バレルアルデヒド
バレルアルデヒド · ペンチルアルデヒド · ペンタンナール · ペンタナール · 吉草酸アルデヒド · N-ペンタナール · N-吉草酸アルデヒド · n-バレルアルデヒド
識別子と物理属性
| CAS No. | 110-62-3 |
|---|---|
| 分子式 | C5H10O |
| 平均分子量 | 86.13 g/mol |
| 単同位体質量 | 86.07316494 g/mol |
| SMILES | CCCCC=O |
| InChIKey | HGBOYTHUEUWSSQ-UHFFFAOYSA-N |
| PubChem CID | 8063 |
| ChEMBL | CHEMBL18602 |
| ChEBI | CHEBI:84069 |
| EC No. | 203-784-4 |
| DTXSID | DTXSID7021653 |
| 現地名 | バレルアルデヒド |
化学・物理的性質
| XLogP | 1.1 |
|---|---|
| 極性表面積 | 17.1 |
| 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 | 3 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 32.9 |
| 物質分類 | Other Classes -> AldehydesFlammable agents - 3rd degreeVolatile Organic Compound (VOC) |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 脂質 | Fatty Acyls [FA] -> Fatty aldehydes [FA06] |
| SpringerMaterials Properties | Boiling point |
| 香料 | Fragrance Ingredient (Valeraldehyde) -> IFRA transparency List |
| LogP（分配係数） | 1.31 |
| 臭い | POWERFUL, ACRID, PUNGENT ODORStrong, acrid, pungent odorジプロピレングリコール中1.00%。発酵したパンのようなフルーティーなナッツのようなベリー |
| 味 | WARM, SLIGHTLY FRUITY, & NUT-LIKE AT LOW LEVELSPLEASANT, CHOCOLATE AROMA & TASTE... IT HAS SHARP, PENETRATING FLAVOR |
| 食品添加物 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.811 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8095 g/cu cm at 20 °CRelative density (water = 1): 0.80.805-0.8090.81 g/mL at 25 °C(lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 0.54 mPa-s at 20 °C |
| 融点 | -92 °C |
| 沸点 | 103 °C |
| 蒸気圧 | 36 hPa (20 °C) |
| 屈折率 | n20/D 1.394(lit.) |
| FEMA | 3098 | VALERALDEHYDE |
| 引火点 | 54 °F |
| 貯蔵条件 | Store at +2°C to +8°C. |
| 溶解度 | エチルアルコール、エチルエーテル、その他の一般的な有機溶媒に可溶。14g/L（20℃） |
| 外観・状態 | liquid |
| 色 | Colorless to Light yellow |
| においのタイプ | 発酵した |
| 臭気閾値 | 0.00041ppm |
| 由来生物 | synthetic |
| 爆発限界 | 1.7-6.8%(V) |
| Merck | 14,9902 |
| JECFA Number | 89 |
| BRN | 1616304 |
| ヘンリー定数 | 6.6×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 13.9(Ambient) |
| 安定性 | 安定。とても燃えやすい。強酸化剤、酸、強アルカリ、強還元剤とは相容れない。 |
| 化粧品成分の機能 | 香料 |
| InChI | 1S/C5H10O/c1-2-3-4-5-6/h5H,2-4H2,1H3 |
| InChIKey | HGBOYTHUEUWSSQ-UHFFFAOYSA-N |
| SMILES | [H]C(=O)CCCC |
| LogP（分配係数） | 1.5 at 25℃ and pH7 |
| CAS データベース | 110-62-3(CAS DataBase Reference) |
| NISTの化学物質情報 | Pentanal(110-62-3) |
| EPAの化学物質情報 | Pentanal (110-62-3) |
化学的特性
ペンタナールは化学式C5H10Oを持つ有機化合物でアルデヒドの一種です常温では無色の液体として存在し特有の刺激臭を持ちます溶解性に関しては水にはやや溶けにくいもののエタノールやジエチルエーテルなどの有機溶媒には良く溶ける特性を持っています
化学的特性
Valeraldehyde is a colorless flammable liquid with a strong acrid, pungent odor. At low levels, the taste is warm, slightly fruity and nut-like.The odor threshold is 0.028 ppm. Slightly soluble in water; soluble in alcohol and ether.
化学性质
ペンタナールの反応性はその構造から来る特性に大きく依存していますアルデヒド基が持つ反応性は多くの有機合成反応において重要な役割を果たします例えばアルドール反応やカニッツァーロ反応などペンタナールは多様な有機反応の基質として利用されますこれらの反応は薬品や農薬香料などの合成に不可欠なプロセスです
安全性と法規制
| GHS 分類 | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1939 reports by companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H225: Highly Flammable liquid and vapor [Danger Flammable liquids] |
|---|---|
| 規制情報 | Chemical: PentanalPentanal is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentanal 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: 20-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14541Pentanal: HSNO Approval: HSR001234 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| その他の安全情報 | IMAP assessments - Pentanal: Human health tier II assessment |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Highly flammable. Vapour/air mixtures are explosive. |
| 火災の可能性 | A very dangerous fire hazard when exposed to heat or flame. |
| 健康有害性 | Vapor may irritate eyes. Liquid irritates eyes and skin. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin. |
| 有害性の概要 | If left on clothing, can cause reddening of skin[CHRIS] A skin, eye, and respiratory tract irritant[ICSC] See ALDEHYDES. |
| 輸送番号・ガイド（DOT） | 2058 129 |
用途
用途
ナッツ、果実系食品香料用、有機合成原料
説明
Valeraldehyde is one of the key volatile flavor compounds identified in cooked rice, beef fish meat and uncured ham. Its smell is described as fermented, bready, fruity, nutty, berry.It is an alkyl aldehyde used in flavoring Compounds, resin chemistry, rubber accelerators.
天然物の起源
Valeraldehyde is naturally occurring (e.g., plant volatile). Reported found among the constituents of several essential oils: Brazilian sassafras, Bulgarian rose, Bulgarian clary sage and others. Also in the distillates from leaves of various Eucalyptus species: E. cinereea, E. globulus, E. dives, E. maideni and E. hemilampra. Also reported found in fresh apple, banana, sweet cherry, black currant berries, fresh blackberry, Bantu beer, plum brandy, cardamom, coriander leaf, unprocessed rice, Bourbon vanilla, cooked shrimp, scallop, hog plum and clary sage.
使用
Valeraldehyde is mainly used for hydrogenation to Isoamyl alcohol and oxidation to valeric acid. It can also be used as a raw material for fragrances, resin chemistry, and rubber accelerators.
一般的な説明
A colorless liquid. Slightly soluble in water and less dense than water. Flash point 54°F. Vapors heavier than air. Used to make artificial flavorings and rubber.
製法・合成法
製造方法
Valeraldehyde can be prepared by oxidation of the corresponding alcohol, 1-pentanol or by reduction of n-valeric acid (Opdyke, 1979; Lewis, 1993). Valeraldehyde is one of a number of aliphatic aldehydes industrially prepared by the oxo process, which involves the reaction of olefins with carbon monoxide and hydrogen in the presence of a catalyst. Use of a cobalt carbonyl complex as catalyst required high pressure in an older process, which has been largely replaced by a low-pressure process based on rhodium complex catalysts, such as a tris (alkyldiarylphosphine) rhodium carbonyl hydride.
純化方法
Purify pentanal via the bisulfite derivative (see 2-butanone above for the preparation and decomposition of the bisulfite derivative). [Birrell & Trotman-Dickinson J Chem Soc 2059 1960, Beilstein 1 H 676, 1 IV 3268.] The 2,4-dinitrophenylhydrazone [2057-84-3] M 266.3 has m 103-105o (from EtOH). [Beilstein 15 III/IV 429.]