(1R)-(+)-α-ピネン

alpha-Pinene, (+)-

HCID 82227
ノート反応
部分構造検索類似構造を探す

基本情報

CAS
7785-70-8
標準SMILES
CC1=CC[C@@H]2C[C@H]1C2(C)C
InChIKey
GRWFGVWFFZKLTI-RKDXNWHRSA-N
分子式
C10H16
平均分子量
136.23 g/mol
単同位体質量
136.12520051

概要

(+)-alpha-pinene is the (+)-enantiomer of alpha-pinene. It has a role as a plant metabolite and a human metabolite. It is an enantiomer of a (-)-alpha-pinene.

名称と識別子

優先名称
alpha-Pinene, (+)-
IUPAC
(1R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-2-ene
現地名
(1R)-(+)-α-ピネン
英語名
(1R)-(+)-alpha-Pinene
分子式
C10H16
分子量
136.23

名称と別名

(+)-alpha-Pinene7785-70-8(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene(1R)-(+)-alpha-Pinene(+)-2-Pinenealpha-Pinene, (+)-d-.alpha.-Pinenealpha-Pinene(dextro)(1R)-alpha-Pinene(+)-Pin-2(3)-ene(+)-.alpha.-PineneDTXSID7041671
名称をさらに表示
(1R)-(+)-α-ピネン(1α,5α)-2-メチル-6,6-ジメチルビシクロ[3.1.1]ヘプタ-2-エン1,5,5-トリメチル-4α,6α-メタノ-1-シクロヘキセン(4R)-1-メチル-4β,6β-イソプロピリデンシクロヘキセン[1R,5R,(+)]-ピナ-2-エン(+)-α-ピネン(1α,5α)-2,6,6-トリメチルビシクロ[3.1.1]ヘプタン-2-エン(1R,5R)-2,6,6-トリメチルビシクロ[3.1.1]ヘプタ-2-エンd-α-ピネン(-)-ピネン(1R,5R)-2,7,7-トリメチルノルピナン-2-エン(1R,5R)-ピナ-2-エン(3R)-2-メチル-3α,5α-イソプロピリデンシクロヘキセン(1β,5β)-2,7,7-トリメチルビシクロ[3.1.1]ヘプタ-2-エン(+)-2-ピネン[1R,5R]-2,6,6-トリメチルビシクロ[3.1.1]ヘプタ-2-エン(1α,5α)-2,6,6-トリメチルビシクロ[3.1.1]ヘプタ-2-エン(+)‐Α‐ピネン(1R,5R)-2,6,6-トリメチルビシクロ[3.1.1]ヘプト-2-エンピネン, (1R)-(+)-Α-(1R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene(+)-α-PineneFEMA 2902(1R)-(+)-α-pinene(+)-a-pineneα-Pinene dextro(1R,5R)-2-6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-2-ENE(1R)-(+)-a-pineneAlpha Pinene Dextro2,6,6-trimethyl-,(1R)-Bicyclo[3.1.1]hept-2-ene
H6CM4TWH1W(1R,5R)-pin-2-eneBicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R,5R)-CCRIS 9059EINECS 232-087-8.ALPHA.-PINENE, D-(+)-3,6,6-TRIMETHYLBICYCLO[3.1.1]HEPT-2-ENE.ALPHA.-PINENE-(+)

データベース識別子

CAS
7785-70-8
PubChem CID
82227
DTXSID
DTXSID7041671
ChEMBL
CHEMBL1236329
ChEBI
CHEBI:28261
UNII
H6CM4TWH1W
EC Number
232-087-8
Nikkaji
J95.399G

物性

構造計算による物性

XLogP
2.8
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
0
重原子数
10

実験および物理化学的性質

Chemical ClassesBiological Agents -> Terpenes
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
FragrancesFragrance Ingredient (d-.alpha.-Pinene) -> IFRA transparency List
LogP4.44
Density0.855-0.860
Solubility · 2 件

Insoluble in water; soluble in oils

Soluble (in ethanol)

物理化学的性質

融点
62 °C · −62 °C(lit.)
沸点
155 · 155-156 °C(lit.)
比重(密度)
0.858 g/mL · 0.858 g/mL at 20 °C(lit.)
蒸気圧
5 hPa · 5 hPa (25 °C)
FEMA
2902 · 2902 | ALPHA-PINENE
屈折率
20 · n20/D 1.465(lit.)

化学的性質

化学的特性(1R)-(+)-ALPHA-PINENE is Clear colourless liquid

化学性质ピネンは無色の液体であり水には溶けにくいが有機溶剤にはよく溶けますこの化合物は高い沸点を持ち大気中で酸化されやすい特徴があります

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 0.3% (5 of 1465) of reports.

Danger

H226 (99.7%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P321, P331, P332+P317, P333+P317, P362+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1465 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 4 件

Chemical: Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R)-

Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R,5R)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R,5R)- 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)

Status: Active Update: 18-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/9984

(1R)-(+)-a-pinene: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Alpha-pinene: Human health tier II assessment
Hazards SummaryA skin and strong eye irritant; May cause allergic reactions in sensitive individuals, based on QSAR modeling; [Sigma-Aldrich MSDS] See alpha-Pinene.
Hazard Classes and Categories · 2 件

Flam. Liq. 3 (99.7%)

Acute toxicity (ingestion) - category 4

毒性情報

Adverse EffectsNeurotoxin - Acute solvent syndrome

安全データ

F
10
wgk
3
tsca
TSCA listed
rtecs
DT7000000
ridadr
UN 2368 3/PG 3
hs_code
2902 19 00

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

U.S. Production2023: 10,000,000 - <50,000,000 lb
Industry UsesIntermediates
Household ProductsInformation on 2 consumer products that contain D-Alpha-Pinene in the following categories is provided:
Use Classification · 3 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1R,5R)-: ACTIVE

応用分野 · 3 件

用途ピネンを適当な触媒を用いて酸化することで、様々な医薬品や香料などが成分が生産される。最も簡単な酸化生成物はベルベノンであり、空気酸化によっても生成するが、酢酸鉛(IV)を触媒として使うこともある。 α-ピネンとボランから得られるイソピノカンフェニルボラン類は、有機合成分野において不斉還元剤として用いられる。

使用(1R)-(+)-α-Pinene is used in hydroboration reactions and the reduction of ketones.

一般的な説明(+)-α-Pinene is a monoterpenoid compound mainly found in Pinus species.

調製方法 · 1 件

純化方法(1R)-(+)-ALPHA-PINENE is isomerised by heat, acids and certain solvents. It should be distilled under reduced pressure under nitrogen and stored in the dark. It has been purified via the nitrosochloride [Waterman et al. Recl Trav Chim, Pays-Bas 48 1191 1929]. For purification of optically active forms see Lynn [J Am Chem Soc 91 361 1919].

上流・下流製品情報

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]

補足説明

定義ChEBI: The (+)-enantiomer of alpha-pinene.

関連反応

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