CAS No.6289-46-9,2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester Suppliers,MSDS download

Products Categories

Pharmaceutical (41)
Organic Chemicals (31)
Others (15)
Reagent (4)
Dyestuff and Pigment (4)
Materials (2)
Plant Extract (1)

Basic Information

Molecular Structure:
CAS No.:	6289-46-9
Name:	2,5-dioxo-1,4-cyclohexanedicarboxylic acid dimethyl ester
Article Data:	18

Formula:	C₁₀H₁₂O₆
Molecular Weight:	228.202
Synonyms:	1,4-Cyclohexanedicarboxylicacid, 2,5-dioxo-, dimethyl ester (7CI,8CI,9CI);Dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate;Dimethyl succinosuccinate;NSC 122567;NSC 5670;Succinosuccinic acid dimethyl ester;
EINECS:	228-528-9
Density:	1.306 g/cm³
Melting Point:	154-157 °C
Boiling Point:	350.5 °C at 760 mmHg
Flash Point:	156.1 °C
Solubility:	Soluble in water 0.0016 g/L.
Appearance:	white to light yellow-green fine crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	37/39-26-24/25
PSA:	86.74000
LogP:	-0.50320

Synthetic route

: 106-65-0
Dimethyl succinate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 60 - 80℃; for 2h; Temperature;	95%
With sodium methylate at 140 - 145℃; for 3.5h; Temperature; Inert atmosphere;	86.42%
With sodium methylate In methanol for 20h;	65%

: 124-41-4
sodium methylate

: 106-65-0
Dimethyl succinate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
at 100℃; for 6h; Claisen Condensation; Inert atmosphere;	75.4%

: 67-56-1
methanol

: 124-41-4
sodium methylate

: 106-65-0
Dimethyl succinate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid In water	68%

...Expand

: 32807-28-6
Methyl 4-chloroacetoacetate

: (R)-(phenyl)(phenylmethoxycarbonylamino)acetic acid potassium salt

A: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

B: 261963-22-8
(-)-3-oxo-4-[(R)-(phenyl)(phenylmethoxycarbonylamino)acetoxy]butanoic acid methyl ester

Conditions

Conditions	Yield
With potassium iodide In N,N-dimethyl-formamide at 20℃; for 5h; Condensation; esterification; cyclisation;	A n/a B 65%

...Expand

: 32807-28-6
Methyl 4-chloroacetoacetate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20 - 60℃; for 13h;	52%

: 67-56-1
methanol

: 124-41-4
sodium methylate

: 123-25-1
succinic acid diethyl ester

A: 110-15-6
succinic acid

B: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
bei laengerem Erhitzen;

...Expand

: 79-20-9
acetic acid methyl ester

: 106-65-0
Dimethyl succinate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
With sodium at 90 - 100℃;

: 32807-28-6
Methyl 4-chloroacetoacetate

: Potassium; (S)-benzyloxycarbonylamino-phenyl-acetate

A: 17609-52-8
Z-D-phenylglycine

B: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

C: 4-((S)-2-Benzyloxycarbonylamino-2-phenyl-acetoxy)-3-oxo-butyric acid methyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Ambient temperature;

...Expand

: 105-45-3
acetoacetic acid methyl ester

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / 0.5 h 2: potassium carbonate / ethanol View Scheme

: 3600-18-8
methyl 2-bromo-3-oxobutanoate

: 6289-46-9
dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In ethanol

Total:77 Page 1 of 3 1 2 3 Next>>

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 6289-46-9

Specification

The IUPAC name of Dimethyl succinylo succinate is dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate. With the CAS registry number 6289-46-9, it is also named as Succinosuccinic acid, dimethyl ester. The product's categorie is pharmaceutical intermediates. It is white to light yellow-green fine crystalline powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -0.24; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.87; (8)ACD/KOC (pH 7.4): 17.47; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.482; (13)Molar Refractivity: 49.83 cm³; (14)Molar Volume: 174.6 cm³; (15)Polarizability: 19.75×10^-24 cm³; (16)Surface Tension: 47.3 dyne/cm; (17)Enthalpy of Vaporization: 59.51 kJ/mol; (18)Vapour Pressure: 4.38E-05 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Tautomer Count: 15; (21)Exact Mass: 228.063388; (22)MonoIsotopic Mass: 228.063388; (23)Topological Polar Surface Area: 86.7; (24)Heavy Atom Count: 16; (25)Complexity: 311.

Preparation of Dimethyl succinylo succinate: It can be obtained by succinic acid dimethyl ester. This reaction needs reagent sodium methylate
dioxane.

Uses of Dimethyl succinylo succinate: It is used in the production of pigments such as Pigment Red 122 and Pigment Violet 19. It also can react with 2,4-diamino-phenol to get 2,5-bis-(3-amino-4-hydroxy-phenylamino)-cyclohexa-1,4-diene-1,4-dicarboxylic acid dimethyl ester. This reaction needs reagent N-ethylpiperidine at temperature of 105 °C. The reaction time is 7 hours. The yield is 80%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC)C1C(=O)CC(C(=O)C1)C(=O)OC
2. InChI:InChI=1/C10H12O6/c1-15-9(13)5-3-8(12)6(4-7(5)11)10(14)16-2/h5-6H,3-4H2,1-2H3
3. InChIKey:MHKKFFHWMKEBDW-UHFFFAOYAT