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76-22-2

Basic Information
CAS No.: 76-22-2
Name: Camphor
Molecular Structure:
Molecular Structure of 76-22-2 (Camphor)
Formula: C10H16O
Molecular Weight: 152.23
Synonyms: 1,7,7-Trimethylbicyclo[2.2.1]-2-heptanone;1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one;2-Bornanone;Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-;2-Kamfanon;1,7,7-Trimethylnorcamphor;2-Camphanone;Bornane, 2-oxo-;DL-Camphor;Norcamphor, 1,7,7-trimethyl-;DL-Bornan-2-one;(+-)-Camphor;
EINECS: 200-945-0
Density: 0.982 g/cm3
Melting Point: 179 °C
Boiling Point: 207.4 °C at 760 mmHg
Flash Point: 64.4 °C
Solubility: 0.12 g/100 mL (25 °C) in water
Appearance: Colourless solid
Hazard Symbols: FlammableF, HarmfulXn, IrritantXi
Risk Codes: 11-22-36/37/38-20/21/22
Safety: 16-26-37/39
Transport Information: UN 2717 4.1/PG 3
PSA: 17.07000
LogP: 2.40170
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History

In the 9th century, the Arab chemist, Al-Kindi, provided the earliest recipe for the production of camphor in his Kitab Kimiya' al-'Itr.
Already in the 19th century, it was known that with nitric acid, camphor could be oxidized into camphoric acid. Haller and Blanc published a semisynthesis of camphor from camphoric acid, which, although demonstrating its structure, would not prove it. In 1903,the first complete total synthesis for camphoric acid was published by Gustaf Komppa. 
In 1907, Komppa began industrial production of camphor in Tainionkoski, Finland.

Standards and Recommendations

OSHA PEL: TWA 2 mg/m3
ACGIH TLV: TWA 2 ppm; STEL 3 ppm; Not Classifiable as a Human Carcinogen
DFG MAK: 2 ppm (13 mg/m3)
DOT Classification:  4.2; Label: Flammable Solid

Analytical Methods

For occupational chemical analysis use NIOSH: Ketones II (desorption in 99:1 CS2:methanol) 1301.

Specification

The Camphor with CAS registry number of 76-22-2 is also known as Norcamphor, 1,7,7-trimethyl-. The IUPAC name is 4,7,7-Trimethylbicyclo[2.2.1]heptan-3-one. It belongs to product categories of Fine Chemical & Intermediates; Miscellaneous Natural Products; Ketone; Bicyclic Monoterpenes; Biochemistry; Camphor, etc. (Plasticizer); Functional Materials; Plasticizer; Terpenes. Its EINECS registry number is 200-945-0. In addition, the formula is C10H16O and the molecular weight is 152.23. This chemical is a colourless solid and should be stored in cool and dry place.

Physical properties about Camphor are: (1)ACD/LogP: 2.13; (2)ACD/LogD (pH 5.5): 2.13; (3)ACD/LogD (pH 7.4): 2.13; (4)ACD/BCF (pH 5.5): 24.39; (5)ACD/BCF (pH 7.4): 24.39; (6)ACD/KOC (pH 5.5): 342.47; (7)ACD/KOC (pH 7.4): 342.47; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.485; (10)Molar Refractivity: 44.39 cm3; (11)Molar Volume: 154.8 cm3; (12)Surface Tension: 31.5 dyne/cm; (13)Density: 0.982 g/cm3; (14)Flash Point: 64.4 °C; (15)Enthalpy of Vaporization: 44.37 kJ/mol; (16)Boiling Point: 207.4 °C at 760 mmHg; (17)Vapour Pressure: 0.225 mmHg at 25 °C.

Preparation of Camphor: it is prepared by reaction of Turpentine. Camphene is obtained by the isomerization after pinene extraction. Then product is obtained by esterification, hydrolysis and dehydrogenation of camphen.

Uses of Camphor: it is used as chemical-based raw material and pharmaceutical intermediate. It is used to produce camphor-trimethylsilyl-enolether by reaction with chloro-trimethyl-silane. The reaction occurs with reagents NaI, triethylamine and solvents acetonitrile, pentane at ambient temperature for 96 hoursfor  hours. The yield is about 59%.

Camphor is used to produce camphor-trimethylsilyl-enolether by reaction with chloro-trimethyl-silane.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. It is harmful by inhalation, in contact with skin and if swallowed. What's more, it is highly flammable. During using it, wear suitable protective clothing and eye/face protection. Keep away from sources of ignition. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1(C2CCC1(C(=O)C2)C)C
2. InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3
3. InChIKey: DSSYKIVIOFKYAU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 400mg/kg (400mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
child LDLo unreported 100mg/kg (100mg/kg)   Yakkyoku. Pharmacy. Vol. 31, Pg. 1499, 1980.
child TDLo oral 51mg/kg (51mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
American Journal of Emergency Medicine. Vol. 7, Pg. 41, 1989.
dog LDLo oral 800mg/kg (800mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
frog LDLo subcutaneous 240mg/kg (240mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
infant LDLo oral 70mg/kg (70mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
American Journal of Pathology. Vol. 30, Pg. 857, 1954.
man LDLo unreported 29mg/kg (29mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LCLo inhalation 400mg/m3/3H (400mg/m3) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 22(11), Pg. 83, 1957.
mouse LD50 intraperitoneal 3gm/kg (3000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: REGIDITY

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
American Journal of Pathology. Vol. 30, Pg. 857, 1954.
mouse LD50 oral 1310mg/kg (1310mg/kg)   Shika Gakuho. Journal of Dentistry. Vol. 75, Pg. 934, 1975.
mouse LDLo subcutaneous 200mg/kg (200mg/kg) BEHAVIORAL: EXCITEMENT "Pharmakologische Prufung von Analgetika, Dissertation," Herrlen, G., Pharmakologischen Institut der Universitat Tubingen, Fed. Rep. Ger., 1933Vol. -, Pg. -, 1933.
rabbit LDLo oral 2gm/kg (2000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: REGIDITY
American Journal of Pathology. Vol. 30, Pg. 857, 1954.
rat LD50 subcutaneous 70mg/kg (70mg/kg)   "Ueber die Pharmakologische Wirkung eines dem Pentamethylentetrazol Vol. -, Pg. -, 1934.
rat LDLo intraperitoneal 900mg/kg (900mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 65, Pg. 275, 1939.

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