ChemicalBook > CAS DataBase List > 1-Adamantaneacetic acid

1-Adamantaneacetic acid

Product Name
1-Adamantaneacetic acid
CAS No.
4942-47-6
Chemical Name
1-Adamantaneacetic acid
Synonyms
2-(adaMantan-1-yl)acetic acid;adamantaneacetic acid;NSC310162;ST5202965;AKOS B019591;Oprea1_744522;AKOS MSC-0706;127272_ALDRICH;EINECS 225-585-1;Maybridge1_002200
CBNumber
CB0725600
Molecular Formula
C12H18O2
Formula Weight
194.27
MOL File
4942-47-6.mol
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1-Adamantaneacetic acid Property

Melting point:
134-137 °C (lit.)
Boiling point:
270.73°C (rough estimate)
Density 
1.0086 (rough estimate)
refractive index 
1.4949 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Solubility in Methanol - almost transparency
form 
Crystalline Powder or Crystals
pka
5.00±0.10(Predicted)
color 
White to off-white
BRN 
641412
InChI
InChI=1S/C12H18O2/c13-11(14)7-12-4-8-1-9(5-12)3-10(2-8)6-12/h8-10H,1-7H2,(H,13,14)
InChIKey
AOTQGWFNFTVXNQ-UHFFFAOYSA-N
SMILES
C12(CC(O)=O)CC3CC(CC(C3)C1)C2
CAS DataBase Reference
4942-47-6(CAS DataBase Reference)
NIST Chemistry Reference
1-Adamantaneacetic acid(4942-47-6)
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Safety

Hazard Codes 
Xi,Xn,F
Risk Statements 
36/37/38-15-10
Safety Statements 
22-24/25-43-7/8
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29162090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
127272
Product name
1-Adamantaneacetic acid
Purity
98%
Packaging
5g
Price
$167
Updated
2025/07/31
Sigma-Aldrich
Product number
127272
Product name
1-Adamantaneacetic acid
Purity
98%
Packaging
25g
Price
$233
Updated
2025/07/31
TCI Chemical
Product number
A0736
Product name
1-Adamantaneacetic Acid
Purity
>99.0%(T)
Packaging
5g
Price
$73
Updated
2025/07/31
TCI Chemical
Product number
A0736
Product name
1-Adamantaneacetic Acid
Purity
>99.0%(T)
Packaging
25g
Price
$215
Updated
2025/07/31
Usbiological
Product number
408702
Product name
1-Adamantaneacetic Acid
Packaging
5g
Price
$403
Updated
2021/12/16
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1-Adamantaneacetic acid Chemical Properties,Usage,Production

Chemical Properties

white to off-white crystalline powder or crystals

Uses

1-Adamantaneacetic acid was used as an acylating agent in determining pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) that were modified in the N-terminal part of the molecule.

Biochem/physiol Actions

1-Adamantaneacetic acid is an inhibitor of chorismate mutase-prephenate dehydrogenase (EC 1.3.1.12) from Escherichia coli K12 (strain JP 232).

Synthesis

27174-71-6

144-55-8

4942-47-6

General procedure for synthesizing 1-adamantylacetic acid from methyl 2-(adamantan-1-yl)acetate and sodium bicarbonate: referring to the preparation of 2-adamantylacetic acid in Example 10, 2.53 g of sodium hydroxide was dissolved in 433 mL of methanol, and 1,125 mL of methanol solution containing 150 g (0.72 mol) of methyl 2-adamantylacetic acid was added, and the reaction was stirred at room temperature for 6 hours at room temperature with stirring. Upon completion of the reaction, the reaction mixture was concentrated under vacuum. To the concentrated residue was added aqueous sodium bicarbonate solution and the mixture was washed with ether. Subsequently, the aqueous layer was adjusted to pH 1 with 12N hydrochloric acid and extracted with ethyl acetate. The combined extracts were dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the filtrate was concentrated in vacuum to give the target product 1-adamantaneacetic acid. Yield: 129.39 g, 93% yield.

Purification Methods

Dissolve the acid in hot NaOH, treat with charcoal, filter and acidify. Collect the solid, wash it with H2O, dry and recrystallise it from MeOH. [Stetter et al. Chem Ber 92 1629 1959.] The acid chloride [2094-72-6] has M 168.7, m 51-54o, and b 135-136o/1mm. LACHRYMATORY.

References

[1] Patent: US5658923, 1997, A

1-Adamantaneacetic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Adamantaneacetic acid Suppliers

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View Lastest Price from 1-Adamantaneacetic acid manufacturers

Wuhan JiyunZen Tech Co., Ltd.
Product
1-Adamantaneacetic acid 4942-47-6
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99% hplc
Supply Ability
500TONS
Release date
2025-05-30
Hebei Chuanghai Biotechnology Co., Ltd
Product
1-Adamantaneacetic acid 4942-47-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-12-10
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1-Adamantaneacetic acid 4942-47-6
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-04-23

4942-47-6, 1-Adamantaneacetic acidRelated Search:

Amantadine Ethyl 2-(Chlorosulfonyl)acetate Adamantane Hyaluronic acid Folic acid Ethyl acetate Citric acid Ascoric Acid 1-ADAMANTYLMALONIC ACID 1-ADAMANTANEACETIC ACID ETHYL ESTER Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(R-PTAD)4 1-ADAMANTYL(BROMO)ACETIC ACID (S)-Fmoc-1-adamantyl-glycine ADAMANTAN-1-YL-AMINO-ACETIC ACID Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(S-PTAD)4 1-Adamantaneacetic acid methyl ester (S)-Boc-1-adamantyl-glycine 3-Bromo-1-adamantaneacetic acid

  • a-(1-Adamantyl)acetic acid
  • Adamantane-1-acetic acid
  • 2-(adaMantan-1-yl)acetic acid
  • 1-AdaMantaneacetic acid, 98% 10GR
  • 1-adamantylacetic acid(SALTDATA: FREE)
  • (Adamant-1-yl)acetic acid
  • 1-AdaMantaneacetic acid, 98.5%
  • 1-adaMantineacetic acid
  • 1-AdaMantaneacetic acid 98%
  • 1-AdaMantaneacetic Acid, 95+%
  • 1-AdaMaMntaneacetic acid
  • 127272_ALDRICH
  • 2-(1-adamantyl)ethanoic acid
  • EINECS 225-585-1
  • Maybridge1_002200
  • NSC310162
  • Oprea1_744522
  • ST5202965
  • adamantaneacetic acid
  • 1-Adamantylacetic acid 1-Carboxymethyladamantane
  • RARECHEM AQ TC 1008
  • tricyclo[3.3.1.13,7]dec-1-ylacetic acid
  • CHEMBRDG-BB 4013929
  • IFLAB-BB F1928-0005
  • LABOTEST-BB LT00007833
  • 2-(1-ADAMANTYL)ACETIC ACID
  • 1-ADAMANTANEACETIC ACID
  • 1-ADAMANTYLACETIC ACID
  • 1-CARBOXYMETHYLADAMANTANE
  • AKOS B019591
  • AKOS BBS-00006339
  • AKOS MSC-0706
  • ADAMANTYL ACETIC ACID
  • Tricyclo[3.3.1.1(3,7)-]decane-1-acetic acid
  • 1-carboymethyl adamantane
  • 1-Adamantaneaceticacid,98+%
  • 1-ADAMANTANEACETIC ACID 99+%
  • 1-ADAMANTANEACETIC ACID PURUM 98%
  • 1-ADAMANTANEACETIC ACID (1-ADAMANTYLACETIC ACID)
  • 1-carbonylmethyladamantane
  • Adamantan-1-yl-acetic acid
  • 1-Adamantaneacetic Acid &gt
  • 1-Adamantaneacetic acid (6CI, 7CI, 8CI)
  • Ada-GFFY-AWSATWSNYWRH
  • Carboxyamidotriazole Impurity 10
  • 4942-47-6
  • C12H17O2
  • C11 to C12
  • Carbonyl Compounds
  • Carboxylic Acids
  • Building Blocks
  • Adamantanes
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