1592-00-3

Basic information

• Product Name: 2-BROMOPHENYL ISOCYANATE
• Synonyms: ISOCYANIC ACID 2-BROMOPHENYL ESTER;2-BROMOPHENYL ISOCYANATE;O-BROMOPHENYL ISOCYANATE;1-Bromo-2-isocyanatobenzene;2-Bromophenyl isocyanate,97%;1-bromo-2-isocyanatobenzene(SALTDATA: FREE);2-BroMophenyl isocyanate, 97% 1GR;2-Bromophenyl isocyanate 97%
• CAS NO: 1592-00-3
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.02
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 1592-00-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 91-92 °C (2 mmHg)
• Flash Point: 107 °C
• Appearance: /
• Density: 1.6
• Vapor Pressure: 0.00352mmHg at 25°C
• Refractive Index: 1.582-1.586
• Storage Temp.: Refrigerator (+4°C)
• Sensitive: Moisture Sensitive
• BRN: 3588447
• CAS DataBase Reference: 2-BROMOPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOPHENYL ISOCYANATE(1592-00-3)
• EPA Substance Registry System: 2-BROMOPHENYL ISOCYANATE(1592-00-3)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 42-36/37/38-20/21/22-23-22
• Safety Statements: 36/37/39-26-23-45
• RIDADR: 2206
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1592-00-3(Hazardous Substances Data)

Usage

Description

2-BROMOPHENYL ISOCYANATE is a clear colorless liquid that is utilized in the synthesis of various chemical compounds. It is a reactive intermediate and plays a crucial role in the formation of different organic molecules.

Uses

Used in Pharmaceutical Industry:
2-BROMOPHENYL ISOCYANATE is used as a synthetic building block for the creation of various pharmaceutical compounds. Its reactivity allows for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
2-BROMOPHENYL ISOCYANATE is used as a key intermediate in the synthesis of complex organic molecules, such as α-cyclodextrin-based size-complementary [3] rotaxane, alkylene axledihydroindole urea derivatives, and 3-carboxamide substituted diphenylurea. These compounds have potential applications in various fields, including pharmaceuticals, materials science, and agrochemicals.
Used in Research and Development:
2-BROMOPHENYL ISOCYANATE is employed as a valuable reagent in research and development laboratories, where it is used to explore new chemical reactions and develop innovative synthetic methods. Its versatility in chemical transformations makes it a valuable tool for advancing scientific knowledge and discovering new applications.

InChI:InChI=1/C7H4BrNO/c8-6-3-1-2-4-7(6)9-5-10/h1-4H

Upstream product

• 7154-66-7 2-bromobenzoic acid chloride 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 615-36-1 2-bromoaniline 
• 88-65-3 2-bromobenzoic-acid 
• 75-44-5 phosgene 
• 69066-32-6 ethyl 2-((2-bromophenyl)amino)-2-oxoacetate 
• 868565-59-7 2-((2-bromophenyl)amino)-2-oxoacetic acid 

Downstream Products

• 28386-75-6 (2-Bromo-phenyl)-carbamic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester 
• 128255-20-9 (2-Bromo-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride 
• 124420-80-0 1-(2-Bromo-phenyl)-3-pyridin-4-yl-urea 
• 82680-26-0 C₃₂H₂₄Br₂N₄S₂ 
• 82672-28-4 C₃₂H₂₄Br₂N₄S₂ 
• 86764-44-5 1,1-dibenzyl-3-(2-bromophenyl)urea 
• 25216-70-0 2-bromophenyl carbamic acid methyl ester 
• 173919-05-6 2-Hydroxy-cyclohex-1-enecarboxylic acid (2-bromo-phenyl)-amide 
• 189953-32-0 3-(2-Bromo-phenyl)-4,5-dimethylene-oxazolidin-2-one 
• 175278-34-9 N,N'-bis(o-bromophenyl)urea 

Relevant articles and documents

Supporting-Electrolyte-Free Anodic Oxidation of Oxamic Acids into Isocyanates: An Expedient Way to Access Ureas, Carbamates, and Thiocarbamates

We report a new electrochemical supporting-electrolyte-free method for synthesizing ureas, carbamates, and thiocarbamates via the oxidation of oxamic acids. This simple, practical, and phosgene-free route includes the generation of an isocyanate intermediate in situ via anodic decarboxylation of an oxamic acid in the presence of an organic base, followed by the one-pot addition of suitable nucleophiles to afford the corresponding ureas, carbamates, and thiocarbamates. This procedure is applicable to different amines, alcohols, and thiols. Furthermore, when single-pass continuous electrochemical flow conditions were used and this reaction was run in a carbon graphite Cgr/Cgr flow cell, urea compounds could be obtained in high yields within a residence time of 6 min, unlocking access to substrates that were inaccessible under batch conditions while being easily scalable.

Sulfonylurea dehydroabietate compound and preparation method and application thereof

The invention discloses a sulfonylurea dehydroabietate compound and a preparation method and application thereof. The compound has a chemical structural formula represented by a formula shown in the description, wherein R1 is 2-Br, 3-Br, 4-Br, 4-OCH3, 4-F, 2-CH3, 3-CH3, 4-CH3, 2-Cl, 3-Cl or H, and 2, 3 and 4 represent 2, 3 and 4 substituent sites on a benzene ring. The preparation method of the compound comprises the following steps synthesizing sulfonyl chloride dehydroabietate; synthesizing sulfonamide dehydroabietate; synthesizing substituted phenyl isocyanate; synthesizing N'-substituted phenyl-12-sulfonylurea dehydroabietate. The compound disclosed by the invention has better activity and low toxicity and provides a better lead compound for developing antitumor drugs.

Design, synthesis and evaluation of 1,2-benzisothiazol-3-one derivatives as potent caspase-3 inhibitors

A number of 1,2-benzisothiazol-3-one derivatives were prepared through structural modification of the original compound from high-throughput screening. Some analogues (e.g., 6b, 6r, 6s and 6w) were identified as novel and potent caspase inhibitors with IC50 of nanomolar. Structure-activity relationship (SAR) studies for caspase-3 inhibition were evaluated in vitro. Molecular modeling studies provided further insight into the interaction of this class of compounds with activated caspase-3. The present small molecule caspase-3 inhibitor with novel structures different from structures of known caspase inhibitors revealed a new direction for therapeutic strategies directed against diseases involving abnormally up-regulated apoptosis.