1-Adamantaneacetic acid

1-Adamantaneacetic acid Basic information

Product Name:	1-Adamantaneacetic acid
Synonyms:	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
CAS:	4942-47-6
MF:	C12H18O2
MW:	194.27
EINECS:	225-585-1
Product Categories:	Adamantanes;cyclic compounds;Adamantane derivatives
Mol File:	4942-47-6.mol

1-Adamantaneacetic acid Chemical Properties

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
pka	5.00±0.10(Predicted)
form	Crystalline Powder or Crystals
color	White to off-white
BRN	641412
InChIKey	AOTQGWFNFTVXNQ-UHFFFAOYSA-N
CAS DataBase Reference	4942-47-6(CAS DataBase Reference)
NIST Chemistry Reference	1-Adamantaneacetic acid(4942-47-6)

Safety Information

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

MSDS Information

Provider	Language
1-Adamantaneacetic acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

1-Adamantaneacetic acid Usage And Synthesis

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).
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.

1-Adamantaneacetic acid Preparation Products And Raw materials

Raw materials	N-(1-adamantoyloxy)pyridine-2-thione-->Toluene-4-sulfonic acid adamantan-1-ylmethyl ester-->METHYL 2-(1-ADAMANTYL)ACETATE-->1-ADAMANTANEACETONITRILE-->1-ADAMANTANEACETIC ACID ETHYL ESTER-->VINYLIDENE CHLORIDE-->Sodium bicarbonate
Preparation Products	Benzo[b]phenanthro[9,10-d]furan-->2-(1-ADAMANTYL)-N-HYDROXYACETAMIDE-->2-(adamantan-1-yl)acetaldehyde-->1-ADAMANTYL(BROMO)ACETIC ACID

2-ADAMANTAN-1-YL-2-AMINOPROPIONIC ACID AKOS BC-0633 1-Adamantaneacetic acid methyl ester ADAMANTAN-1-YL-AMINO-ACETIC ACID AKOS BB-9085 AKOS BC-0759 Ethyl 2-(Chlorosulfonyl)acetate methyl 1-adamantyl(amino)acetate Ascoric Acid 1-ADAMANTYL(BROMO)ACETIC ACID 1-ADAMANTANEACETIC ACID ETHYL ESTER (S)-Boc-1-adamantyl-glycine Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(R-PTAD)4 methyl 1-adamantyl(bromo)acetate ADAMANTAN-1-YL-(4-ISOPROPYL-BENZENESULFONYLAMINO)-ACETIC ACID Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(S-PTAD)4 (S)-Fmoc-1-adamantyl-glycine ADAMANTAN-1-YL-(4-PROPYL-BENZENESULFONYLAMINO)-ACETIC ACID

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