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305-85-1

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305-85-1 Usage

Description

2,6-Diiodo-4-nitrophenol is a light yellow crystalline solid that can be obtained in feathery crystals from glacial acetic acid. It is characterized by its yellow crystalline solid appearance and is known for its use against hookworm infections.

Uses

Used in Pharmaceutical Industry:
2,6-Diiodo-4-nitrophenol is used as an active pharmaceutical ingredient for the treatment of hookworm infections. Its application is based on its ability to target and eliminate the parasites responsible for these infections, providing relief and treatment to affected individuals.
Used in Chemical Research:
As a yellow crystalline solid, 2,6-Diiodo-4-nitrophenol can also be utilized in various chemical research applications. Its unique chemical properties make it a valuable compound for studying reactions and interactions with other substances, potentially leading to the development of new drugs or materials.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,6-Diiodo-4-nitrophenol is a halogenated and nitrated phenol. Reacts as a weak acid. Incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. May generate heat with bases.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2,6-Diiodo-4-nitrophenol emits very toxic fumes.

Fire Hazard

Flash point data for 2,6-Diiodo-4-nitrophenol are not available. 2,6-Diiodo-4-nitrophenol is probably combustible.

Safety Profile

Poison by ingestion, intraperitoneal, subcutaneous, intravenous, and parented routes. An anthelmintic. When heated to decomposition it emits very toxic fumes of Iand NO,. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.

Check Digit Verification of cas no

The CAS Registry Mumber 305-85-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 5 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 305-85:
(5*3)+(4*0)+(3*5)+(2*8)+(1*5)=51
51 % 10 = 1
So 305-85-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H3I2NO3/c7-4-1-3(9(11)12)2-5(8)6(4)10/h1-2,10H/p-1

305-85-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Diiodo-4-nitrophenol

1.2 Other means of identification

Product number -
Other names 2,6-diiodo-4-nitro-phenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:305-85-1 SDS

305-85-1Synthetic route

4-nitro-phenol
100-02-7

4-nitro-phenol

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With hydrogenchloride; potassium iodate; potassium iodide In methanol; water at 20℃;99%
With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite In water; acetic acid at 25℃; for 4h;98%
With N-iodo-S-methyl-S-phenyl sulfoximine; acetic acid at 22℃; for 3h; Sealed tube;98%
4-nitro-phenol
100-02-7

4-nitro-phenol

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-iodo-4-nitrophenol
89487-91-2

2-iodo-4-nitrophenol

Conditions
ConditionsYield
With iodine; silver sulfate In ethanol at 20℃; for 0.5h;A 22%
B 50%
With sulfuric acid; dihydrogen peroxide; potassium iodide In methanol at 60℃; for 2h;A 18%
B 42%
With iodine; silver nitrate In acetonitrile for 2h; Ambient temperature;A 5%
B 12%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With sodium nitrite
2,4,6-Triiodophenol
609-23-4

2,4,6-Triiodophenol

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

diiodo-4,6 nitro-2 phenol
20294-48-8

diiodo-4,6 nitro-2 phenol

Conditions
ConditionsYield
With acetic acid; sodium nitrite; benzene Trennung durch fraktionierte Krystallisation der Kaliumsalze;
With acetic acid; sodium nitrite; benzene
2-hydroxyl-5-nitrobenzenesulfonic acid
616-59-1

2-hydroxyl-5-nitrobenzenesulfonic acid

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-hydroxy-3-iodo-5-nitro-benzenesulfonic acid

2-hydroxy-3-iodo-5-nitro-benzenesulfonic acid

Conditions
ConditionsYield
With ethanol; iodine; mercury(II) oxide
5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With iodine; mercury(II) oxide
5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-hydroxy-3-iodo-5-nitro-benzoic acid
861565-06-2

2-hydroxy-3-iodo-5-nitro-benzoic acid

Conditions
ConditionsYield
With ethanol; iodine; mercury(II) oxide
2,6-diiodo-phenol
28177-54-0

2,6-diiodo-phenol

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
durch Nitrierung;
2,6-diiodo-phenol
28177-54-0

2,6-diiodo-phenol

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-iodo-6-nitro-phenol
13073-26-2

2-iodo-6-nitro-phenol

Conditions
ConditionsYield
With nitric acid
1-iodyl-4-nitrobenzene
16825-79-9

1-iodyl-4-nitrobenzene

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
With sodium nitrite
With sodium azide
4-nitro-phenol
100-02-7

4-nitro-phenol

iodine
7553-56-2

iodine

iodic acid
7782-68-5

iodic acid

alkali

alkali

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

4-nitro-phenol
100-02-7

4-nitro-phenol

ammonia
7664-41-7

ammonia

iodine-potassium iodide solution

iodine-potassium iodide solution

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

4-nitro-phenol
100-02-7

4-nitro-phenol

mercury oxide

mercury oxide

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
durch Jodierung;
2-hydroxy-3-iodo-5-nitro-benzoic acid
861565-06-2

2-hydroxy-3-iodo-5-nitro-benzoic acid

alkali

alkali

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
bei der Jodierung;
ethanol
64-17-5

ethanol

5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

iodine
7553-56-2

iodine

mercury oxide

mercury oxide

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-hydroxy-3-iodo-5-nitro-benzoic acid
861565-06-2

2-hydroxy-3-iodo-5-nitro-benzoic acid

2,4,6-Triiodophenol
609-23-4

2,4,6-Triiodophenol

acetic acid
64-19-7

acetic acid

benzene
71-43-2

benzene

NaNO2

NaNO2

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

diiodo-4,6 nitro-2 phenol
20294-48-8

diiodo-4,6 nitro-2 phenol

Conditions
ConditionsYield
at 12 - 15℃;
2-hydroxyl-5-nitrobenzenesulfonic acid
616-59-1

2-hydroxyl-5-nitrobenzenesulfonic acid

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

6-iodo-4-nitro-phenol-sulfonic acid-(2)

6-iodo-4-nitro-phenol-sulfonic acid-(2)

Conditions
ConditionsYield
With ethanol; iodine; mercury
2-hydroxyl-5-nitrobenzenesulfonic acid
616-59-1

2-hydroxyl-5-nitrobenzenesulfonic acid

iodine
7553-56-2

iodine

mercury oxide

mercury oxide

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

6-iodo-4-nitro-phenol-sulfonic acid-(2)

6-iodo-4-nitro-phenol-sulfonic acid-(2)

5-nitrosalicylic acid
96-97-9

5-nitrosalicylic acid

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

x-iodo-5-nitro-2-oxy-benzoic acid

x-iodo-5-nitro-2-oxy-benzoic acid

Conditions
ConditionsYield
With iodine; mercury(II) oxide
1-iodyl-4-nitrobenzene
16825-79-9

1-iodyl-4-nitrobenzene

sodium nitrite

sodium nitrite

A

para-dinitrobenzene
100-25-4

para-dinitrobenzene

B

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

1-iodyl-4-nitrobenzene
16825-79-9

1-iodyl-4-nitrobenzene

aqueous NaNO2-solution

aqueous NaNO2-solution

A

p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

B

para-dinitrobenzene
100-25-4

para-dinitrobenzene

C

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

1-iodyl-4-nitrobenzene
16825-79-9

1-iodyl-4-nitrobenzene

aqueous NaN3-solution

aqueous NaN3-solution

A

4-nitrophenyl azide
1516-60-5

4-nitrophenyl azide

B

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2,6-diiodo-phenol
28177-54-0

2,6-diiodo-phenol

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

A

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

B

2-iodo-6-nitro-phenol
13073-26-2

2-iodo-6-nitro-phenol

Conditions
ConditionsYield
at -5℃;
phenol
108-95-2

phenol

phosphorous oxychloride

phosphorous oxychloride

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 25 percent / AgNO3, Br2 / acetonitrile / 2 h / Ambient temperature
2: 5 percent / AgNO3, I2 / acetonitrile / 2 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 29 percent / AgNO3, I2 / acetonitrile / 2 h / Ambient temperature
2: 5 percent / AgNO3, I2 / acetonitrile / 2 h / Ambient temperature
View Scheme
sodium phenoxide
139-02-6

sodium phenoxide

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CS2; iodine
2: durch Nitrierung
View Scheme
Multi-step reaction with 2 steps
1: CS2; iodine
2: nitric acid
View Scheme
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

ethyl iodide
75-03-6

ethyl iodide

3,5-diiodo-4-ethoxy-nitrobenzene
31199-98-1

3,5-diiodo-4-ethoxy-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃;95%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1-methoxy-2,6-diiodido-4-nitrobenzene
31106-75-9

1-methoxy-2,6-diiodido-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 0℃; for 18h; Reflux; Schlenk technique;92%
With potassium carbonate In acetone at 65℃; for 18h; Inert atmosphere;87%
With potassium carbonate In acetone at 0 - 65℃; for 18h; Inert atmosphere;87%
With alkali
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2,6-diiodo-4-nitrophenyl 4-methylbenzenesulfonate
851077-63-9

2,6-diiodo-4-nitrophenyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine at 0 - 20℃;90%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene
18880-00-7

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene

4-(t-butyl)benzyl 2,6-diiodo-4-nitrophenyl ether
1423135-83-4

4-(t-butyl)benzyl 2,6-diiodo-4-nitrophenyl ether

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Reflux;80%
Cyclopropylacetylene
6746-94-7

Cyclopropylacetylene

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-cyclopropyl-7-iodo-5-nitro-1-benzofuran

2-cyclopropyl-7-iodo-5-nitro-1-benzofuran

Conditions
ConditionsYield
With pyridine; copper(I) oxide for 2h; Reflux;78%
With pyridine; copper(I) oxide for 2h; Reflux;78%
pent-1-yn-3-ol
4187-86-4

pent-1-yn-3-ol

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

1-[2-(1-hydroxy-propyl)-5-nitro-benzofuran-7-yl]-pent-1-yn-3-ol

1-[2-(1-hydroxy-propyl)-5-nitro-benzofuran-7-yl]-pent-1-yn-3-ol

Conditions
ConditionsYield
Stage #1: 2,6-diiodo-4-nitrophenol With copper(l) iodide; triphenylphosphine; (S)-1-Pyrrolidin-2-yl-methanol; palladium on activated charcoal In water at 25℃; for 1h; Sonogashira coupling;
Stage #2: pent-1-yn-3-ol In water at 80℃; for 3h;
75%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

4-[2-(1-hydroxy-1-methyl-ethyl)-5-nitro-benzofuran-7-yl]-2-methyl-but-3-yn-2-ol

4-[2-(1-hydroxy-1-methyl-ethyl)-5-nitro-benzofuran-7-yl]-2-methyl-but-3-yn-2-ol

Conditions
ConditionsYield
Stage #1: 2,6-diiodo-4-nitrophenol With copper(l) iodide; triphenylphosphine; (S)-1-Pyrrolidin-2-yl-methanol; palladium on activated charcoal In water at 25℃; for 1h; Sonogashira coupling;
Stage #2: 2-methyl-but-3-yn-2-ol In water at 80℃; for 3h;
75%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

(R)-(4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-1-en-1-yl)methanol

(R)-(4-(2,5-dimethyl-1H-pyrrol-1-yl)cyclopent-1-en-1-yl)methanol

(R)-1-(3-((2,6-diiodo-4-nitrophenoxy)methyl)cyclopent-3-en-1-yl)-2,5-dimethyl-1H-pyrrole

(R)-1-(3-((2,6-diiodo-4-nitrophenoxy)methyl)cyclopent-3-en-1-yl)-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h;71%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

epichlorohydrin
106-89-8

epichlorohydrin

1-<2',6'-diiodo-4'-nitrophenoxy->-2,3-epoxy propane
95646-27-8

1-<2',6'-diiodo-4'-nitrophenoxy->-2,3-epoxy propane

Conditions
ConditionsYield
With pyridine at 90 - 95℃; for 1h;70%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

4-[2-(1-hydroxy-ethyl)-5-nitro-benzofuran-7-yl]-but-3-yn-2-ol

4-[2-(1-hydroxy-ethyl)-5-nitro-benzofuran-7-yl]-but-3-yn-2-ol

Conditions
ConditionsYield
Stage #1: 2,6-diiodo-4-nitrophenol With copper(l) iodide; triphenylphosphine; (S)-1-Pyrrolidin-2-yl-methanol; palladium on activated charcoal In water at 25℃; for 1h; Sonogashira coupling;
Stage #2: but-3-yn-2-ol In water at 80℃; for 3h;
70%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1,3-diiodo-5-nitro-2-phenoxybenzene

1,3-diiodo-5-nitro-2-phenoxybenzene

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 24h;65%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

phenylacetylene
536-74-3

phenylacetylene

7-iodo-5-nitro-2-phenyl-1-benzofuran

7-iodo-5-nitro-2-phenyl-1-benzofuran

Conditions
ConditionsYield
With pyridine; copper(I) oxide Inert atmosphere; Reflux;63%
1,7-dibromoheptane
4549-31-9

1,7-dibromoheptane

2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

1,3-dibromo-2-(7-bromoheptyloxy)-5-nitrobenzene
1374327-23-7

1,3-dibromo-2-(7-bromoheptyloxy)-5-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile52%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

allyl bromide
106-95-6

allyl bromide

2,6-diiodo-4-nitro-(2-allyl)-oxybenzene
95646-25-6

2,6-diiodo-4-nitro-(2-allyl)-oxybenzene

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 6h;50%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

methyl iodide
74-88-4

methyl iodide

1-methoxy-2,6-diiodido-4-nitrobenzene
31106-75-9

1-methoxy-2,6-diiodido-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 60h;42%
With potassium carbonate In acetone for 6h; Heating;
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

4-nitro-2,6-bis-trimethylsilanylethynyl-phenol

4-nitro-2,6-bis-trimethylsilanylethynyl-phenol

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper diacetate; diisopropylamine at 20℃; for 1h;40%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

4-amino-2-iodophenol
89640-51-7

4-amino-2-iodophenol

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite at 75℃;30%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-(3,4,5-trimethoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2-(3,4,5-trimethoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2,6-bis[5-(3,4,5-trimethoxyphenyl)pyrrol-2-yl]-4-nitrophenol

2,6-bis[5-(3,4,5-trimethoxyphenyl)pyrrol-2-yl]-4-nitrophenol

Conditions
ConditionsYield
With palladium diacetate; sodium carbonate; XPhos In 1,2-dimethoxyethane; water Suzuki Coupling; Inert atmosphere; Reflux;24%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-(3,4,5-trihexadecyloxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2-(3,4,5-trihexadecyloxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2,6-bis(5-(3,4,5-trihexadecyloxyphenyl)pyrrol-2-yl)-4-nitrophenol

2,6-bis(5-(3,4,5-trihexadecyloxyphenyl)pyrrol-2-yl)-4-nitrophenol

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water for 5h; Suzuki Coupling; Inert atmosphere; Reflux;22%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

p-chlorobenzylisocyanide
39546-47-9

p-chlorobenzylisocyanide

1-amino-2-propene
107-11-9

1-amino-2-propene

isovaleraldehyde
590-86-3

isovaleraldehyde

C22H24ClI2N3O3
1007383-12-1

C22H24ClI2N3O3

Conditions
ConditionsYield
With ammonium chloride In water; toluene at 100℃; for 20h; Ugi-Smiles reaction; Inert atmosphere;18%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

5-ethoxycarbonyl-3,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)pyrrole

5-ethoxycarbonyl-3,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)pyrrole

2,6-bis(5-ethoxycarbonyl-3,4-dimethylpyrrol-2-yl)-4-nitrophenol

2,6-bis(5-ethoxycarbonyl-3,4-dimethylpyrrol-2-yl)-4-nitrophenol

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 14h; Suzuki Coupling; Inert atmosphere;18%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-phenylpyrrole

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-phenylpyrrole

4-nitro-2,6-di(5-phenylpyrrol-2-yl)phenol

4-nitro-2,6-di(5-phenylpyrrol-2-yl)phenol

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water Suzuki Coupling; Inert atmosphere; Reflux;8.7%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2-(3,4,5-tridodecyloxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2-(3,4,5-tridodecyloxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrole

2,6-bis(5-(3,4,5-tridodecyloxyphenyl)pyrrol-2-yl)-4-nitrophenol

2,6-bis(5-(3,4,5-tridodecyloxyphenyl)pyrrol-2-yl)-4-nitrophenol

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water for 7h; Suzuki Coupling; Inert atmosphere; Reflux;5.5%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(3,4,5-trioctyloxyphenyl)pyrrole

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(3,4,5-trioctyloxyphenyl)pyrrole

4-nitro-2,6-bis(5-(3,4,5-trioctyloxyphenyl)pyrrol-2-yl)phenol

4-nitro-2,6-bis(5-(3,4,5-trioctyloxyphenyl)pyrrol-2-yl)phenol

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium carbonate In 1,2-dimethoxyethane; water Suzuki Coupling; Inert atmosphere; Reflux;1.6%
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2,6-diiodo-p-benzoquinone
20389-01-9

2,6-diiodo-p-benzoquinone

Conditions
ConditionsYield
With tin; acetic acid anschliessendes Behandeln mit CrO3 in wss. H2SO4;
Multi-step reaction with 3 steps
1: sodium dithionite; aqueous sodium carbonate
2: ethanolic H2SO4 / Diazotization.anschliessendes Kochen
3: aqueous KOH; CrO3; water
View Scheme
2,6-diiodo-4-nitrophenol
305-85-1

2,6-diiodo-4-nitrophenol

2,6-diiodo-4-aminophenol
2297-82-7

2,6-diiodo-4-aminophenol

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
With sodium dithionite; sodium carbonate
With tin; acetic acid
With hydrochloride of tin dichloride
With tin(II) chloride dihdyrate In ethanol at 78℃; for 5h;4 g

305-85-1Relevant articles and documents

2,6-diiodo-4-nitrophenol, 2,6-diiodo-4-nitrophenyl acetate and 2,6-diiodo-4-nitroanisole: Interplay of hydrogen bonds, iodo-nitro interactions and aromatic π-π-stacking interactions to give supramolecular structures in one, two and three dimensions

Garden, Simon J.,Da Cunha, Fernanda R.,Wardell, James L.,Skakle, Janet M.S.,Low, John N.,Glidewell, Christopher

, p. o463-o466 (2002)

In 2,6-diiodo-4-nitrophenol, C6H3I2NO3, the molecules are linked, by an O-H...O hydrogen bond and two iodo-nitro interactions, into sheets, which are further linked into a three-dimensional framework by aromatic π-π-stacking interactions. The molecules of 2,6-diiodo-4-nitrophenyl acetate, C8H5I2NO4, lie across a mirror plane in space group Pnma, with the acetyl group on the mirror, and they are linked by a single iodo-nitro interaction to form isolated sheets. The molecules of 2,6-diiodo-4-nitroanisole, C7H5I2NO3, are linked into isolated chains by a single two-centre iodo-nitro interaction.

Molecularly Imprinted Synthetic Glucosidase for the Hydrolysis of Cellulose in Aqueous and Nonaqueous Solutions

Li, Xiaowei,Zangiabadi, Milad,Zhao, Yan

supporting information, p. 5172 - 5181 (2021/05/04)

Molecular imprinting is a powerful and yet simple method to create multifunctional binding sites within a cross-linked polymer network. We report a new class of synthetic glucosidase prepared through molecular imprinting and postfunctionalization of cross-linked surfactant micelles. These catalysts are protein-sized water-soluble nanoparticles that can be modified in multiple ways. As their natural counterparts, they bind a glucose-containing oligo- or polysaccharide. They contain acidic groups near the glycosidic bond to be cleaved, with the number and distance of the acid groups tuned systematically. Hydrolysis of cellulose in a key step in biomass conversion but is hampered by the incalcitrance of the highly crystalline cellulose fibers. The synthetic glucosidases are shown to hydrolyze cellobiose and cellulose under a variety of conditions. The best catalyst, with a biomimetic double acid catalytic motif, can hydrolyze cellulose with one-fifth of the activity of commercial cellulases in aqueous buffer. As a highly cross-linked polymeric nanoparticle, the synthetic catalyst is stable at elevated temperatures in both aqueous and nonaqueous solvents. In a polar aprotic solvent/ionic liquid mixture, it hydrolyzes cellulose several times faster than commercial cellulases in aqueous buffer. When deposited on magnetic nanoparticles, it retains 75% of its activity after 10 cycles of usage.

Iodination of industrially important aromatic compounds with aqueous potassium triiodide

Sharma,Srivastava,Agarwal,Diwedi

, p. 433 - 436 (2016/06/13)

A new reagent system consisting of aqueous KI3in AcOH and NaIO4as oxidant has been found to be effective in iodinating a variety of commercially important aromatic substrates under ambient conditions. The presence of Na2SO3enhances the yield and the product purity. The procedure ensures high yields (72–98%) at room temperature in a short reaction time. A remarkable feature of this system is that even acidsensitive functionalities like anilines can be iodinated quantitatively.

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