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559-37-5

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559-37-5 Usage

Description

2-(Heptafluoropropyl)benzimidazole, a chemical compound with the molecular formula C10H4F7N2, is a benzimidazole derivative featuring a heptafluoropropyl group attached to the benzene ring. This unique fluorinated structure endows it with versatile applications in pharmaceuticals, agrochemicals, materials science, and as a potential corrosion inhibitor.

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(Heptafluoropropyl)benzimidazole is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, leveraging its unique fluorinated structure to enhance the properties and efficacy of the final products.
Used in Materials Science:
In the field of materials science, 2-(Heptafluoropropyl)benzimidazole is utilized in the development of fluorinated polymers and coatings, capitalizing on its fluorinated structure to improve the performance and durability of these materials.
Used as a Corrosion Inhibitor:
2-(Heptafluoropropyl)benzimidazole is used as a potential corrosion inhibitor, taking advantage of its ability to form a protective film on metal surfaces, thereby preventing corrosion and extending the service life of metal components.

Check Digit Verification of cas no

The CAS Registry Mumber 559-37-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 9 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 559-37:
(5*5)+(4*5)+(3*9)+(2*3)+(1*7)=85
85 % 10 = 5
So 559-37-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H5F7N2/c11-8(12,9(13,14)10(15,16)17)7-18-5-3-1-2-4-6(5)19-7/h1-4H,(H,18,19)

559-37-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Heptafluoro-n-propyl)benzimidazole

1.2 Other means of identification

Product number -
Other names 2-(1,1,2,2,3,3,3-heptafluoropropyl)-1H-benzimidazole

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:559-37-5 SDS

559-37-5Synthetic route

heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

Conditions
ConditionsYield
at 120℃; for 4h;90%
In neat (no solvent) at 120℃; for 4h; Product distribution; further perfluoroalkanecarboxylic acids or anhydrides; presence of polyphosphoric acid; variation of temperature and time;90%
With hydrogenchloride In benzene for 16h; Heating;32%
With hydrogenchloride
1,2-epoxy-1,1,2,3,3,4,4,4-octafluorobutane
3709-90-8

1,2-epoxy-1,1,2,3,3,4,4,4-octafluorobutane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

B

3-pentafluoroethyl-2(1H)-quinoxalinone
89995-28-8

3-pentafluoroethyl-2(1H)-quinoxalinone

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether at 20℃; for 3h;A n/a
B 78%
2-Acetyl-4,4,5,5,6,6,6-heptafluoro-3-oxo-hexanoic acid ethyl ester
115479-06-6

2-Acetyl-4,4,5,5,6,6,6-heptafluoro-3-oxo-hexanoic acid ethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

B

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Conditions
ConditionsYield
In ethanol for 4h; Heating;A 74%
B n/a
trans/cis-dodecafluoro-3,4-epoxyhexane
74728-99-7

trans/cis-dodecafluoro-3,4-epoxyhexane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2,3-bis(pentafluoroethyl)quinoxaline

2,3-bis(pentafluoroethyl)quinoxaline

B

2-(1,1,2,2,2-pentafluoroethyl)-1H-benzimidazole
383-08-4

2-(1,1,2,2,2-pentafluoroethyl)-1H-benzimidazole

C

2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

D

3-pentafluoroethyl-2(1H)-quinoxalinone
89995-28-8

3-pentafluoroethyl-2(1H)-quinoxalinone

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 2.5h; Heating;A 4.4%
B 52%
C n/a
D n/a
Stage #1: trans/cis-dodecafluoro-3,4-epoxyhexane; 1,2-diamino-benzene In N,N-dimethyl acetamide at 100℃; for 2.5h;
Stage #2: With water In N,N-dimethyl acetamide cooling; Further byproducts given;
A 4.4%
B 52%
C n/a
D n/a
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1-iodo-3,3,4,4,5,5,6,6,6-nonafluorohexene

1-iodo-3,3,4,4,5,5,6,6,6-nonafluorohexene

2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

Conditions
ConditionsYield
With triethylamine In ethanol49%
2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

4,5,6,7-tetrachloro-2-heptafluoropropyl-1H-benzimidazole
1410095-92-9

4,5,6,7-tetrachloro-2-heptafluoropropyl-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride; nitric acid In water at 60℃; for 28h; Reflux;71%
2-heptafluoropropyl-1H-benzoimidazole
559-37-5

2-heptafluoropropyl-1H-benzoimidazole

4,5,6,7-Tetrabromo-2-heptafluoropropylbenzimidazole

4,5,6,7-Tetrabromo-2-heptafluoropropylbenzimidazole

Conditions
ConditionsYield
With bromine In water for 24h; Heating;55%

559-37-5Downstream Products

559-37-5Relevant articles and documents

Synthesis and structure of reaction products obtained from 1,2-epoxyperfluorobutane and bifunctional nucleophilic reagents

Filyakova,Kodess,Slepukhin,Zapevalov

, p. 1700 - 1706 (2009)

1,2-Epoxyperfluorobutane readily reacts with bifunctional nucleophilic reagents to provide heterocyclic compounds with a pentafluoroethyl substituent. The reaction of this epoxide with thiourea and acetone thiosemicarbazone gave rise to 2-amino-5-pentaflu

A Novel Synthesis of 5-Perfluoroalkyl-2,3-dihydro-1,4-diazepines from 1-Perfluoroalkyl-2-iodoethylenes

Liu, Jin-Tao,Zhao, Fu-Lu

, p. 2307 - 2310 (2003)

A novel method for the synthesis of 5-perfluoroalkyl-2,3-dihydro-1,4- diazepines using easily available starting materials is described. 1-Perfluoroalkyl-2-iodoethylenes, obtained from the reaction of perfluoroalkyl iodides and alkynes, reacted with ethylenediamine under mild conditions to give the title compounds in good yields. A possible mechanism is proposed.

Synthesis of 2,3-bis(perfluoroalkyl)quinoxalines and 2,3- bis(perfluoroalkyl)-1,4-benzoxazines from oxides of internal perfluoroolefins

Saloutina, Lyudmila V.,Zapevalov, Aleksandr Ya.,Saloutin, Victor I.,Kodess, Mikhail I.,Kirichenko, Valentina E.,Pervova, Marina G.,Chupakhin, Oleg N.

, p. 976 - 983 (2007/10/03)

The reactions of oxides of internal trans-, cis-perfluoroolefins with o-phenylenediamine and 2-aminophenol in dioxane gave 2,3-bis(perfluoroalkyl) quinoxalines and 2,3-bis(perfluoroalkyl)-2H-1,4-benzoxazin-2-ols respectively in yields of 23-67%. When N,N-dimethylacetamide was used as a solvent an anionic isomerization of the oxides into ketones, which further yielded 2-(perfluoroalkyl)benzimidazoles in the case of o-phenylenediamine and 2-hydroxy-N-perfluoroalkanoylanilines in the case of 2-aminophenol, became the main path of these reactions. Unusual cyclization resulting in 2-pentafluoroethyl-2-pentafluoropropanoylbenzoxazolidine occurs on interaction between dodecafluoro-3,4-epoxyhexane and 2-aminophenol in N,N-dimethylacetamide.

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