ChemicalBook > CAS DataBase List > CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE

CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE

Product Name: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE
CAS No.: 1469-48-3
Chemical Name: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE
Synonyms: 1,2,3,6-Tetrahydro ;tetrahydro-phthalimid;cis-1,2,3,6-Tetrahydroph;CIS-D-TETRAHYDROPHTHALIMIDE;CIS-4-TETRAHYDROPHTHALIMIDE;cis-d4-Tetrahydrophthalimide;cyclohexene-1,2-dicarboximide;CIS-1,2,3,6-TRAHYDROPHTHALIMIDE;cis-delta4-Tetrahydrophthalimide;cis-1,2,3,6-Tetrahydrophthalimide
CBNumber: CB0377623
Molecular Formula: C8H9NO2
Formula Weight: 151.16
MOL File: 1469-48-3.mol

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CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE Property

Melting point:: 129-133 °C(lit.)
Boiling point:: 142-146 °C(Press: 2 Torr)
Density: 1.228±0.06 g/cm3(Predicted)
Flash point:: 178 °C
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Methanol
pka: 11.69±0.20(Predicted)
form: Powder or Flakes
color: Pale yellow or light beige to yellow-brownish or flakes
BRN: 82338
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+
InChIKey: CIFFBTOJCKSRJY-OLQVQODUNA-N
SMILES: C1(=O)[C@]2([H])[C@@]([H])(CC=CC2)C(=O)N1 |&1:2,4,r|
CAS DataBase Reference: 1469-48-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xn
Risk Statements: 20/21
Safety Statements: 7-36/37/39-24/25
WGK Germany: 3
RTECS: GW4635000
HS Code: 29251900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T14206
Product name: cis-1,2,3,6-Tetrahydrophthalimide
Purity: 96%
Packaging: 100g
Price: $29.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 43672
Product name: cis-1,2,3,6-Tetrahydrophthalimide
Purity: certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Packaging: 50 mg
Price: $84.8
Updated: 2025/07/31

TCI Chemical

Product number: T2801
Product name: cis-1,2,3,6-Tetrahydrophthalimide
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $29
Updated: 2025/07/31

TCI Chemical

Product number: T2801
Product name: cis-1,2,3,6-Tetrahydrophthalimide
Purity: >98.0%(GC)(T)
Packaging: 250g
Price: $107
Updated: 2025/07/31

TRC

Product number: T294240
Product name: cis-Tetrahydrophthalimide
Packaging: 50g
Price: $50
Updated: 2021/12/16

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CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE Chemical Properties,Usage,Production

Chemical Properties

pale yellow or light beige to yellow-brownish

Uses

cis-Tetrahydrophthalimide is an intermediate to synthesize cis-Captafol (C175740), which was used as a fungicide.

Definition

ChEBI: Cis-1,2,3,6-Tetrahydrophthalimide is a member of isoindoles.

Synthesis

136918-14-4

1469-48-3

The general procedure for the synthesis of tetrahydrophenamine from 3-hydroxy-1H-isoindol-1-one was as follows: 30 g (0.20 mol) of phthalimide, 600 ml of N,N-dimethylformamide (DMF), and 9 g of nickel Nguyenne were added to a 1L stainless steel magnetically stirred autoclave, and the reactor was sealed. After displacing the air in the kettle under nitrogen protection, stirring was started and the temperature was gradually increased. When the temperature rose to 110°C, the gauge pressure showed 0 MPa. At this time, hydrogen was introduced into the kettle to keep the reaction temperature between 105 and 115°C. The reaction was carried out under the protection of nitrogen. After 70 minutes of reaction, the pressure gauge was observed to rise, at which time the hydrogen inlet valve was closed and stirring was continued for 30 minutes until the pressure gauge returned to zero. Repeat the process of passing and stopping hydrogen as described above, making sure to stop the flow of hydrogen each time the pressure gauge indicated pressure, and then pass hydrogen again when the pressure returned to zero. After the total reaction time reached 10 hours, the reaction mixture was cooled to 40°C, the gas in the kettle was replaced with nitrogen and the reaction solution was poured out. The reaction solution was filtered to remove the catalyst and the filtrate was transferred to a rotary evaporator. DMF was removed by distillation under reduced pressure using a water-circulating vacuum pump, and the distillation was stopped after collecting about 550 ml of distillate. Cooling to room temperature precipitated a large number of white granular crystals, which were filtered through a Büchner funnel and the filtrate was combined with the distillate. The filter cake was washed with 20 ml of water and dried to give 30 g of pure white crystalline powder. The product had a melting point of 134.5°C~135.4°C. The purity was 99.51% by liquid chromatography, and the yield of phthalimide was 97.40%.

References

[1] Patent: CN108409632, 2018, A. Location in patent: Paragraph 0033-0039; 0040-0045; 0047-0053; 0054-0060

CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE Suppliers

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View Lastest Price from CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE 1469-48-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 mt
Release date: 2024-12-10

Shaanxi Dideu Medichem Co. Ltd

Product: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE 1469-48-3
Price: US $4656.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2024-07-25

Zhuozhou Wenxi import and Export Co., Ltd

Product: CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE 1469-48-3
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

1469-48-3, CIS-1,2,3,6-TETRAHYDROPHTHALIMIDERelated Search:

CIS,CIS-9,12-OCTADECADIENOL cis-3-Hydroxycyclobutanecarboxylic acid cis-4-Hydroxy-D-proline cis-1,2-Diaminocyclohexane cis-1,4-Dichloro-2-butene 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE N-Hydroxy-5-norbornene-2,3-dicarboximide CAPTAFOL 2-(5-Norborene-2,3-dicarboximido)-1,1,3,3-tetramethyluronium tetrafluoroborate TERT-BUTYL ISOCYANIDE Tosylmethyl isocyanide Noreximide HNTU N-(2-Ethylhexyl)-5-norbornene-2,3-dicarboximide cis-1,2,3,6-Tetrahydrophthalimide Tetrahydrophthalimide O-Phthalimide

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

cis-1,2,3,6-Tetrahydrophthalimide,96%

cis-1,2,3,6-Tetrahydrophthalimide

4-CYCLOHEXENE-1,2-CARBOXIMIDE(CIS)

cis-1,2,3,6-Tetrahydrophthalimide,cis-4-Cyclohexene-1,2-dicarboximide

cis-1,2,3,6-TetrahydrophthaliMide, 96% 250GR

cis-1,2,3,6-Tetrahydroph

cis-3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione

cis-1,2,3,6-TetrahydrophthaliMide, 97+%

cis-1,2,3,6-Tetrahydrophthalimide

3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione

4-Cyclohexene-1,2-dicarboximide, cis-

cis-delta4-Tetrahydrophthalimide

cyclohexene-1,2-dicarboximide

tetrahydro-1h-isoindole-3(2h)-dione

tetrahydro-phthalimid

(3aR,7aS)-3a,4,7,7a-tetrahydroisoindole-1,3-dione

(3aR,7aS)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione, cis

cis-1,2,3,6-Tetrahydrophthalimide@100 μg/mL in MeOH

cis-1,2,3,6-Tetrahydrophthalimide@1000 μg/mL in MeOH

1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-, (3aR,7aS)-rel-

cis-1,2,3,6-Tetrahydrophthalimide Solution in Methanol, 100μg/mL

cis-1,2,3,6-Tetrahydrophthalimide 96%

CIS-1,2,3,6-TRAHYDROPHTHALIMIDE

cis-1,2,3,6-Tetrahydrophthalimide, ≥ 98.0%

C17406500 cis-1,2,3,6-Tetrahydrophthalimide

cis-1,2,3,6-Tetrahydrophthalimide 100 μg/ml Acetone

cis-1,2,3,6-Tetrahydrophthalimide 100 μg/ml Acetonitrile

1469-48-3

Diels-Alder Adducts