基本情報
- CAS
5949-05-3- 標準SMILES
CC(C)=CCC[C@H](C)CC=O- InChIKey
NEHNMFOYXAPHSD-JTQLQIEISA-N- 分子式
- C10H18O
- 平均分子量
- 154.25 g/mol
- 単同位体質量
- 154.13576519
名称と識別子
- 優先名称
- (S)-(-)-Citronellal
- IUPAC
- (3S)-3,7-dimethyloct-6-enal
- 現地名
- (-)-シトロネラール
- 英語名
- (-)-CITRONELLAL
- 分子式
- C10H18O
- 分子量
- 154.25
名称と別名
(S)-(-)-Citronellal(3S)-3,7-dimethyloct-6-enal(S)-3,7-Dimethyloct-6-enal(S)-citronellal(S)-3,7-Dimethyl-6-octenal(3S)-3,7-dimethyl-6-octenal(3S)-(-)-CitronellalDTXSID20444766-Octenal, 3,7-dimethyl-, (3S)-6-Octenal, 3,7-dimethyl-, (S)-CHEBI:368DTXCID0024476
名称をさらに表示
(-)-シトロネラール(S)-(-)-3,7-ジメチル-6-オクテナール(S)-(−)-シトロネラール(S)-(-)-シトロネラール(3S)-3,7-ジメチル-6-オクテナール(3S)-3,7-ジメチル-6-オクテン-1-オン(3S)-3,7-ジメチル-6-オクテン-1-アール(3S)-シトロネラール(S)-3,7-ジメチル-6-オクテナール(S)-シトロネラールl-シトロネラール[S,(-)]-3,7-ジメチル-6-オクテナール(3S)-3,7-ジメチルオクタ-6-エナール96.0%(GC)Citrnellal(-)-CitrnellalCITRONELLAL(L-)L(-)-Citronellal(-)-Citronellal >L(-)-Citronellal,97%7-dimethyl-(s)-6-octena
EINECS 227-707-9RefChem:407709227-707-9(-)-Citronellal5949-05-3(-) citronellal(S)-(-)-3,7-Dimethyl-6-octenal(S)-(-)-itronellal
データベース識別子
- CAS
5949-05-3- PubChem CID
- 443157
- DTXSID
DTXSID2044476- ChEMBL
CHEMBL2426622- ChEBI
CHEBI:368- EC Number
- 227-707-9
- Nikkaji
- J66.806K
物性
構造計算による物性
- XLogP
- 3
- 極性表面積
- 17.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 1
- 回転可能結合数
- 5
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 132
実験および物理化学的性質
Kovats Retention Index1154
物理化学的性質
- 沸点
- 227.64 °C · 227.64°C (estimate)
- 比重(密度)
- 0.851 g/mL · 0.851 g/mL at 20 °C (lit.)
- 屈折率
- 20 · n20/D 1.447
- 闪点
- 168 °F · 168 °F
- 貯蔵温度
- Hygroscopic, Refrigerator, under inert atmosphere
- 溶解性
- クロロホルム（適量）、酢酸エチル（微量）、メタノール（微量）
- 外見
- 油
- 色
- 無色
- 臭い (Odor)
- 10 %。クリーンなハーブシトラス · ジプロピレングリコール中10.00%。クリーンなハーブシトラス
- においのタイプ
- 柑橘類
- BRN
- 1720790 · 1720790
- InChI
- 1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3/t10-/m0/s1
- InChIKey
- NEHNMFOYXAPHSD-JTQLQIEISA-N
- SMILES
- [H]C(=O)C[C@@H](C)CC\C=C(\C)C
- LogP
- 3.482 · 3.482 (est)
- CAS データベース
- 5949 · 5949-05-3(CAS DataBase Reference)
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (72.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (99.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (27.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H411 (71.3%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 143 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: 6-Octenal, 3,7-dimethyl-, (S)-
Status: Active Update: 16-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21698
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Skin Sens. 1 (72.7%)；Eye Irrit. 2 (99.3%)；STOT SE 3 (27.3%)；Aquatic Chronic 2 (71.3%)
法規制情報
Regulatory Information
Chemical: 6-Octenal, 3,7-dimethyl-, (S)-
Status: Active Update: 16-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21698
安全データ
化学と産業
用途と製造
Use ClassificationFragrance Ingredients
General Manufacturing Information6-Octenal, 3,7-dimethyl-, (3S)-: ACTIVE
応用分野
使用(S)-(-)-Citronellal may be used in the synthesis of bioactive compounds like (+)-hexahydrocannabinol, (S)-isopulegol, machaeriols A and B.
一般的な説明(S)-(-)-Citronellal is a monoterpenoid compound mainly found in Corymbia citriodora and Cymbopogon nardus essential oils.
調製方法
純化方法Fractionally distil it. Alternatively extract it with NaHSO3 solution, wash it with Et2O, then acidify it to decompose the bisulfite adduct and extract with Et2O, dry (Na2SO4), evaporate and distil. Check for purity by hydroxylamine titration. The ORD in MeOH (c 0.167) is: []700 +9o, []589 +11o, []275 +12o and []260 +12o. The semicarbazone has m 85o, and the 2,4-dinitrophenylhydrazone has m 79-80o. [(+)-compound: Tietze & Beifuss Org Synth 71 167 1993, IR: Carroll et al. J Chem Soc 3457 1950, ORD: Djerassi & Krakower J Am Chem Soc 81 237 1959, Beilstein 1 IV 3515.]
上流・下流製品情報
上流原料
関連反応
13 件
化合物ノート
読み込み中…