1,3-Adamantanedicarboxylic acid
- Product Name
- 1,3-Adamantanedicarboxylic acid
- CAS No.
- 39269-10-8
- Chemical Name
- 1,3-Adamantanedicarboxylic acid
- Synonyms
- ADAMANTANE-1,3-DICARBOXYLIC ACID;(1s,3s,5r,7r)-AdaMantane-1,3-dicarboxylic acid;AKOS BC-0656;1,3-DICARBOXYADAMANTANE;adamantane-1,3-dicarboxylate;1,3-ADAMANTANEDICARBOXYLIC ACID;1,3-Adamantanedicarboxylic Acid >1,3-Adamantanedicarboxylic acid 98%;Tricyclo[3.3.1.13,7]decane-1,3-dicarboxylic acid;tricyclo(3.3.1.1(sup3,7))decane-1,3-dicarboxylicacid
- CBNumber
- CB5316047
- Molecular Formula
- C12H16O4
- Formula Weight
- 224.25
- MOL File
- 39269-10-8.mol
1,3-Adamantanedicarboxylic acid Property
- Melting point:
- 276-278 °C (lit.)
- Boiling point:
- 380.6±15.0 °C(Predicted)
- Density
- 1.461±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Sparingly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 4.24±0.40(Predicted)
- color
- White to Off-White
- CAS DataBase Reference
- 39269-10-8(CAS DataBase Reference)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- RTECS
- YD1994000
- HS Code
- 29172090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 340820
- Product name
- 1,3-Adamantanedicarboxylic acid
- Purity
- 98%
- Packaging
- 1G
- Price
- $120
- Updated
- 2023/01/07
- Product number
- A1358
- Product name
- 1,3-Adamantanedicarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 5g
- Price
- $73
- Updated
- 2024/03/01
- Product number
- A1358
- Product name
- 1,3-Adamantanedicarboxylic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 25g
- Price
- $246
- Updated
- 2024/03/01
- Product number
- H60081
- Product name
- Adamantane-1,3-dicarboxylic acid, 98%
- Packaging
- 1g
- Price
- $53.65
- Updated
- 2024/03/01
- Product number
- H60081
- Product name
- Adamantane-1,3-dicarboxylic acid, 98%
- Packaging
- 5g
- Price
- $211.65
- Updated
- 2024/03/01
1,3-Adamantanedicarboxylic acid Chemical Properties,Usage,Production
Uses
1,3-Adamantanedicarboxylic acid is a carboxylic acid derivative of adamantane. It is widely used in drug industry, polymer synthesis and fine chemicals as key intermediates. It is also used as antidepressants or antiparkinsonic drugs in clinical practice.
Preparation
1,3-Adamantanedicarboxylic acid was synthesized from 1-adamantane carboxylic acid by one-pot method. In this process, the ratio of mixed acid (nitric acid and sulfuric acid) have important effect on the yield, the role of sulfuric acid not only is solvent, but also can improve the oxidate ability of nitric acid.
Efficient Synthesis of 1,3-Adamantanedicarboxylic Acid and 1,3-Diaminoadamantane
Reaction: 1-Adamantane carboxylic acid (20 g), nitric acid (65 %, 20 mL) and sulfuric acid (98 %, 160 mL) were placed in a three-necked roundbottom flask fitted with an efficient magnetic stirrer and a thermometer. Cooled to 0 oC and held at 0 oC, anhydrous formic acid (80 %, 70 mL) was added dropwise in 5 h and reacted for 1 h. poured to crushed ice, filtered and then washed the precipitate several times with water to give a white solid. Then the white solid was dissolved in aqueous NaOH solution and the upper clear solution was separated and acidified by HCl to pH = 3. Filtered, washed with water, dried in vacuum, recrystallized from ethanol. White solid, yield 22.9 g (92 %). m.p.: 275- 276 oC
1H NMR (DMSO-d6, 400 MHz) δ: 1.616 (m, 2H), 1.691-1.727 (m, 4H), 1.759-1.791 (m, 4H), 1.850-1.882 (m, 2H), 2.059 (m, 1H), 12.062 (br, s, 2H, COOH); 13C NMR (100 MHz, DMSO-d6) δ 27.37 (C-5, C-7), 34.98 (C-6), 37.66 (C-4, C-8, C-9, C-10), 39.78 (C-2), 39.89 (C-2, C-3), 177.76 (COOH). IR (KBr, νmax, cm-1) : 2913, 2851, 2636, 1691, 1451, 1410, 1344, 1249, 1103, 1084, 952, 743, 670, 528; Anal. calcd for C12H16O4: C 64.29, H 7.14; found C 64.55, H 7.22.
Purification Methods
Dissolve the acid in aqueous NaOH, treat with charcoal, filter and acidify with dilute HCl. It crystallises from MeOH. [Stetter & Wulff Chem Ber 93 1366 1960, Beilstein 9 III 4066, 9 IV 2997.]
1,3-Adamantanedicarboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,3-Adamantanedicarboxylic acid manufacturers
- Product
- 1,3-Adamantanedicarboxylic acid 39269-10-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 97%+
- Supply Ability
- 10000kgs per Month
- Release date
- 2023-04-19
- Product
- 1,3-Adamantanedicarboxylic acid 39269-10-8
- Price
- US $1.00/kg
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2018-12-21