Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)-
D-Camphor
CAS: 464-49-3
Molecular Formula: C10H16O
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Names and Identifiers
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Physico-chemical Properties
| Molecular Formula | C10H16O |
| Molar Mass | 152.23 |
| Density | 0.983g/cm3 |
| Melting Point | 178-182 °C (lit.) |
| Boling Point | 207.419°C at 760 mmHg |
| Specific Rotation(α) | 44.5°(C=20,EtOH) |
| Flash Point | 64.444°C |
| Solubility | Slightly soluble in water, very soluble in alcohol and in light petroleum, freely solub |
| Vapor Presure | 0.225mmHg at 25°C |
| Appearance | White viscous solid |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.485 |
| MDL | MFCD00064149 |
| Physical and Chemical Properties | Bioactive Camphor is a waxy, flammable, white or transparent solid with a strong fragrance. It is usually used to relieve pain, reduce itching and treat fungal infections. It is capable of activating TRPV1 and TRPV3. |
| Use | Uses chiral intermediates and auxiliaries |
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Risk and Safety
| Risk Codes | R11 - Highly Flammable R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36 - Irritating to the eyes |
| Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN 2717 4.1/PG 3 |
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Upstream Downstream Industry
| Raw Materials | (R)-2-PROPYLOCTANOIC ACID |
| Downstream Products | (R)-(+)-BORNYLAMINE EUROPIUM D-3-TRIFLUOROACETYLCAMPHORATE 3-TRIFLUOROACETYL-D-CAMPHOR Ambroxane (+)-Camphor Bromide |
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Reference
| Reference Show more | 1. Li Shunan, Wang Yinquan, Xu mingbrush, etc. Effects of different drying methods on the quality of camphor leaves of borneol [J]. Chinese Journal of Experimental prescriptions 2018(10):72-78. 2. Hong zonchao, Wu and Zhen, Yang Yanfang, et al. Qualitative and Quantitative Analysis of volatile oil from Curcuma longa Longa based on GC-MS and GC [J]. Central South Pharmaceutical Journal, 2019, 17(03):112-120. 3. Li Shunan, Wang Yinquan, Xu Ming brush, etc. Simultaneous determination of dextroborneol, camphor and isoborneol in fresh leaves of Cinnamomum camphora by gas chromatography-mass spectrometry [J]. Journal of Gansu University of Chinese Medicine, 2018, 035(005):P.32-37. 4. Gao Yue, Wang Wanlin, Peng Junchao, Cai Yaling, Liao gamei, Yi Qiong, Wang Lu. Screening of antibacterial activity of different production sources of Artemisia argyi oil and its antibacterial effect on Staphylococcus aureus [J]. Journal of Animal and Veterinary Medicine, 2021,52(02):525-534 5. Zeng, z‐y., et al. "Inhibitory effects of essential oils from Asteraceae plant against pathogenic fungi of Panax notoginsen." Journal of applied microbiology 130.2 (2021): 592-603.https://doi.org/10.1111/jam.14606 6. [IF=3.772] Z.-Y. Zeng et al."Inhibitory effects of essential oils from Asteraceae plant against pathogenic fungi of Panax notoginseng."J Appl Microbiol. 2021 Feb;130(2):592-603 |
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Introduction
Solubility: 1G/800ML water (25°C) 1g soluble in 1 ML ethanol, 1 ML ether, 0.5 ML chloroform, 0.4 ML benzene, 0.4 ML acetone, 1.5 ML turpentine, 0.5 ML glacial acetic acid. Soluble in aniline, nitrobenzene, carbon disulfide, tetralin, decalin and petroleum ether.
Last Update：2022-10-16 17:25:19
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Security information
| WGK Germany | 1 |
| RTECS number | EX1260000 |
| auto-ignition temperature | 870 °F |
| TSCA | Yes |
| HazardClass | 4.1 |
| PackingGroup | III |
| customs code | 29142910 |
Last Update：2024-04-10 22:29:15
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Uses and synthesis methods
introduction
natural camphor, also known as right-handed camphor (D-camphor), is a white crystal product extracted from the branches, stems and roots of the Lauraceae plant camphor.
application
D-camphor is also widely used in medicine, chemical industry and defense industry, and is an indispensable and important commodity in the international market.
extract
camphor is extracted from the trunk of camphor trees. the older the tree, the more camphor is rich in. The refining method is to cut the trunk into small pieces and distill it with water. After the camphor oil is heated, it rises with the water vapor. After it comes into contact with the ceramic tank placed above and cools, it can form camphor
Preparation
(1), remove miscellaneous:
Remove impurities from Cinnamomum camphora branches and Cinnamomum camphora leaves for later use;
(2), crushing:
The camphor branches and camphor leaves after removing impurities in step (1) are crushed to obtain granular camphor branches and camphor leaves;
(3), preparation of camphor oil crude oil:
(31) Put the granular camphor branches and camphor leaves obtained in step (2) into the extraction tank and lock the feeding port;
(32) Water vapor is introduced from the bottom to the extraction tank, and the temperature is gradually increased, and finally the extraction temperature is maintained at 95°C, and the extraction is extracted for 6 hours to obtain oil-water mixed steam;
(33) Condensing the oil-water mixed steam obtained in step (32) through a condenser to obtain a milky white oil-water mixture and some crystals;
(34) The oil-water mixture and part of the crystals obtained in step (33) are separated by an oil-water separator to obtain crude camphor oil;
(4), crystallization:
the crude oil of camphor oil obtained in step (34) is placed in a crystallization barrel and crystallized at -15 ℃ for 6 hours to obtain the crystallized camphor oil intermediate;
(5), centrifugation:
the crystallized camphor oil intermediate obtained in step (4) is placed in a centrifuge and centrifuged at 800r /min for 30 minutes to obtain crude camphor and by-products respectively;
(6), preparation of natural camphor
the coarse camphor obtained in step (5) is placed in the sublimation tank, the sublimation tank includes the sublimation tank interlayer and the sublimation tank inner cavity, the temperature of the sublimation tank interlayer is controlled at 220 ℃, the temperature of the sublimation tank inner cavity is 200 ℃, sublimation is 6 hours, and then the natural camphor is obtained after condensation. The yield of natural camphor was 5.00%.
The length of the granular camphor branches and camphor leaves obtained in step (2) is 1cm.
The condensation temperature in step (33) does not exceed 35°C.
Side effects
Camphor is toxic and cannot be eaten directly.
For patients with glucose hexaphosphate dehydrogenase (G6PD) deficiency (commonly known as fava bean disease), it is recommended not to contact or use drugs other than camphor (camphor).
category
Flammable solids
toxicity classification
Poisoning
acute toxicity
abdominal cavity-rat LD50: 3500 mg/kg; Oral administration-mouse LD50: 1310 mg/kg
stimulus data
skin-rabbit 500 mg/24 hours mild
explosive hazard characteristics
Steam can explode when exposed to open flame, high temperature, oxidant
flammability hazard characteristics
In case of open flame and high temperature, the oxidant can burn; the smoke is stimulated by heat decomposition and pungent
storage and transportation features
The warehouse is ventilated and dry at low temperature; stored separately from the oxidant; anti-open flame, high temperature
fire extinguishing agent
Water mist, carbon dioxide, dry powder, foam
Last Update：2024-04-09 20:52:54
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)- - Nature
specific rotation D25 +41 to +43 (c = 10 in U.S.P. alcohol) according to U.S.P. specif
vapor density 5.24 (vs air)
vapor pressure 4mm Hg (70°C)
FEMA 2230 | D-CAMPHOR
Storage conditions 2-8°C
solubility Slightly soluble in water, very soluble in alcohol and in light petroleum, freely soluble in fatty oils, very slightly soluble in glycerol.
morphological Crystals
Color White
explosive limit 3.5%
optical activity (optical activity) [α]25/D +44, c = 10 in ethanol
water solubility Soluble in water (0.1g/L at 20°C).
JECFA Number 1395
Merck 14,1732
BRN 2042745
stability stable. Incompatible with strong reducing agents, strong oxidizing agents, chlorinated solvents. Protect from direct sunlight.
EPA Chemical Information D-Camphor (464-49-3)
Last Update：2024-04-09 20:49:11
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View History
Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)-
4-酰基苯磺酰胺
HEXADECANOIC-12-D1 ACID
N-(2-氨基乙基)-2-(4-氟苯基)乙酰胺盐酸盐
3-AMINO-5-METHYLHEXANOIC ACID
S-butan-2-yl 3-methylbut-2-enethioate
(S )- N - FMOC -Α-乙基丙氨酸
2-(4-噻唑基)乙酸盐酸盐
3-SULFOPROPYL OCTADECYL DIMETHYL AMMONIUM BETAINE
(S)-N-[[1-(5-METHOXY-2-PYRIDINYL)CYCLOHEXYL]METHYL]-A-METHYL-A-[[-(4-NITROPHENYL)AMINO]CARBONYL]AMINO-1H-INDOLE-3-PROPANAMIDE
4-酰基苯磺酰胺
HEXADECANOIC-12-D1 ACID
N-(2-氨基乙基)-2-(4-氟苯基)乙酰胺盐酸盐
3-AMINO-5-METHYLHEXANOIC ACID
S-butan-2-yl 3-methylbut-2-enethioate
(S )- N - FMOC -Α-乙基丙氨酸
2-(4-噻唑基)乙酸盐酸盐
3-SULFOPROPYL OCTADECYL DIMETHYL AMMONIUM BETAINE
(S)-N-[[1-(5-METHOXY-2-PYRIDINYL)CYCLOHEXYL]METHYL]-A-METHYL-A-[[-(4-NITROPHENYL)AMINO]CARBONYL]AMINO-1H-INDOLE-3-PROPANAMIDE
Raw Materials for Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)-
Downstream Products for Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1R)-
(R)-(+)-BORNYLAMINE
EUROPIUM D-3-TRIFLUOROACETYLCAMPHORATE
3-TRIFLUOROACETYL-D-CAMPHOR
Ambroxane
(+)-Camphor Bromide
EUROPIUM D-3-TRIFLUOROACETYLCAMPHORATE
3-TRIFLUOROACETYL-D-CAMPHOR
Ambroxane
(+)-Camphor Bromide