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1-Adamantanecarboxylic acid

1-Adamantanecarboxylic acid
1-Adamantanecarboxylic acid structure
CAS No.
828-51-3
Chemical Name:
1-Adamantanecarboxylic acid
Synonyms
Saxaint-K;AKOS BC-0655;Adamantoic acid;1-ADAMANTOIC ACID;RARECHEM AQ TC 1001;1-Carboxyadamantane;OTAVA-BB BB0111370036;LABOTEST-BB LT00436929;1-Adamantanecarboxylic;adamantanecarboxylic acid
CBNumber:
CB3145173
Molecular Formula:
C11H16O2
Formula Weight:
180.24
MOL File:
828-51-3.mol

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. 
Store below +30°C.
form 
Crystalline Powder
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
InChIKey
JIMXXGFJRDUSRO-UHFFFAOYSA-N
CAS DataBase Reference
828-51-3(CAS DataBase Reference)
NIST Chemistry Reference
Adamantane-1-carboxylic acid(828-51-3)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
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
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.

1-Adamantanecarboxylic acid price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 106399 1-Adamantanecarboxylic acid 99% 828-51-3 25g $54.8 2018-11-13 Buy
Sigma-Aldrich 106399 1-Adamantanecarboxylic acid 99% 828-51-3 100g $157 2018-11-13 Buy
TCI Chemical A0742 1-Adamantanecarboxylic Acid >98.0%(GC)(T) 828-51-3 25g $18 2018-11-22 Buy
TCI Chemical A0742 1-Adamantanecarboxylic Acid >98.0%(GC)(T) 828-51-3 100g $48 2018-11-22 Buy
Alfa Aesar A12959 Adamantane-1-carboxylic acid, 99% 828-51-3 25g $59.7 2018-11-13 Buy

1-Adamantanecarboxylic acid Chemical Properties,Uses,Production

Chemical Properties

white to off-white crystalline powder

Uses

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

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.]

1-Adamantanecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products


1-Adamantanecarboxylic acid Suppliers

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1-Adamantanecarboxylic acid Spectrum


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