CHLOROIODOMETHANE supplier

Name
Chloroiodomethane
EINECS 209-804-8
CAS No. 593-71-5
Article Data22
CAS DataBase
Density 2.343 g/cm³
Solubility
Melting Point
Formula CH₂ClI
Boiling Point 102.2 °C at 760 mmHg
Molecular Weight 176.384
Flash Point 15.6 °C
Transport Information UN 2810
Appearance clear pale yellow to pink-reddish liquid
Safety 26-36-24/25-23
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms chloro-iodo-methane;
PSA 0.00000
LogP 1.61770

Synthetic route

: 75-11-6
diiodomethane

A: 75-09-2
dichloromethane

B: 593-71-5
Chloroiodomethane

Conditions

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

: 75-11-6
diiodomethane

: 75-09-2
dichloromethane

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With aluminium trichloride; potassium chloride at 114℃;

: 75-11-6
diiodomethane

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With pyridine; tributyltin chloride at 100℃; Thermodynamic data; Equilibrium constant; Δ G;
With Iodine monochloride
With Iodine monochloride

: 75-09-2
dichloromethane

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With methanol; sodium iodide
With methanol; sodium iodide at 130℃;
With methyl iodide; Wilkinson's catalyst at 100℃; for 2h;
With methyl iodide; tris(triphenylphosphine)ruthenium(II) chloride at 100℃; for 2h;

: 17305-95-2
(chloromethyl)mercury(II) chloride

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With iodine

: 74-97-5
chlorobromomethane

A: 75-09-2
dichloromethane

B: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With Amberlyst A-26 (chloride form); methyl iodide at 27 - 70℃; for 9h; Yield given. Yields of byproduct given;

: 16519-98-5
iodomethyl

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With chlorine Rate constant; Thermodynamic data; Irradiation; poly(tetrafluoroethylene)-coated Pyrex or uncoated quartz reactor, temperatures 295 - 524 K;

: 75-09-2
dichloromethane

: 74-88-4
methyl iodide

A: 75-11-6
diiodomethane

B: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
neutral alumina 90 + Bu4P(1+)I(1-) In gas at 195℃; under 760 Torr; for 1.25h;	A 36 % Spectr. B 50 % Spectr.
neutral alumina 90 + Bu4P(1+)I(1-) In gas at 195℃; under 760 Torr;	A 9 % Spectr. B 34 % Spectr.

...Expand

ClCH2HgI: ClCH2HgI

: 593-71-5
Chloroiodomethane

Conditions

Conditions	Yield
With iodine; potassium iodide

: 874501-62-9
benzyl-chloromethyl selenide

: 10034-85-2
hydrogen iodide

A: 593-71-5
Chloroiodomethane

B: 620-05-3
iodomethylbenzene

...Expand

: 593-71-5
Chloroiodomethane

: 3-Benzyloxymethyl-cyclopent-2-enol

: (+/-)-trans-1-<(benzyloxy)methyl>-4-hydroxybicyclo<3.1.0>hexane

Conditions

Conditions	Yield
With samarium; mercury dichloride In tetrahydrofuran at -78 - 20℃;	100%
With samarium; mercury dichloride In tetrahydrofuran at -78℃; Yield given;

: 593-71-5
Chloroiodomethane

: (1S,2R,3S,8R,13R)-2-Methoxy-12,15,15-trimethyl-13-tri-tert-butylsilanyloxy-5-triisopropylsilanyloxy-tricyclo[9.3.1.03,8]pentadeca-4,11-dien-9-one

: C41H76O4Si2

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at 0℃;	100%

: 593-71-5
Chloroiodomethane

: 187157-73-9
(4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

: 187157-74-0
(4S,5S)-1-benzyl-5-(2IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
With methyllithium; lithium bromide In tetrahydrofuran; diethyl ether at -78℃; for 1.25h;	100%
With methyllithium; lithium bromide 1.) THF, -78 deg C, 2.) THF, -78 deg C, 75 min; Yield given. Multistep reaction;

: 593-71-5
Chloroiodomethane

: (1RS,4RS,5RS,6RS)-6-endo-(benzyloxy)-5-exo-{[(tert-butyl)dimethylsilyl]oxy}-2-[(triethylsilyl)oxy]-7-oxabicyclo[2.2.1]hept-2-ene

: (1RS,2SR,4RS,5RS,6RS,7RS)-7-endo-(benzyloxy)-6-exo-{[(tert-butyl)dimethylsilyl]oxy}-2-endo-[(triethylsilyl)oxy]-8-oxatricyclo[3.2.1.02,4]octane

Conditions

Conditions	Yield
With diethylzinc In hexane; 1,2-dichloro-ethane at -20 - 20℃; Simmons-Smith cyclopropanation;	100%

: 593-71-5
Chloroiodomethane

: 1345412-20-5
ethyl 3-bromo-4-(vinyloxy)benzoate

: 1345412-21-6
ethyl 3-bromo-4-cyclopropoxybenzoate

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane; ethyl 3-bromo-4-(vinyloxy)benzoate With diethylzinc In dichloromethane; 1,2-dichloro-ethane at 20℃; for 1h; Stage #2: With ammonium chloride In dichloromethane; 1,2-dichloro-ethane	100%

: 593-71-5
Chloroiodomethane

: 1392489-41-6
C18H20O2

: 1392489-42-7
C19H22O2

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at 0 - 20℃; Simmons-Smith Reaction;	100%

: 593-71-5
Chloroiodomethane

: 124-38-9
carbon dioxide

: 79-11-8
chloroacetic acid

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane With isopropylmagnesium chloride In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran at -78℃; for 3h;	100%

: 593-71-5
Chloroiodomethane

: 1-methoxy-4-(5-methylhex-4-en-1-yl)benzene

: 1-(3-(2,2-dimethylcyclopropyl)propyl)-4-methoxybenzene

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at 0℃; for 1h; Simmons-Smith Cyclopropanation; Inert atmosphere;	100%

: 593-71-5
Chloroiodomethane

: C22H23NO4

: C23H25NO4

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane With diethylzinc In dichloromethane; toluene at -10℃; for 0.5h; Stage #2: C22H23NO4 In dichloromethane; toluene at 20℃;	100%
Stage #1: Chloroiodomethane With diethylzinc In dichloromethane; toluene at -10℃; for 0.5h; Stage #2: C22H23NO4 In dichloromethane; toluene at 20℃;	100%
Stage #1: Chloroiodomethane With diethylzinc In dichloromethane; toluene at -10 - 20℃; for 0.5h; Stage #2: C22H23NO4 In dichloromethane; toluene at 20℃;	100%

: 593-71-5
Chloroiodomethane

: 109801-00-5
(1E)-1-phenylhept-1-en-3-ol

: 110715-69-0
α-butyl-2-phenylcyclopropanemethanol

Conditions

Conditions	Yield
With samarium; diiodomethane In tetrahydrofuran at -78 - 20℃; for 2.5h;	99%

: 593-71-5
Chloroiodomethane

: 101306-31-4
benzyl cinnamyl ether

: 136616-39-2
(R,S)-trans-1-((Benzyloxy)methyl)-2-phenylcyclopropane

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at 0℃; for 0.333333h;	99%

: 593-71-5
Chloroiodomethane

: 98-86-2
acetophenone

: 2085-88-3
2-methyl-2-phenyloxirane

Conditions

Conditions	Yield
With methyllithium; lithium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃;	99%

: 593-71-5
Chloroiodomethane

: (1S,5R)-3-Trimethylsilanyloxy-8-aza-bicyclo[3.2.1]oct-2-ene-8-carboxylic acid methyl ester

: (1R,2R,4R,6S)-4-Trimethylsilanyloxy-9-aza-tricyclo[4.2.1.02,4]nonane-9-carboxylic acid methyl ester

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane	99%

: 593-71-5
Chloroiodomethane

: 405517-56-8
1-(vinyloxy)-2-iodo-4-trifluoromethoxybenzene

: 208831-25-8
1-(cyclopropyloxy)-2-iodo-4-(trifluoromethoxy)benzene

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at -5 - 20℃;	99%
With diethylzinc In 1,2-dichloro-ethane at 0 - 20℃; for 10h;

: 593-71-5
Chloroiodomethane

: 117583-49-0
2-cyclopenten-1-one (S,S)-1,2-diphenyl-1,2-ethanediol ketal

: 117583-50-3
(1R,5S)-bicyclo<3.1.0>hexan-2-one (S,S)-1,2-diphenyl-1,2-ethanediol ketal

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane With diethylzinc In 1,2-dichloro-ethane at -15 - 0℃; for 0.5h; Nitrogen atmosphere; Stage #2: 2-cyclopenten-1-one (S,S)-1,2-diphenyl-1,2-ethanediol ketal In 1,2-dichloro-ethane at -35 - -26℃; for 0.666667h; Stage #3: With potassium hydrogencarbonate In water; 1,2-dichloro-ethane at 25℃; for 1.5h;	99%

: C17H22ClNO3S

: 593-71-5
Chloroiodomethane

: C18H24ClNO3S

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane With diethylzinc In 1,2-dichloro-ethane at -20℃; for 0.416667h; Stage #2: C17H22ClNO3S In 1,2-dichloro-ethane at -20 - 20℃; for 3h;	99%

: 593-71-5
Chloroiodomethane

: 6485-40-1, 2244-16-8
(R)-Carvone

: (5R)-1-(chlormethyl)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enol

Conditions

Conditions	Yield
With methyllithium lithium bromide In tetrahydrofuran; diethyl ether at -78℃; for 0.45h; Inert atmosphere;	99%

: 593-71-5
Chloroiodomethane

: 117583-49-0
2-cyclopenten-1-one (S,S)-1,2-diphenyl-1,2-ethanediol ketal

: 117676-99-0
(1S,4'S,5R,5'S)-4',5'-diphenylspiro[bicyclo[3.1.0]hexane-2,2'-[1,3]dioxolane]

Conditions

Conditions	Yield
Stage #1: Chloroiodomethane With diethylzinc In 1,2-dichloro-ethane at -35 - 0℃; for 0.416667h; Simmons-Smith Cyclopropanation; Inert atmosphere; Enzymatic reaction; Stage #2: 2-cyclopenten-1-one (S,S)-1,2-diphenyl-1,2-ethanediol ketal In 1,2-dichloro-ethane at -35 - -26℃; for 0.666667h; Simmons-Smith Cyclopropanation; Inert atmosphere; stereoselective reaction;	99%

: 593-71-5
Chloroiodomethane

: (Z)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-3-en-1-yl N,N-diisopropylcarbamate

: 1589553-44-5
(E)-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-3-en-1-yl N,N-diisopropylcarbamate

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at -95 - 20℃; for 0.25h; Matteson Homologation; Inert atmosphere; Schlenk technique;	99%

: 593-71-5
Chloroiodomethane

: (5R,7R)-2,2,3,3,5,9,9,10,10-nonamethyl-7-((R,Z)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-3-en-2-yl)-4,8-dioxa-3,9-disilaundecane

: (5R,7R)-2,2,3,3,5,9,9,10,10-nonamethyl-7-((R,E)-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pent-3-en-2-yl)-4,8-dioxa-3,9-disilaundecane

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether; hexane at -95 - 20℃; for 0.25h; Matteson Homologation; Inert atmosphere; Schlenk technique;	99%

: 593-71-5
Chloroiodomethane

: ethyl trans-6-(4-bromobenzoyl)cyclohex-3-ene-1-carboxylate

: ethyl trans-4-(4-bromobenzoyl)bicyclo[4.1.0]heptane-3-carboxylate

Conditions

Conditions	Yield
With diethylzinc In n-heptane; 1,2-dichloro-ethane at 0 - 20℃; Simmons-Smith Cyclopropanation; Inert atmosphere;	99%

: 593-71-5
Chloroiodomethane

: 100-52-7
benzaldehyde

A: 98-85-1, 13323-81-4
1-Phenylethanol

B: 1674-30-2
1-phenyl-2-chloroethanol

Conditions

Conditions	Yield
With methyllithium In tetrahydrofuran at -40℃; Flow reactor;	A n/a B 98%
With methyllithium; lithium bromide In tetrahydrofuran; diethyl ether at -78 - 15℃; for 0.5h;	A 4.2 % Chromat. B 95.5 % Chromat.

...Expand

: 593-71-5
Chloroiodomethane

: (1R,3aS,5aR,9R,9aS,9bS)-1-Isopropyl-3a,5a,8-trimethyl-2,3,3a,4,5,5a,6,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-9-ol

: (1R,3aS,5aR,6aR,7aS,8R,8aS,8bS)-1-Isopropyl-3a,5a,7a-trimethyl-tetradecahydro-cyclopenta[a]cyclopropa[g]naphthalen-8-ol

Conditions

Conditions	Yield
With diethylzinc In 1,2-dichloro-ethane at 0℃;	98%

: 593-71-5
Chloroiodomethane

: 142467-27-4
(±)-3-ethylcyclohex-2-en-1-ol

: 924666-40-0
6-ethylbicylo<4.1.0>heptan-2-ol

Conditions

Conditions	Yield
With diethylzinc In hexane; 1,2-dichloro-ethane at 0 - 20℃;	98%

: 593-71-5
Chloroiodomethane

: 63625-94-5
ethyl 2-(3,4-dihydro-naphth-2-yl)acetate

: 331992-79-1
ethyl 1-(1,2,3,7b-tetrahydrocyclopropa[a]naphthalen-1a-yl)acetate

Conditions

Conditions	Yield
With diethylzinc In hexane; 1,2-dichloro-ethane at 10℃; for 4h;	98%

: 14371-10-9
(E)-3-phenylpropenal

: 593-71-5
Chloroiodomethane

: 105885-67-4
(+/-)-(3E)-1-chloro-4-phenyl-but-3-en-2-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h;	98%
With n-butyllithium In tetrahydrofuran at -78℃; for 1h;	98%
Stage #1: Chloroiodomethane With TurboGrignard In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: (E)-3-phenylpropenal In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;	81%
With n-butyllithium In tetrahydrofuran; hexane at -78℃;	64%
With n-butyllithium In tetrahydrofuran; diethyl ether at -100℃; for 0.366667h; Inert atmosphere;

: 593-71-5
Chloroiodomethane

: 60125-24-8
(E)-3-(2-methoxyphenyl)propenal

: 399513-48-5
(+/-)-(3E)-1-chloro-4-(2-methoxy-phenyl)-but-3-en-2-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.583333h;	98%
With n-butyllithium In tetrahydrofuran at -78℃; for 1h;	98%

: 689257-49-6
(N-methoxy-N-methyl)-4-(p-methoxyphenyl)but-3-enamide

: 593-71-5
Chloroiodomethane

: 853401-03-3
(N-methoxy-N-methyl)-1-(p-methoxyphenyl)-2-cyclopropaneacetamide

Conditions

Conditions	Yield
With diethylzinc In 1,2-dimethoxyethane; hexane; dichloromethane at 20℃; for 18h; Simmons-Smith cyclopropanation;	98%
Stage #1: Chloroiodomethane With diethylzinc In 1,2-dimethoxyethane; hexane; dichloromethane at -15℃; for 0.333333h; Stage #2: (N-methoxy-N-methyl)-4-(p-methoxyphenyl)but-3-enamide In 1,2-dimethoxyethane; hexane; dichloromethane at 20℃; for 18h;	98%

: 593-71-5
Chloroiodomethane

: 27829-46-5
(E)-N,N-diethyl-3-phenylacrylamide

: 3977-92-2, 3977-93-3, 92499-64-4
(+/-)-(1S,2S)-N,N-diethyl-2-phenylcyclopropanocarboxamide

Conditions

Conditions	Yield
With chromium dichloride In tetrahydrofuran for 18h; Heating;	98%

: 593-71-5
Chloroiodomethane

: 84039-69-0
(2Z)-N,N-diethyl-3-phenyl-2-propenamide

: 3977-92-2, 3977-93-3, 92499-64-4
cis-2-phenylcyclopropanecarboxylic acid diethylamide

Conditions

Conditions	Yield
With chromium dichloride In tetrahydrofuran for 18h; Heating;	98%

CHLOROIODOMETHANE Chemical Properties

IUPAC:chloro(iodo)methane
CAS:593-71-5
The Molecular formula of Chloroiodomethane(593-71-5):CH₂ClI
The Molecular Weight of Chloroiodomethane(593-71-5):176.38
Synonyms:METHYLENE CHLOROIODIDE;CHLOROIODOMETHANE;Methane, chloroiodo-;CHLOROIODOMETHANE, STAB.;Chloroiodomethane,98%; Chloroiodomethane, stabilized, 98%;CHLOROIODOMETHANE , STABILIZED WITH COPPER;Chloroiodomethane, 98%, stab. with copper
EINECS:209-804-8
Density:2.422 g/mL at 25^oC(lit.)
Boiling Point:108-109^oC(lit.)
Flash Point:15.6^oC
Vapour Pressure:39.3 mmHg at 25^oC
Refractive index:n20/D 1.582(lit.)
storage temp.:0-6^oC
Product Categories:Aliphatics;Halides;Alcohol& Phenol& Ethers;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Haloalkyl Chlorides;Alkyl;Halogenated Hydrocarbons;Organic Building Blocks
Mol File:593-71-5.mol

CHLOROIODOMETHANE Uses

Chloroiodomethane(593-71-5) is an important intermediate used in organic synthesis.It is aiso used as a versatile organic synthon.

CHLOROIODOMETHANE Safety Profile

Safty informations about Chloroiodomethane(593-71-5):
Hazard Codes:Xi

Risk Statements:36/37/38
36/37/38(Irritating to eyes, respiratory system and skin)
Safety Statements:26-36-24/25-23
26(In case of contact with eyes, rinse immediately with plenty of water and seek medical advice)
36(Wear suitable protective clothing)
24/25(Avoid contact with skin and eyes)
23(Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer))
RIDADR:UN2810
WGK Germany:3
F:8
HazardClass:6.1

CHLOROIODOMETHANE Specification

Handling and Storage:
Storage:Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Refrigerator (approx 4^oC). Store protected from light.
Handling:Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Store protected from light.

Product Name

Chloroiodomethane

Synthetic route

CHLOROIODOMETHANE Chemical Properties

CHLOROIODOMETHANE Uses

CHLOROIODOMETHANE Safety Profile

CHLOROIODOMETHANE Specification

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