기본 정보
- CAS
464-48-2- 표준 SMILES
CC1(C)[C@H]2CC[C@]1(C)C(=O)C2- InChIKey
DSSYKIVIOFKYAU-OIBJUYFYSA-N- 분자식
- C10H16O
- 평균 분자량
- 152.23 g/mol
- 단동위원소 질량
- 152.12011513
개요
L-camphor appears as colorless or white crystals. Fragrant and penetrating odor. Slightly bitter and cooling taste. Odor index at 68 °F: 40. Flash point 149 °F. Burns with a bright, smoky flame. Sublimes appreciably at room temperature and pressure; 14% sublimes within 60 minutes at 176 °F and 12 mmHg. (NTP, 1992)
이름 및 식별자
- 우선 이름
- Camphor, (-)-
- IUPAC
- (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
- 현지명
- (-)-장뇌
- 영어명
- (-)-CAMPHOR
- 분자식
- C10H16O
- 분자량
- 152.23
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
464-48-2- PubChem CID
- 444294
- DTXSID
DTXSID8022036- ChEMBL
CHEMBL2252949- ChEBI
CHEBI:15397- UNII
- 213N3S8275
- EC Number
- 207-354-7
- Nikkaji
- J67.498B
물성
구조 계산 물성
- XLogP
- 2.2
- 극성 표면적
- 17.1 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 217
실험 및 물리화학적 성질
Melting Point
353.5 °F (NTP, 1992)
178-180
Vapor Pressure
1 mmHg at 106.7 °F (NTP, 1992)
0.18 [mmHg]
Physical Description
L-camphor appears as colorless or white crystals. Fragrant and penetrating odor. Slightly bitter and cooling taste. Odor index at 68 °F: 40. Flash point 149 °F. Burns with a bright, smoky flame. Sublimes appreciably at room temperature and pressure; 14% sublimes within 60 minutes at 176 °F and 12 mmHg. (NTP, 1992)
Colorless to white solid with a strong fragrant odor; [CAMEO] White powder; [Sigma-Aldrich MSDS]
물리화학적 성질
- 녹는점
- 177 · 177-179 °C(lit.)
- 끓는 점
- 204 °C · 204 °C(lit.)
- 밀도
- 0.99 · 0.990
- 증기 밀도
- 5.24 · 5.24 (vs air)
- 증기압
- 4 mm · 4 mm Hg ( 70 °C)
- 굴절률
- -44 ° · -44 ° (C=20, EtOH)
- 인화점
- 148 °F · 148 °F
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 20 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.33 mg/ml
- 물리적 상태
- 결정 또는 결정성 분말 부착
- 색상
- 흰색에서 노란색으로
- Specific Gravity
- 0.9853 · 0.9853 (18℃)
- 냄새
- 10 % · 디프로필렌 글리콜 중 10.00%. 장뇌
- 냄새 유형
- 녹나무 같은
- 폭발한계
- 0.6 · 0.6-4.5%(V)
- 수용성
- 물에 용해됩니다. (0.34g/L), 20°C에서
- Merck
- 14 · 14,1732
- BRN
- 4291747 · 4291747
- 안정성
- 안정적인. 강한 환원제, 강한 산화제, 염소계 용제와 호환되지 않습니다. 직사광선으로부터 보호하세요.
- InChI
- 1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1
- InChIKey
- DSSYKIVIOFKYAU-OIBJUYFYSA-N
- SMILES
- [H][C@]12CC[C@](C)(C(=O)C1)C2(C)C
- LogP
- 2.089 · 2.089 (est)
- EPA
- l-Camphor (464-48-2)
화학적 성질
white crystals
안전 및 규제
GHS 분류
GHS Classification
Danger
H228 (35.5%): Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 138 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-
(1S)-(-)-Camphor: Does not have an individual approval but may be used under an appropriate group standard
Health Hazards
SYMPTOMS: Ingestion of this compound may cause nausea, vomiting, vertigo, mental confusion, delirium, convulsions, coma, respiratory failure or death. It may also cause a burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, severe irritation and possible destruction to the tissues of the mucous membranes, upper respiratory tract, eyes and skin. Other symptoms may include congestion and edematous changes in the gastrointestinal tract, kidneys and brain. Ingestion may result in burning in the mouth and throat, epigastric pain, thirst, feeling of tension, dizziness, irrational behavior, unconsciousness, rigidity, rapid pulse, slow respiration, twitching of the facial muscles and muscular spasms. Other symptoms may include flickering, darkening or veiling of vision, noises in the ears and weakness. Exposure to this compound may also result in a feeling of warmth, depression of the central nervous system, difficult breathing, a characteristic breath odor and anuria. Colic may also be a symptom of exposure. Other symptoms may include eye irritation, sore throat, excitement, fever, bluish lips, pale face, loss of sense of smell and agitation.
Hazards Summary
May cause severe skin, eye, mucous membrane, and upper respiratory tract irritation; May cause CNS depression and other nervous system effects; Harmful by ingestion, inhalation, and skin absorption; [NTP] Causes convulsions in oral lethal-dose studies of rats; [RTECS] Camphor used topically during pregnancy in not likely to cause teratogenic effects; [TERIS] An irritant; Readily absorbed through skin; Targets the liver, kidney, and nerves; Ingestion may cause vertigo, confusion, clonic convulsions, coma, respiratory failure, and death; [Sigma-Aldrich MSDS] See Camphor, synthetic.
Reactivity Profile
L-CAMPHOR may be sensitive to heat and direct sunlight. Incompatible with strong oxidizing agents, strong reducing agents and chlorinated solvents. Also incompatible with potassium permanganate. Salts of any kind should not be added to it in water. Reacts violently with chromic anhydride (NTP, 1992).
안전 및 보호
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
독성 정보
안전 데이터
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- EX1250000
- ridadr
- UN 2717 4.1/PG 3
- HS 번호
- 29142910
- risk_code
- 11-36/37/38
- hazard_code
- F,Xi
- safety_code
- 16-26
- 포장분류
- III
- 위험 등급
- 4.1
- 기존화학 물질
- KE-34424
- 자연 발화 온도
- 870 °F
- Hazard Classifications
- Eye Irrit. 2Flam. Sol. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 4.1B - Flammable solid hazardous materials
화학 및 산업
약리 정보
Pharmacodynamics
Camphor exerts an analgesic action when applied topically by producing a warm sensation. It excites and desensitizes sensory nerves by activating heat-sensitive TRP vanilloid subtype 1 (TRPV1) and TRPV3 receptors. (S)-camphor is reported to exert a weaker action on TRPV1 channels, which is thought to be a result of tachyphylaxis, which is the reduction of the response to multiple stimulations.
Mechanism of Action
TRPV3 cation channels are molecular sensors that play a role in nociception and thermosensation by inducing thermal sensation and heat-induced hyperalgesia. Camphor interacts with TRPV3 channels via pore-region cysteine residues, leading to channel activation and a rise in intracellular calcium levels. Camphor also activates TRPV1 and a TRPV1-like current in dorsal root ganglion (DRG) neurons but inhibits the ankyrin-repeat TRP 1 (TRPA1) channel expressed in most nociceptive DRG neurons, which is responsible for the detection of temperature. The precise role of TRPA1 current inhibition on the analgesic properties of camphor is unclear. Repeated stimulation by camphor leads to sensitization of the TRPV1 and TRPV3 channels, resulting in desensitization, or reduced channel response that likely leads to the analgesic effects of camphor. Camphor also activates cold-sensitive transient receptor potential melastatin 8 (TRPM8) and sensitizes cold-induced calcium transients, which explains the cooling effect of camphor following dermal application. Additionally, camphor was shown to inhibit the TRPM8 receptor response to menthol.
Absorption, Distribution and Excretion
Absorption of camphor in the mucous membranes and the gastrointestinal tract is rapid, and peak concentration following oral ingestion occurs within 5 to 90 minutes.
Camphor undergoes renal excretion.
Volume of distribution of camphor is 2 to 4 L/kg. Camphor and its metabolites are relatively fat-soluble thus may accumulate in adipose and other tissues. Camphor ingested by mothers was present in amnionic fluid, cord and fetal blood and fetal brain, liver and kidneys.
No pharmacokinetic data available.
용도 및 제조
Uses
Naturally occurring form of camphor; Used in organic synthesis and as an odorant, flavoring agent, moth repellent, preservative, and plasticizer in cosmetics; Also used as a topical analgesic and antipruritic; [Merck Index] Used as a plasticizer for cellulose esters and ethers, to make plastics, cymene, and incense, in lacquers, varnishes, explosives, embalming fluids, pyrotechnics, and insect repellents; [NTP]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
응용 분야
용도(1S)-(-)-Camphor is used as chiral intermediate and chiral auxiliary precursor. It is used in the synthesis of high-potency sweeteners. It acts as catalytic agent and petrochemical additive.
일반 설명Colorless or white crystals. Fragrant and penetrating odor. Slightly bitter and cooling taste. Odor index at 68°F: 40. Flash point 149°F. Burns with a bright, smoky flame. Sublimes appreciably at room temperature and pressure; 14% sublimes within 60 minutes at 176°F and 12 mm Hg.
상·하류 제품 정보
상류 원료
하류 제품
공급사100 곳
추가 설명
정의ChEBI: The S-enantiomer of camphor.
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