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CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE is an organic compound that serves as an intermediate in the synthesis of various chemical products. It is characterized by its pale yellow or light beige to yellow-brownish color and plays a significant role in the chemical industry due to its ability to be transformed into useful compounds.

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  • 1469-48-3 Structure
  • Basic information

    1. Product Name: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE
    2. Synonyms: CIS-D-TETRAHYDROPHTHALIMIDE;CIS-4-CYCLOHEXEN-1,2-DICARBOXYLIC ACID IMIDE;CIS-4-CYCLOHEXENE-1,2-DICARBOXYIMIDE;CIS-4-TETRAHYDROPHTHALIMIDE;4-Cyclohexene-1,2-dicarboximide, cis- (8CI);cis-d4-Tetrahydrophthalimide;1,2,3,6-Tetrahydro ;4-CYCLOHEXENE-1,2-CARBOXIMIDE(CIS)
    3. CAS NO:1469-48-3
    4. Molecular Formula: C8H9NO2
    5. Molecular Weight: 151.16
    6. EINECS: 215-999-0
    7. Product Categories: Diels-Alder Adducts
    8. Mol File: 1469-48-3.mol
  • Chemical Properties

    1. Melting Point: 129-133 °C(lit.)
    2. Boiling Point: 336.8 °C at 760 mmHg
    3. Flash Point: 178 °C
    4. Appearance: Pale yellow or light beige to yellow-brownish or flakes/Powder or Flakes
    5. Density: 1.228 g/cm3
    6. Vapor Pressure: 0.00011mmHg at 25°C
    7. Refractive Index: 1.532
    8. Storage Temp.: Inert atmosphere,Room Temperature
    9. Solubility: soluble in Methanol
    10. PKA: 11.69±0.20(Predicted)
    11. BRN: 82338
    12. CAS DataBase Reference: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE(CAS DataBase Reference)
    13. NIST Chemistry Reference: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE(1469-48-3)
    14. EPA Substance Registry System: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE(1469-48-3)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21
    3. Safety Statements: 7-36/37/39-24/25
    4. WGK Germany: 3
    5. RTECS: GW4635000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1469-48-3(Hazardous Substances Data)

1469-48-3 Usage

Uses

Used in Chemical Synthesis:
CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE is used as an intermediate in the chemical synthesis process for creating cis-Captafol (C175740), which is a fungicide. Its role in this application is crucial, as it aids in the development of a product that helps protect crops from fungal infections, ensuring better agricultural yields.
Used in Pharmaceutical Industry:
CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE is also used as a building block in the synthesis of various pharmaceutical compounds. Its unique chemical properties make it a valuable component in the development of new drugs, contributing to advancements in the medical field.
Used in Pesticide Industry:
In the pesticide industry, CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE is used as a key component in the production of cis-Captafol, a fungicide that helps control fungal diseases in crops. Its application in this industry is essential for maintaining the health and productivity of agricultural plants, which in turn supports the global food supply.

Check Digit Verification of cas no

The CAS Registry Mumber 1469-48-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,6 and 9 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1469-48:
(6*1)+(5*4)+(4*6)+(3*9)+(2*4)+(1*8)=93
93 % 10 = 3
So 1469-48-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-2,5-6H,3-4H2,(H,9,10,11)/t5-,6+

1469-48-3 Well-known Company Product Price

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  • Aldrich

  • (T14206)  cis-1,2,3,6-Tetrahydrophthalimide  96%

  • 1469-48-3

  • T14206-100G

  • 290.16CNY

  • Detail

1469-48-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Cis-1,2,3,6-Tetrahydrophthalimide

1.2 Other means of identification

Product number -
Other names cis-3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione

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:1469-48-3 SDS

1469-48-3Relevant articles and documents

Synthesizing method of cis-1,2,3,6-tetrahydrophthalimide

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Paragraph 0033-0039; 0040-0045; 0047-0053; 0054-0060, (2018/09/11)

The invention discloses a synthesizing method of cis-1,2,3,6-tetrahydrophthalimide. The cis-1,2,3,6-tetrahydrophthalimide is prepared by allowing phthalimide and hydrogen serving as the raw materialsto have reaction under the effect of a catalyst. The synthesizing method has the advantages that side reaction is avoided by changing process conditions, and high selectivity and high conversion rateof the reaction are achieved; the product with the content being 98% or above can be obtained by performing simple distillation and crystallization and filtering on reaction liquid; low-temperature reaction is achieved by adding Raney nickel serving as the catalyst to catalyze the reaction, and the reaction conversion rate can reach up to 97% or above.

An expedient and convenient approach for one-pot synthesis of 1H-isoindole-1,3(2H)-diones

Ekhtiari, Zeinab,Havasi, Forugh,Nikpour, Farzad

, p. 941 - 944 (2016/10/13)

An easy and expedient method for the one-pot synthesis of 1H-isoindole-1,3(2H)-diones has been developed by the reaction of the corresponding cyclic anhydrides with guanidinium chloride as a nitrogen source in the presence of FeCl3 as a catalyst under mild reaction conditions.

A facile and convenient synthesis of 1H-isoindole-1,3(2H)-diones

Nikpour, Farzad,Kazemi, Samira,Sheikh, Davood

, p. 1559 - 1564 (2007/10/03)

A facile synthesis of 1H-isoindole-1,3(2H)-diones (3a-h) has been developed by the reaction of the corresponding anhydrides (1a-h) with potassium cyanate (4a) or sodium thiocyanate (4b). The reactions were carried out in neutral media under reflux or under microwave irradiation without use of catalyst. Good to excellent yields of the products were obtained in high purity with very simple work-up.{A figure is presented}.

Nonreductive enantioselective ring opening of N-(methylsulfonyl)dicarboximides with diisopropoxytitanium α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5- dimethanolate

Ramon, Diego J.,Guillena, Gabriela,Seebach, Dieter

, p. 875 - 894 (2007/10/03)

The bicyclic and tricyclic meso-N-(methylsulfonyl)dicarboximides 1a-f are converted enantioselectively to isopropyl [(sulfonamido)carbonyl]-carboxylates 2a-f by diisopropoxytitanium TADDOLate (75-92% yield; see Scheme 3). The enantiomer ratios of the products are between 86:14 and 97:3, and recrystallization from CH2Cl2/hexane leads to enantiomerically pure sulfonamido esters 2 (Scheme 3). The enantioselectivity shows a linear relationship with the enantiomer excess of the TADDOL employed (Fig. 3). Reduction of the ester and carboxamide groups (LiAlH4) and additional reductive cleavage of the sulfonamido group (Red-Al) in the products 2 of imide-ring opening gives hydroxy-sulfonamides 3 and amino alcohols 4, respectively (Scheme 4). The absolute configuration of the sulfonamido esters 2 is determined by chemical correlation (with 2a, b; Scheme 6), by the X-ray analysis of the camphanate of 3e (Fig. I), and by comparative 19F-NMR analysis of the Mosher esters of the hydroxy-sulfonamides 3 (Table I). A general proposal for the assignment of the absolute configuration of primary alcohols and amines of Formula HXCH2CHR1R2, X = O, NH, is suggested (see 11 in Table I). It follows from the assignment of configuration of 2 that the Re carbonyl group of the original imide 1 is converted to an isopropyl ester group. This result is compatible with a rule previously put forward for the stereochemical course of reactions involving titanium TADDOLate activated chelating electrophiles (12 in Scheme 7). A tentative mechanistic model is proposed (13 and 14 in Scheme 7).

Incorporation of Molecular Nitrogen Into Organic Compounds. Titanium Catalyzed Nitrogenation

Mori, Miwako,Kawaguchi, Mami,Hori, Masanori,Hamaoka, Shin-ichi

, p. 729 - 740 (2007/10/02)

Incorporation of molecular nitrogen into organic compounds was realized using a catalytic amount of TiCl4 in the presence of excess TMSCl and Li.Various imides were prepared from the corresponding acid anhydrides by use of this catalytic system.

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