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5-Chlorobicyclo[2.2.1]hept-2-ene is a bicyclic organic compound with the molecular formula C7H9Cl, featuring a ring of seven carbon atoms and one chlorine atom. This colorless liquid possesses a strong, pungent odor and is utilized as an intermediate in the synthesis of various chemical compounds.

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  • 3721-19-5 Structure
  • Basic information

    1. Product Name: 5-chlorobicyclo[2.2.1]hept-2-ene
    2. Synonyms:
    3. CAS NO:3721-19-5
    4. Molecular Formula: C7H9Cl
    5. Molecular Weight: 128.5994
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 3721-19-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 174.2°C at 760 mmHg
    3. Flash Point: 42.9°C
    4. Appearance: N/A
    5. Density: 1.13g/cm3
    6. Vapor Pressure: 1.63mmHg at 25°C
    7. Refractive Index: 1.53
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 5-chlorobicyclo[2.2.1]hept-2-ene(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-chlorobicyclo[2.2.1]hept-2-ene(3721-19-5)
    12. EPA Substance Registry System: 5-chlorobicyclo[2.2.1]hept-2-ene(3721-19-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 3721-19-5(Hazardous Substances Data)

3721-19-5 Usage

Uses

Used in Pharmaceutical Industry:
5-Chlorobicyclo[2.2.1]hept-2-ene serves as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Agrochemical Industry:
5-chlorobicyclo[2.2.1]hept-2-ene is also utilized as an intermediate in the production of agrochemicals, playing a role in the creation of pesticides and other agricultural products to enhance crop protection and yield.
Used as a Reagent in Organic Synthesis:
5-Chlorobicyclo[2.2.1]hept-2-ene functions as a reagent in organic synthesis, facilitating various chemical reactions and the formation of different organic compounds for research and industrial applications.
Used as a Solvent in Industrial Processes:
In addition to its roles as an intermediate and reagent, 5-chlorobicyclo[2.2.1]hept-2-ene is employed as a solvent in a range of industrial processes, aiding in the dissolution and interaction of various substances.
It is crucial to handle 5-chlorobicyclo[2.2.1]hept-2-ene with care due to its potential to cause irritation to the skin, eyes, and respiratory system.

Check Digit Verification of cas no

The CAS Registry Mumber 3721-19-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,2 and 1 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3721-19:
(6*3)+(5*7)+(4*2)+(3*1)+(2*1)+(1*9)=75
75 % 10 = 5
So 3721-19-5 is a valid CAS Registry Number.

3721-19-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-chloro-exo-5-norbornene

1.2 Other means of identification

Product number -
Other names (+-)-5exo-chloro-norborn-2-ene

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:3721-19-5 SDS

3721-19-5Relevant articles and documents

Endo entry to the nortricyclyl-norbornenyl cation system: Stereochemistry in the fragmentation of endo-5-norbornenyl-2-oxychlorocarbene

Moss, Robert A.,Fu, Xiaolin,Sauers, Ronald R.,Wipf, Peter

, p. 8454 - 8460 (2007/10/03)

Fragmentation of (S)-endo-5-norbornenyl-2-oxychlorocarbene [(S)-8] in cyclohexane-d12 gives ~20% (S)-endo-2-chloro-5-norbornene [(S)-7] with ~50% ee, 65-70% (R)-exo-2-chloro-5-norbornene [(R)-4] with >95% ee, and ~12% (R)-3-nortricyclyl chloride [(R)-5] with ~22% ee. (Analogous stereochemical results were also obtained starting with the enantiomeric carbene (R)-8.) The (S)-8 to (S)-7 and (S)-8 to (R)-4 conversions are ascribed mainly to retention and inversion SNi transition states, respectively. These have been located by computational methods and are nearly isoenergetic. In more polar solvents (CDCl3 and CD3CN), the fragmentation of (S)-8 increasingly occurs via competitive ion pair pathways in which steroselectivity is diminished, and escape to the norbornenyl-nortricyclyl cation directs the products away from endo-2-chloro-5-norbornene toward exo-chloride 4 and nortricyclyl chloride 5.

Nortricyclyl-norbornenyl cation system accessed by carbene fragmentation

Moss, Robert A.,Ma, Yan,Sauers, Ronald R.,Madni, Mahvash

, p. 3628 - 3634 (2007/10/03)

Fragmentation of nortricyclyloxychlorocarbene 5 in pentane occurs by an SNi-like process which yields nortricyclyl chloride 3g. In more polar solvents, fragmentation leads to nortricyclyl cation chloride anion pairs (9) that give mainly 3g, accompanied by ~10% of exo-2-norbornenyl chloride 4g. From exo-2-norbornenyloxychlorocarbene 6 in hydrocarbon solvents, "SNi" reactions lead mainly to exo- (4g) and endo-2-chloro-5-norbornenes (4g′). Leakage to ion pairs adds ~16% of nortricyclyl chloride 3g. In more polar solvents, the main product remains chloride 4g, but increasing quantities of 3g appear due to enhanced participation of ion pairs. Fragmentations of 5 and 6 in MeOH afford chlorides 3g and 4g as well as the corresponding methyl ethers 3b and 4b. Nortricyclyl cation and norbornenyl cation chloride anion pairs and methanol-solvated nortricyclyl cations are invoked to rationalize the results.

Unexpected interconnection of the 7-norbornenyl and 3-nortricyclcyl/5- norbornen-2-yl cations

Moss, Robert A.,Fu, Xiaolin

, p. 5321 - 5324 (2007/10/03)

Fragmentation of syn-7-norbornenyloxychlorocarbene provides products derived from both 7-norbornenyl cation-chloride anion pairs and from 3-nortricyclyl/2-norbornen-5-yl cation-chloride anion pairs. A 5,7-hydride shift within the 7-norbornenyl cation is proposed to interconnect the two cation systems.

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