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1-Adamantanecarboxylic acid

CAS No.
828-51-3
Chemical Name:
1-Adamantanecarboxylic acid
Synonyms
ADAMANTANE-1-CARBOXYLIC ACID;1-Adamantyl Carboxylic Acid;Adamantoic acid;1-AdamantanecarboxyL;adamantanecarboxylic acid;1-Adamantanecarboxylic;Adamantane-1-carboxylic acid 99%;Saxaint-K;AKOS BC-0655;1-ADAMANTOIC ACID
CBNumber:
CB3145173
Molecular Formula:
C11H16O2
Molecular Weight:
180.24
MDL Number:
MFCD00074720
MOL File:
828-51-3.mol
MSDS File:
SDS
Last updated:2024-11-14 14:09:35

1-Adamantanecarboxylic acid Properties

Melting point 172-174 °C (lit.)
Boiling point 253.08°C (rough estimate)
Density 0.9976 (rough estimate)
refractive index 1.4910 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform, Methanol (Slightly)
form Crystalline Powder
pka 4.86±0.20(Predicted)
color White to off-white
Water Solubility Insoluble in water. Solubility in methanol gives very faint turbidity. Soluble in ethanol, chloroform, and dichloromethane.
BRN 1910637
InChI InChI=1S/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13)
InChIKey JIMXXGFJRDUSRO-UHFFFAOYSA-N
SMILES C12(C(O)=O)CC3CC(CC(C3)C1)C2
CAS DataBase Reference 828-51-3(CAS DataBase Reference)
EWG's Food Scores 1
NIST Chemistry Reference Adamantane-1-carboxylic acid(828-51-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H335-H315-H319
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  AU4452200
Hazard Note  Irritant
HS Code  29162000
NFPA 704
0
2 0

1-Adamantanecarboxylic acid price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 106399 1-Adamantanecarboxylic acid 99% 828-51-3 25g $71.9 2024-03-01 Buy
Sigma-Aldrich 106399 1-Adamantanecarboxylic acid 99% 828-51-3 100g $114 2024-03-01 Buy
TCI Chemical A0742 1-Adamantanecarboxylic Acid >98.0%(GC)(T) 828-51-3 25g $26 2024-03-01 Buy
TCI Chemical A0742 1-Adamantanecarboxylic Acid >98.0%(GC)(T) 828-51-3 100g $75 2024-03-01 Buy
Alfa Aesar A12959 Adamantane-1-carboxylic acid, 99% 828-51-3 25g $59.65 2024-03-01 Buy
Product number Packaging Price Buy
106399 25g $71.9 Buy
106399 100g $114 Buy
A0742 25g $26 Buy
A0742 100g $75 Buy
A12959 25g $59.65 Buy

1-Adamantanecarboxylic acid Chemical Properties,Uses,Production

Chemical Properties

white to off-white crystalline powder

Uses

1-Adamantanecarboxylic acid can be used as:

  • A stabilizer in the synthesis of monodisperse, highly crystalline CoPt3?nanoparticles and porous platinum nanoparticles.
  • An additive in polycondensation reactions to yield conjugated polymers as possible optoelectronic materials.
  • An additive in the allylic substitution reaction, which is catalyzed by palladium in an aqueous medium.

Uses

It can be used as a stabilizer in the synthesis of monodisperse, highly crystalline CoPt3 nanoparticles1 and porous platinum nanoparticles. It is a potent and reversible CerK inhibitor.

Uses

Adamantoic Acid is an inhibitor of chorismate mutase activity and hydroxyphenylpyruvate synthase. It inhibits TTR conformational changes facilitating amyloid fibril formation.

Synthesis Reference(s)

Synthetic Communications, 18, p. 545, 1988 DOI: 10.1080/00397918808060749

Biochem/physiol Actions

1-Adamantanecarboxylic acid undergoes complexation reactions with cyclohexaamylose. It is an inhibitor of phenyl ester hydrolysis of cycloheptaamylose.

Purification Methods

Possible impurities are trimethylacetic acid and C9 and C13 acids. Dissolve 15g of the acid in CCl4 (300mL) and shake with 110mL of 15N aqueous NH3 whereby the ammonium salt separates and is collected. Acid impurities form soluble ammonium salts. The salt is washed with cold Me2CO (20mL) and suspended in H2O (250mL). This is treated with 12N HCl and extracted with CHCl3 (100mL). The dried (Na2SO4) extract was evaporated and the residue was recrystallised from a mixture of MeOH (30mL) and H2O (ca 10mL) to give the pure acid (10-11g). [Koch & Haaf Org Synth Coll Vol V 20 1973.] It was also recrystallised from absolute EtOH and dried under vacuum at 100o. Alternatively, the acid (5g) is refluxed for 2hours with 15mL of MeOH and 2mL of 98% H2SO4 (cool when mixing this solution). Pour into 10 volumes of H2O and extract with the minimum volume of CHCl3 to give clear separation of phases. The extract is washed with H2O, dried (CaCl2) and distilled. The methyl ester is collected at 77-79o/1mm, m 38-39o. The ester is hydrolysed with the calculated amount of N KOH and refluxed until clear. Acidification with HCl provides the pure acid with 90% recovery. The amide crystallises from cyclohexane, m 189o. [Stetter et al. Chem Ber 92 1629 1959.] [Beilstein 9 IV 253.]

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View Lastest Price from 1-Adamantanecarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Adamantanecarboxylic acid pictures 2024-11-22 1-Adamantanecarboxylic acid
828-51-3
US $99.00-66.00 / kg 0.001kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
1-Adamantanecarboxylic acid pictures 2024-11-22 1-Adamantanecarboxylic acid
828-51-3
US $100.00 / kg 1kg 99 5000 Hebei Zhuanglai Chemical Trading Co.,Ltd
1-Adamantanecarboxylic acid pictures 2024-11-14 1-Adamantanecarboxylic acid
828-51-3
US $1.00 / kg 1kg 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
1-ADMANTANE CARBOXYLIC ACID 1-Adamantane-1-carboxylic acid 1-Adamantanecarboxylic acid ,99% 3-adamantanecarboxylicacid ricyclo[3.3.1.13,7]decane-1-carboxylic acid Tricyclo[3.3.1.13,7]-decane-1-carboxylic acid Tricyclo[3,3,1,1]3,7 decanecarbonoic acid 1-Adamantan Carboxylic Acid 1-adamantylmethanoic acid Adamantane-3-carboxylic acid 1-Adamantanecarboxylic acid 5g [828-51-3] 1-AdaMantanecarboxylic acid, 99% 5GR 1-ADAMANTANECARBOXYLIC ACID FOR SYNTHESI 1-Carboxyadamantane, Tricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid 1-Adamantanecarboxylic acid 99% (1s,3s)-adamantane-1-carboxylic acid 1-AdaMantanecarboxylic Acid, 97+% AKOS BC-0655 RARECHEM AQ TC 1001 OTAVA-BB BB0111370036 TRICYCLO[3.3.1.1(3,7)]DECANE-1-CARBOXYLIC ACID TRICYCLO[3.3.1.1]DECANE-1-CARBOXYLIC ACID Tricyclo[3.3.1.1(3,7)]decan-1-Carboxylic acid 1-ADAMANTANECARBOXYLIC ACID 1-ADAMANTOIC ACID 1-Carboxyadamantane 3-Adamantanecarboxylic acid LABOTEST-BB LT00436929 Saxaint-K 1-adamantanecarboxylate 1-Adamantanecarboxylic acid, 99%, for synthesis 1-AdamantanecarboxylicAcid> 1-Adamantanecarboxylic Adamantane-1-carboxylic acid 99% adamantanecarboxylic acid Adamantoic acid 1-Adamantyl Carboxylic Acid ADAMANTANE-1-CARBOXYLIC ACID 1-AdamantanecarboxyL 1-Adamantanecarboxylic acid (6CI, 7CI, 8CI) 8-allyl-8-hydroxytricyclo decane 828-51-3 C11H16O2 C11H15O2 Organic Building Blocks C11 to C12 Carboxylic Acids Carbonyl Compounds Building Blocks Adamantanes C11 to C12 Carbonyl Compounds Carboxylic Acids Organic acids Adamantanes