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
<I>cis</I>-1,2,3,6-Tetrahydrophthalimide
Purity
certified reference material, <I>Trace</I><B>CERT</B><SUP>&#174;</SUP>, 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

J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11035
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768836
Email
1791901229@qq.com
Country
China
ProdList
6950
Advantage
52
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9815
Advantage
79
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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-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+%
  • <i>cis</i>-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