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알파-펠란드렌

alpha-PHELLANDRENE

HCID 7460
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
99-83-2
표준 SMILES
CC1=CCC(C(C)C)C=C1
InChIKey
OGLDWXZKYODSOB-UHFFFAOYSA-N
분자식
C10H16
평균 분자량
136.23 g/mol
단동위원소 질량
136.12520051

개요

Alpha-phellandrene is one of a pair of phellandrene cyclic monoterpene double-bond isomers in which both double bonds are endocyclic (cf. alpha-phellandrene, where one of them is exocyclic). It has a role as a volatile oil component, an antimicrobial agent and a plant metabolite. It is a cyclohexadiene and a phellandrene.

이름 및 식별자

우선 이름
alpha-PHELLANDRENE
IUPAC
2-methyl-5-propan-2-ylcyclohexa-1,3-diene
현지명
알파-펠란드렌
영어명
alpha-Phellandrene
분자식
C10H16
분자량
136.23

이름 및 동의어

ALPHA-PHELLANDRENE99-83-2p-Mentha-1,5-dieneMenthadienealpha-FellandreneDihydro-p-cymenealpha Phellandrene5-Isopropyl-2-methyl-1,3-cyclohexadienePhellandrene, alpha-4-Isopropyl-1-methyl-1,5-cyclohexadiene1-Isopropyl-4-methyl-2,4-cyclohexadiene1-Methyl-4-isopropyl-1,5-cyclohexadiene
이름 더 보기
알파-펠란드렌α-phellandreneA-PHELLANDRENEl-PhellandreneFEMA 28561,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-alpha-phellandereneα-PheL
2-Methyl-5-isopropyl-1,3-cyclohexadiene5-isopropyl-2-methylcyclohexa-1,3-diene2-methyl-5-(1-methylethyl)-1,3-cyclohexadieneFEMA No. 2856DTXSID4047593alpha-Phellandrene (natural)2-methyl-5-(propan-2-yl)cyclohexa-1,3-dieneHSDB 1130

데이터베이스 식별자

CAS
99-83-2
PubChem CID
7460
DTXSID

물성

구조 계산 물성

XLogP
3.2
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
1
무거운 원자 수
10
형식 전하
0
복잡도
161

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts
FragrancesFragrance Ingredient (alpha-Phellandrene) -> IFRA transparency List
LogP4.58
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.845-0.855
Flavoring AgentsEU Flavoring substances
Color/FormCOLORLESS OIL
Solubility · 4건

PRACTICALLY INSOL IN WATER; SOL IN ETHER /D- & L-FORMS/

5000 mg/L @ 25 °C (exp)

Insoluble in water; soluble in oils

Soluble (in ethanol)

Boiling Point175 °C
Melting Point249.00 °C. @ 760.00 mm Hg
Vapor Pressure1.4 [mmHg]
Refractive Index1.471-1.477

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P301+P316, P303+P361+P353, P331, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1722 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H304: May be fatal if swallowed and enters airways [Danger Aspiration hazard]

유해성 정보

Regulatory Information · 4건

Chemical: 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary · 1건

A strong irritant; [Hawley] Emergency treatment: Irritants; [HSDB] Can cause diarrhea and vomiting after ingestion; [Merck Index] Safe when used as a flavoring agent in food; [JECFA] An irritant; Can be absorbed through skin; May cause skin and respiratory sensitization; [Aldrich MSDS]

FDA Requirements121.1164 LIMITATIONS: SYNTHETIC FLAVOR
Peroxide Forming Chemical

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

...ALPHA-PHELLANDRENE...IS METABOLIZED INTO P-MENTHANE DERIV, PHELLANDRIC ACID, BY REDN OF 1 OF THE DOUBLE BONDS OF THE CYCLOHEXADIENE RING...

IN SHEEP, ALPHA-PHELLANTHRENE APPARENTLY UNDERGOES REDN OF ONE DOUBLE BOND & OXIDN OF METHYL GROUP TO GIVE PHELLANDRAL, FURTHER OXIDIZED TO PHELLANDRIC ACID, EXCRETED IN URINE. SUGGESTED THAT IT IS 2,3,5-TRIHYDROXYLATED TO P-MENTHOTRIOL & EXCRETED AS GLUCURONIDE.

Absorption, Distribution and Excretion...ABSORBED THROUGH, SKIN.
Cellular LocationsExtracellular

용도 및 제조

Uses · 3건

Found in Ceylon ginger oil, Seychelles cinnamon oil, and eucalyptus oil; Used in flavors and perfumes; [Hawley] Used as a chemical intermediate; [HSDB]

FLAVORING; PERFUMERY

CHEM INTERMEDIATE

U.S. Production2023: 630 lb
Industry UsesFragrance
Methods of Manufacturing · 1건

ISOLATION OF L-FORM FROM ESSENTIAL OILS OF EUCALYPTUS DIVES SCHAU & E PHELLANDRA BAKER & SMITH, MYRTACEAE: SMITH ET AL, J CHEM SOC 123, 1657 (1923). ISOLATION OF D-FORM FROM OIL OF BITTER FENNEL (FOENICULUM VULGARE MILL, UMBELLIFERAE): WALLACH, ANN 336, 9 (1904).

Household ProductsInformation on 5 consumer products that contain Alpha-Phellandrene in the following categories is provided:
Use Classification · 6건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

관련 반응

0건
반응 기록 만들기

현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID4047593
ChEMBL
CHEMBL3188459、CHEMBL455041
ChEBI
CHEBI:50035
UNII
49JV13XE39
EC Number
202-792-5
Nikkaji
J55.716A

물리화학적 성질

끓는 점
185.55 °C · 185.55°C (rough estimate)
밀도
0.85 g/mL · 0.85 g/mL at 25 °C(lit.)
FEMA
2856 · 2856 | ALPHA-PHELLANDRENE
굴절률
20 · n20/D 1.474(lit.)
인화점
117 °F · 117 °F
저장 조건
30 °C · Store below +30°C.
용해도
Benzene: Soluble; Chloroform: Soluble
물리적 상태
An oil
녹는점
25 °C · <25 °C
색상
Colorless to light yellow
냄새
10 % · 디프로필렌 글리콜 중 10.00%. 감귤류의 허브 테르펜 녹색 우디 후추
냄새 유형
테르펜
생물학적 소스
synthetic
JECFA Number
1328 · 1328
Merck
13 · 13,7277
Henry's Law Constant
1.8 · 1.8×10-4 mol/(m3Pa) at 25℃, Plyasunov and Shock (2000)
안정성
감광성, 온도 민감성
주요 응용
향료 및 향
화장품 원료 기능
향수
InChI
1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3
InChIKey
OGLDWXZKYODSOB-UHFFFAOYSA-N
SMILES
CC(C)C1CC=C(C)C=C1
LogP
4.43 · 4.43
EPA
1 · 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)- (99-83-2)

화학적 성질

α-Phellandrene has a pleasant, fresh, citrus, peppery odor with a discrete mint note. This compound is also reported as having a minty, herbaceous odor.

· 5건

alpha-Phellandrene

B*: Compounds that form peroxides on concentration (distillation/evaporation)

Bretherick's

An explosion occured during distillation. See Bretherick's.

Bodendorf, K., Arch. Pharm., 1933, 271, 28

Hazard Classes and Categories · 2건

Flam. Liq. 3 (> 99.9%)

Aspiration hazard - category 1

독성 정보

Natural Pollution Sources · 5건

NATURAL OCCURRENCE AND CHEMISTRY OF ALPHA-PHELLANDRENE.

NATURAL OCCURRENCE: COMPOSED 16.25% OF PLANT.

NATURAL OCCURRENCE.

NATURAL OCCURRENCE OF ALPHA-PHELLANDRENE.

For more Natural Pollution Sources (Complete) data for ALPHA-PHELLANDRENE (6 total), please visit the HSDB record page.

Human Toxicity Excerpts · 2건

...CAN BE IRRITATING TO, & ABSORBED THROUGH, SKIN. INGESTION CAN CAUSE VOMITING, DIARRHEA.

HYPERSENSITIVITY FOUND DUE TO SENSITIZING PROPERTIES OF 3 INGREDIENTS: ALPHA-PINENE, LIMONENE, & PHELLANDRENE IN DENTAL PREPN.

Non-Human Toxicity ExcerptsALPHA-PHELLANDRENE APPLIED FULL STRENGTH TO INTACT OR ABRADED RABBIT SKIN FOR 24 HR UNDER OCCLUSION WAS MODERATELY IRRITATING.

규제 정보

FDA Requirements121.1164 LIMITATIONS: SYNTHETIC FLAVOR

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
OS8080000
ridadr
UN 2319 3/PG 3
독성
LD50 orally in Rabbit: 5700 mg/kg
HS 번호
3301 90 10
risk_code
10-22-36/37/38-43
hazard_code
Xn,F
safety_code
16-26-36/37
포장분류
III
위험 등급
3.2
기존화학 물질
KE-24406
Hazard Classifications
Asp. Tox. 1Flam. Liq. 3
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
99-83-2(Hazardous Substances Data)

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 6건

Not Known or Reasonably Ascertainable

1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-: ACTIVE

STRUCTURE: SEMMLER, BER 36, 1749 (1903). SYNTHESIS: READ, STOREY, J CHEM SOC 1930, 2770. CONFIGURATION: BURGSTAHLER ET AL, J AM CHEM SOC 83, 4660 (1961). REVIEW: JL SIMONSEN, THE TERPENES VOL 1 (UNIVERSITY PRESS, CAMBRIDGE, 2ND ED, 1947) PP 193-204.

MONOCYCLIC TERPENE OCCURRING AS (A) D- & (B) L-OPTICAL ISOMERS.

NATURAL OCCURRENCE AND CHEMISTRY OF ALPHA-PHELLANDRENE.

IN DILL ALPHA-PHELLANDRENE CONTENT WAS HIGHEST @ NIGHT, DECR IN DAYLIGHT WITH COMPETITION OF CARVONE PRODN.

응용 분야 · 3건

출처The d-form has been reported found in the essential oils of bitter fennel, Ceylon cinnamon leaves, star anise, Curcuma longa and other essential oils; the l-form has been reported found in various eucalyptus oils, orange peel oil, angelica, Lantana camara and other oils. Reported found in over 100 foods and beverages including apricot, many citrus peel oils and juices, black currants, papaya, raspberry, strawberry, carrot, celery leaves and seed, bell pepper, tomato, cinnamon, cumin seed, ginger, Mentha oils, nutmeg, pepper, mace, parsley, thyme, Gruyere cheese, cured pork, hop oil, beer, tea, pecan, passion fruit, sweet and wild marjoram, mango, parsnip, cardamom, coriander seed, gin, litchi, dill herb and seed, lovage leaf and seed, caraway, juniper berry, laurel, bitter and sweet fennel, myrtle leaf and berry, sage, nectarine, pimento leaf and berry and mastic gum leaf oil.

용도α-Phellandrene is an essential oil component, found to have bactericidal activity.

일반 설명α-Phellandrene is monoterpene reported to be one of the aroma compounds of black (Piper nigrum) and white ‘‘Ashanti pepper′′ (Piper guineense). It also occurs in the leaves of basil.

상·하류 제품 정보

상류 원료

제라닐피로인산염암모늄200머신1,3-Cyclohexadiene, 5-methyl-2-(1-methylethyl)-3-메틸-6-(1-메틸에틸리덴)사이클로헥센1-메틸-4-(1-메틸에틸)-1,4-사이클로헥사디엔멘톨메틸마그네슘요오다이드

추가 설명

정의ChEBI: One of a pair of phellandrene cyclic monoterpene double-bond isomers in which both double bonds are endocyclic (cf. alpha-phellandrene, where one of them is exocyclic).