3663-81-8

Basic information

• Product Name: 2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE
• Synonyms: 2,3-DIHYDROBENZO[1,4]DIOXINE-2-CARBONYL CHLORIDE;2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE;1,4-BENZODIOXAN-2-CARBONYL CHLORIDE;BUTTPARK 36\04-48;1,4-Benzodioxan-2-carbonyl chloride 97%;1,4-Benzodioxan-2-carbonylchloride97%;2,3-dihydrobenzo[b][1,4]dioxine-2-carbonyl chloride
• CAS NO: 3663-81-8
• Molecular Formula: C₉H₇ClO₃
• Molecular Weight: 198.6
• Mol File: 3663-81-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 56-59°C
• Boiling Point: 279.9 °C at 760 mmHg
• Flash Point: 123.2 °C
• Appearance: /
• Density: 1.374 g/cm³
• Vapor Pressure: 0.00391mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: 2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE(3663-81-8)
• EPA Substance Registry System: 2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE(3663-81-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 34-51-22
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• Hazardous Substances Data: 3663-81-8(Hazardous Substances Data)

Usage

General Description

2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE, also known as dbc-Cl, is a chemical compound that belongs to the benzodioxine family. It is a white to off-white crystalline powder that is primarily used as a reagent in organic synthesis. Dbc-Cl is a versatile compound because it can be used to introduce carbonyl functionality into various organic molecules, making it a key building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is also known for its role in the preparation of a wide range of chemical compounds with diverse applications. However, due to its potential hazardous properties, it should be handled with caution in a laboratory setting. Overall, 2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE is an important compound in organic chemistry with various industrial applications.

InChI:InChI=1/C9H7ClO3/c10-9(11)8-5-12-6-3-1-2-4-7(6)13-8/h1-4,8H,5H2

Upstream product

• 3663-79-4 methyl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate 
• 3663-80-7 1,4-benzodioxane-2-carboxylic acid 
• 4739-94-0 ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate 

Downstream Products

• 70918-74-0 N-(2,3-dihydro-1,4-benzodioxin-2-yl carbonyl)piperazine hydrochloride 
• 1227359-72-9 C₁₆H₁₁BrN₂O₃ 
• 21398-80-1 N-methyl-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide 
• 617677-53-9 1,4-bis-(2,3-dihydro-benzo[1,4]dioxin-2-carbonyl)-piperazine 

Relevant articles and documents

Synthesis of a new doxazosin-related compound

A simple procedure for the synthesis of 1-[4-(2,3-dihydro-1, 4-benzodioxin-2-yl) amide-6, 7-dimethoxy-2-quazolinyl]-4-(1,4-bensodioxan-2-yl- carbonyl) piperazine is described. Copyright Taylor & Francis Group, LLC.

Selective α-Oxyamination and Hydroxylation of Aliphatic Amides

Compared to the α-functionalization of aldehydes, ketones, even esters, the direct α-modification of amides is still a challenge because of the low acidity of α-CH groups. The α-functionalization of N?H (primary and secondary) amides, containing both an unactived α-C?H bond and a competitively active N?H bond, remains elusive. Shown herein is the general and efficient oxidative α-oxyamination and hydroxylation of aliphatic amides including secondary N?H amides. This transition-metal-free chemistry with high chemoselectivity provides an efficient approach to α-hydroxy amides. This oxidative protocol significantly enables the selective functionalization of inert α-C?H bonds with the complete preservation of active N?H bond.

Synthesis and biological evaluation of a series of benzoxazole/ benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants

A series of benzoxazole/benzothiazole-2,3-dihydrobenzo[b][1,4]dioxine derivatives (5a-5d and 8a-8j) was synthesized. Compounds were evaluated for binding affinities at the 5-HT1A and 5-HT2A receptors. Antidepressant activities of the compounds were screened using the forced swimming test (FST) and the tail suspension test (TST). The results indicated that the compounds exhibited high affinities for the 5-HT1A and 5-HT2A receptors and showed a marked antidepressant-like activity. Compound 8g exhibited high affinities for the 5-HT1A (Ki = 17 nM) and 5-HT2A (Ki = 0.71 nM) receptors; it also produced a decrease of the immobility time and exhibited potent antidepressant-like effects in the FST and TST in mice.