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Adamantane

Adamantane structure

CAS No:
281-23-2
Formula:
C10H16
Chemical Name:
Adamantane
Synonyms:
Tricyclo[3.3.1.13,7]decane;Adamantane;NSC 527913;A 0696
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

It appears as colorless crystals. slightly beige crystals

Adamantane derivatives have been used to treat influenza, as well as serve as NMDA receptor channel blockers for a wide range of pharmaceutical application.

Adamantane is a member of adamantanes and a polycyclic alkane.|A tricyclo bridged hydrocarbon.

Adamantane Basic Attributes

Molecular Weight：

136.23

Exact Mass：

136.23

BRN：

1901173

EC Number：

206-001-4

UNII：

PJY633525U

NSC Number：

527913

DSSTox ID：

DTXSID5022017

HScode：

29021990

Characteristics

PSA：

XLogP3：

3.8

Appearance：

White to beige Crystals or Crystalline Powder

Density：

1.07 g/cm³

Melting Point：

205 °C

Boiling Point：

187.1°C at 760 mmHg

Flash Point：

48.9±11.7 °C

Refractive Index：

1.517

Water Solubility：

Insoluble in water.

Storage Conditions：

Store below +30°C.

OH：

2.26e-11 cm3/molecule*sec

Safety Information

Packing level：

I; II; III

Transport codes：

UN 3077 9 / PGIII

wgk germany：

hazard class code：

36/37/38-50

safety instructions：

24/25-36-26-61

RTECS Number：

YK0493000

Marks：

Xi,N

Hazard note：

Irritant

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P264, P273, P280, P305+P351+P338, P337+P313, P391, P501

Hazard Statements：

H319

Caution Statement：

P273

Drug Information

Biological Half-Life：

1.00e+03 Days

MeSH Entry Terms：

Adamantane

Adamantane Use and Manufacturing

Methods of Manufacturing

Adamantane is present in petroleum with a content of about four parts per million. Adamantane can be obtained by catalytic hydrogenation of dicyclopentadiene to obtain tetrahydrodicyclopentadiene, which is then isomerized in the presence of anhydrous aluminum chloride. The process is as follows: 1. Catalytic hydrogenation Add dicyclopentadiene and nickel catalyst to the autoclave, and replace the air in the autoclave with nitrogen. Then start stirring hydrogen reaction. The pressure in the first half is 0.5-0.7 MPa, the pressure in the second half is 1.5-2 MPa, the temperature is 120°C, and it takes about 12 hours until no hydrogen is absorbed. Set aside for 3-4h, stratify, sample test, olefin content should be below 2%. 2. Isomerization Add tetrahydrodicyclopentadiene into a dry glass-lined tank, then add anhydrous aluminum trichloride, keep it warm at 35℃, and stir to dissolve. Add water dropwise within 3h, and gradually increase the temperature to 75°C. After 5 hours of reaction, reduce the temperature to 40°C. Add water to destroy the aluminum trichloride, start steam distillation, collect the distilled adamantane, filter dry, and wash with a small amount of acetone , Get adamantane.

Uses

The diamine as curing agent for epoxy resins [US 3053907 (1962 to du Pont)].

Manufacturing Info：

Tricyclo[3.3.1.13,7]decane: ACTIVE

Computed Properties

Molecular Weight:136.23
XLogP3:3.8
Exact Mass:136.125200510
Monoisotopic Mass:136.125200510
Heavy Atom Count:10
Complexity:75.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Synthesis Route

Material

Dicyclopentadiene

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