerman

A

Difluoromethane
75-10-5

Difluoromethane

B

dichloromethane
75-09-2

dichloromethane

C

trifluoromethan
75-46-7

trifluoromethan

D

Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

E

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
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

methylenesulfurtetrafluoride

A

dichloromethane
75-09-2

dichloromethane

B

Methylschwefelpentafluorid
753-79-7

Methylschwefelpentafluorid

C

cis-Methylschwefelchloridtetrafluorid
72161-32-1, 119616-12-5

cis-Methylschwefelchloridtetrafluorid

D

cis-(Chlormethyl)schwefelchloridtetrafluorid
72161-34-3

cis-(Chlormethyl)schwefelchloridtetrafluorid

E

SF4

SF4

Conditions
ConditionsYield
With chlorine In trichlorofluoromethane at -78℃;A n/a
B n/a
C n/a
D 20%
E n/a
chloroform
67-66-3

chloroform

benzene-d6
1076-43-3

benzene-d6

Triethylgerman
1188-14-3

Triethylgerman

A

dichloromethane
75-09-2

dichloromethane

B

bis-pentadeuteriophenyl-methane
35782-14-0

bis-pentadeuteriophenyl-methane

C

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;A n/a
B 18%
C n/a
methane
34557-54-5

methane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

methylene chloride
74-87-3

methylene chloride

C

dichloromethane
75-09-2

dichloromethane

D

chloroform
67-66-3

chloroform

Conditions
ConditionsYield
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

tetrachloromethane

Triethylgerman
1188-14-3

Triethylgerman

A

dichloromethane
75-09-2

dichloromethane

B

chloroform
67-66-3

chloroform

C

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
With ACF. Et3GeH at 70℃; Schlenk technique; Glovebox;A 8%
B n/a
C n/a
tetrachloromethane
56-23-5

tetrachloromethane

benzene-d6
1076-43-3

benzene-d6

Triethylgerman
1188-14-3

Triethylgerman

A

dichloromethane
75-09-2

dichloromethane

B

chloroform
67-66-3

chloroform

C

bis-pentadeuteriophenyl-methane
35782-14-0

bis-pentadeuteriophenyl-methane

D

triethylchlorogermane
994-28-5

triethylchlorogermane

Conditions
ConditionsYield
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

pentacarbonyl(methoxyphenylmethylene)tungsten(0)

A

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

B

methylene chloride
74-87-3

methylene chloride

C

dichloromethane
75-09-2

dichloromethane

D

chloroform
67-66-3

chloroform

Conditions
ConditionsYield
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

tetrachloromethane

dichloromethane
75-09-2

dichloromethane

Conditions
ConditionsYield
With isopropyl alcohol In acetonitrile at 20℃; Reagent/catalyst;
With sodium hydroxide; iron(II) sulfate
1H-imidazole
288-32-4

1H-imidazole

dichloromethane
75-09-2

dichloromethane

1,1'-bis(imidazolyl)methane
84661-56-3

1,1'-bis(imidazolyl)methane

Conditions
ConditionsYield
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

acetophenone oxime

dichloromethane
75-09-2

dichloromethane

1-Phenyl-ethanone O-[1-phenyl-eth-(E)-ylideneaminooxymethyl]-oxime
71516-53-5

1-Phenyl-ethanone O-[1-phenyl-eth-(E)-ylideneaminooxymethyl]-oxime

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate100%
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

3-benzoylpyrrole

dichloromethane
75-09-2

dichloromethane

[1-(2-Benzoyl-pyrrol-1-ylmethyl)-1H-pyrrol-2-yl]-phenyl-methanone
98258-78-7

[1-(2-Benzoyl-pyrrol-1-ylmethyl)-1H-pyrrol-2-yl]-phenyl-methanone

Conditions
ConditionsYield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In dichloromethane for 4h;100%
dichloromethane
75-09-2

dichloromethane

4-chloro-phenol
106-48-9

4-chloro-phenol

bis(p-chlorophenoxy)methane
555-89-5

bis(p-chlorophenoxy)methane

Conditions
ConditionsYield
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

dichloromethane

phenol
108-95-2

phenol

diphenoxymethane
4442-41-5

diphenoxymethane

Conditions
ConditionsYield
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

dichloromethane

(2R,3R)-3-(methylamino)-3-phenyl-1,2-propanediol
313640-98-1

(2R,3R)-3-(methylamino)-3-phenyl-1,2-propanediol

(4R,5R)-3-methyl-4-phenyl-1,3-oxazinan-5-ol

(4R,5R)-3-methyl-4-phenyl-1,3-oxazinan-5-ol

Conditions
ConditionsYield
at 100℃; for 28h; Cyclization;100%
dichloromethane
75-09-2

dichloromethane

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

1-chloromethoxy-1H-benzotriazole
3912-23-0

1-chloromethoxy-1H-benzotriazole

Conditions
ConditionsYield
at 55℃;100%
dichloromethane
75-09-2

dichloromethane

diethylamine
109-89-7

diethylamine

2,2-dimethyl-2H-1-benzopyran-6-sulfonyl chloride
185316-64-7

2,2-dimethyl-2H-1-benzopyran-6-sulfonyl chloride

N,N-diethyl-2,2-dimethyl-2H-1-benzopyran-6-sulfonamide
186181-08-8

N,N-diethyl-2,2-dimethyl-2H-1-benzopyran-6-sulfonamide

Conditions
ConditionsYield
In water100%
dichloromethane
75-09-2

dichloromethane

1-(bromomethyl)-4-methyl-2-(phenylmethoxy)benzene
117571-35-4

1-(bromomethyl)-4-methyl-2-(phenylmethoxy)benzene

<4-methyl-2-(phenylmethoxy)phenyl>acetonitrile
117571-36-5

<4-methyl-2-(phenylmethoxy)phenyl>acetonitrile

Conditions
ConditionsYield
With NaCN; tetrabutylammomium bromide In water100%
Nα -Boc-L-ornithine

Nα -Boc-L-ornithine

dichloromethane
75-09-2

dichloromethane

2-fluorobenzonitrile
394-47-8

2-fluorobenzonitrile

(2S)-2-amino-5-(2-cyanophenylamino)pentanoic acid
159877-02-8

(2S)-2-amino-5-(2-cyanophenylamino)pentanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; acetic acid In ethanol; water100%
dichloromethane
75-09-2

dichloromethane

5-Chlorovaleroyl chloride
1575-61-7

5-Chlorovaleroyl chloride

1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester
21835-63-2

1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester

1,4-Dihydro-4-[3-[[5-chloro-1-oxo-1-pentyl]amino]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid, dimethyl ester

1,4-Dihydro-4-[3-[[5-chloro-1-oxo-1-pentyl]amino]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid, dimethyl ester

Conditions
ConditionsYield
In tetrahydrofuran; water; ethyl acetate100%
In tetrahydrofuran; water; ethyl acetate100%
In tetrahydrofuran; water; ethyl acetate100%
(CH3)2 AlNH2

(CH3)2 AlNH2

dichloromethane
75-09-2

dichloromethane

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-acetic acid phenylmethyl ester

2-bromo-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide
164083-06-1

2-bromo-5-methoxy-1-(phenylmethyl)-1H-indole-3-acetamide

Conditions
ConditionsYield
With hydrogenchloride; aluminium In benzene100%
CH3 I

CH3 I

2-carboxy-4-chloroquinoline
15733-82-1

2-carboxy-4-chloroquinoline

dichloromethane
75-09-2

dichloromethane

water
7732-18-5

water

Methyl-4-chloroquinaldate
114935-92-1

Methyl-4-chloroquinaldate

Conditions
ConditionsYield
With NaH In N,N-dimethyl-formamide100%
dichloromethane
75-09-2

dichloromethane

tert-butylamine
75-64-9

tert-butylamine

3,4-diethoxy-3-cyclobuten-1,2-dione
5231-87-8

3,4-diethoxy-3-cyclobuten-1,2-dione

3-(1,1-dimethylethylamino)-4-ethoxy-3-cyclobutene-1,2-dione
186184-26-9

3-(1,1-dimethylethylamino)-4-ethoxy-3-cyclobutene-1,2-dione

Conditions
ConditionsYield
In tetrahydrofuran; methanol100%
dichloromethane
75-09-2

dichloromethane

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

6-(tert-butyloxycarbonylamino)-1-diethylamino-2-hydroxyhexane

6-(tert-butyloxycarbonylamino)-1-diethylamino-2-hydroxyhexane

Conditions
ConditionsYield
100%
5-METHOXY-2-((3,5-DIMETHYL-4-NITRO-2-PYRIDINYL-N-OXIDE)-METHYLTHIO)-1H-BENZIMIDAZOLE
142885-90-3

5-METHOXY-2-((3,5-DIMETHYL-4-NITRO-2-PYRIDINYL-N-OXIDE)-METHYLTHIO)-1H-BENZIMIDAZOLE

dichloromethane
75-09-2

dichloromethane

5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole
142885-92-5

5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium methylate In methanol; water100%
methyl α-tert-butoxycarbonylamino-p-carboxymethylphenylacetate
174487-79-7

methyl α-tert-butoxycarbonylamino-p-carboxymethylphenylacetate

dichloromethane
75-09-2

dichloromethane

Methyl α-tert-butoxycarbonylamino-p-methoxycarbonylmethylphenylacetate
174487-81-1

Methyl α-tert-butoxycarbonylamino-p-methoxycarbonylmethylphenylacetate

Conditions
ConditionsYield
100%
chloro(1,5-cyclooctadiene)rhodium(I) dimer

chloro(1,5-cyclooctadiene)rhodium(I) dimer

dichloromethane
75-09-2

dichloromethane

triphenylantimony
603-36-1

triphenylantimony

Rh(C8H12)(Sb(C6H5)3)2Cl*0.5CH2Cl2

Rh(C8H12)(Sb(C6H5)3)2Cl*0.5CH2Cl2

Conditions
ConditionsYield
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

dichloromethane

PdCl((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2)

PdCl((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2)

silver perchlorate

silver perchlorate

4-nitro-aniline
100-01-6

4-nitro-aniline

Pd(NH2C6H4NO2)((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2)(1+)*ClO4(1-)*0.6CH2Cl2=C30H35N4O6PdClO4*0.6CH2Cl2

Pd(NH2C6H4NO2)((OCH3)2C6H3CHNC6H10NCHC6H2(OCH3)2)(1+)*ClO4(1-)*0.6CH2Cl2=C30H35N4O6PdClO4*0.6CH2Cl2

Conditions
ConditionsYield
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

dichloromethane

hh-[(p-tolyl)Pt(μ-2-diphenylphosphinopyridine)2PtMe2](trifluoroacetate)*0.7(methylene chloride)

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)

ht-[(p-tolyl)Pt(μ-2-diphenylphosphinopyridine)2PtMe2](trifluoroacetate)*0.5(methylene chloride)

Conditions
ConditionsYield
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

sodium tetrafluoroborate

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloromethane
75-09-2

dichloromethane

(C6F5)(C6H5)PC6H4SCH3
486403-20-7

(C6F5)(C6H5)PC6H4SCH3

[(η5-C5(CH3)5RhCl(C6F5)PhPC6H4SMe-2]BF4

[(η5-C5(CH3)5RhCl(C6F5)PhPC6H4SMe-2]BF4

Conditions
ConditionsYield
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

dichloro( 1,5-cyclooctadiene)platinum(ll)

dichloromethane
75-09-2

dichloromethane

(bromodifluoromethyl)diphenylphosphine
681435-29-0

(bromodifluoromethyl)diphenylphosphine

cis-[PtCl2(κ1-Ph2PCF2Br)2]*(dichloromethane)

cis-[PtCl2(κ1-Ph2PCF2Br)2]*(dichloromethane)

Conditions
ConditionsYield
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

tetrakis(actonitrile)copper(I) hexafluorophosphate

dichloromethane
75-09-2

dichloromethane

n-butyl isonitrile
2769-64-4

n-butyl isonitrile

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

[(3,5-bis[bis-(4,5-diphenyl-1-methylimidazol-2-yl)methoxymethyl]pyrazole-H)Cu2(n-BuNC)]2(PF6)2*3.8CH2Cl2

[(3,5-bis[bis-(4,5-diphenyl-1-methylimidazol-2-yl)methoxymethyl]pyrazole-H)Cu2(n-BuNC)]2(PF6)2*3.8CH2Cl2

Conditions
ConditionsYield
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

trichlorotris(tetrahydrofuran)chromium(III)

dichloromethane
75-09-2

dichloromethane

2,6-bis(1-methylimidazol-2-ylidene)pyridine
1046479-99-5

2,6-bis(1-methylimidazol-2-ylidene)pyridine

[2,6-bis(1-methylimidazol-2-ylidene)pyridine chromium trichloride]*CH2Cl2

[2,6-bis(1-methylimidazol-2-ylidene)pyridine chromium trichloride]*CH2Cl2

Conditions
ConditionsYield
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

dichloromethane

C39H41N3O4
1026988-13-5

C39H41N3O4

C40H43ClN3O4(1+)*Cl(1-)
1026988-19-1

C40H43ClN3O4(1+)*Cl(1-)

Conditions
ConditionsYield
at 25℃; Kinetics;100%
dichloromethane
75-09-2

dichloromethane

Ti(N(CH3)2)2(NC4H3CH2PO(C6H5)2)2

Ti(N(CH3)2)2(NC4H3CH2PO(C6H5)2)2

Ti(N(CH3)2)Cl(NC4H3CH2PO(C6H5)2)2

Ti(N(CH3)2)Cl(NC4H3CH2PO(C6H5)2)2

Conditions
ConditionsYield
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

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

dichloromethane
75-09-2

dichloromethane

5-diphenylphosphino-17-p-tolyl-25,26,27,28-tetrapropoxycalix[4]arene

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)

dichlorido-(η6-cymene)-[5-diphenylphosphino-17-(p-tolyl)-25,26,27,28-tetrapropoxycalix[4]arene]ruthenium(II)*0.5(dichloromethane)

Conditions
ConditionsYield
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

1-methyl-1H-imidazole

dichloromethane
75-09-2

dichloromethane

1,1′-methylenebis(3-methyl-1H-imidazol-3-ium) dichloride

1,1′-methylenebis(3-methyl-1H-imidazol-3-ium) dichloride

Conditions
ConditionsYield
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

dichloromethane

C30H24O12
1305346-38-6

C30H24O12

ethylenediamine
107-15-3

ethylenediamine

CH2Cl2*C66H54N6O18(6-)*6Na(1+)

CH2Cl2*C66H54N6O18(6-)*6Na(1+)

Conditions
ConditionsYield
With [D]-sodium hydroxide; sodium acetate In water-d2 for 2h; pD >11;100%
dichloromethane
75-09-2

dichloromethane

trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II)

trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II)

trimethoxonium tetrafluoroborate
420-37-1

trimethoxonium tetrafluoroborate

trans-(acetonitrile)(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II) tetrafluoroborate dichloromethane sesquisolvate

trans-(acetonitrile)(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II) tetrafluoroborate dichloromethane sesquisolvate

Conditions
ConditionsYield
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%

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