トリブチルアミン
トリブチルアミン · N,N-ジブチル-1-ブタンアミン · N,N-ジブチルブタン-1-アミン · トリ-n-ブチルアミン · トリブタン-1-イルアミン · トリブタン‐1‐イルアミン · トリ‐N‐ブチルアミン · トリブチルアミン標準品
識別子と物理属性
| CAS No. | 102-82-9 |
|---|---|
| 分子式 | C12H27N |
| 平均分子量 | 185.35 g/mol |
| 単同位体質量 | 185.21434987 g/mol |
| SMILES | CCCCN(CCCC)CCCC |
| InChIKey | IMFACGCPASFAPR-UHFFFAOYSA-N |
| PubChem CID | 7622 |
| ChEMBL | CHEMBL1877658 |
| ChEBI | CHEBI:38905 |
| EC No. | 203-058-7 |
| DTXSID | DTXSID4026183 |
| 現地名 | トリブチルアミン |
化学・物理的性質
| XLogP | 4 |
|---|---|
| 極性表面積 | 3.2 |
| 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 | 9 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 72 |
| LogP（分配係数） | log Kow = 4.461.52 |
| 臭い | Odor of ammonia |
| 密度 | 0.7771 at 68 °F (NTP, 1992) - Less dense than waterwill float0.7782 at 20 °C/20 °CBulk density: 6.5 lb/galRelative density (water = 1): 0.780.78 @25 °C0.778 g/mL at 25 °C(lit.) |
| Viscosity | 1.35 cP at 25 °C0.73 cP at 60 °C |
| Color/Form | Pale yellow liquid |
| 溶解度 | Slightly soluble (NTP, 1992)In water, 142 mg/L at 25 °CIn water, 40 ppm at 18 °CSparingly soluble in waterSoluble in acetonevery soluble in ethanol, ethyl etherSoublel in most org solvents水にわずかに溶けるほとんどの有機溶媒に溶けるアセトンとベンゼンに溶けるエタノールとエーテルに非常に溶ける0.386g/L (25℃) |
| 引火点 | 185 °F (NTP, 1992)63 °C (145 °F) - closed cup145 °F (63 °C)187 °F (open cup)63 °C c.c.146 °F |
| 沸点 | 415 °F at 760 mmHg (NTP, 1992)207 °C216-217 °C216.5 °C @760 [mm Hg]216 °C(lit.) |
| Decomposition | When heated to decomp, emits toxic fumes of /nitrogen oxides/. |
| 融点 | -94 °F (NTP, 1992)-70 °C−70 °C(lit.) |
| 蒸気密度 | 6.38 (NTP, 1992) - Heavier than airwill sink (Relative to Air)6.39 (Air = 1)Relative vapor density (air = 1): 6.46.38 (vs air) |
| 臭気閾値 | 8 female and 8 male volunteers were exposed to the test substance (> 99.5% pure) in varying concentrations. An odor threshold of 0.07 +/- 0.03 ppm (approx. 0.54 mg/cu m) was identified in this study (lowest value: 0.01 ppm) |
| 蒸気圧 | 0.3 mm Hg ( 20 °C) |
| 屈折率 | n20/D 1.428(lit.) |
| 貯蔵条件 | Store at RT. |
| pKa（酸解離定数） | 9.99±0.50(Predicted) |
| 外観・状態 | 液体 |
| 色 | クリア |
| pH | 10.6 (20°C in H2O, saturated aqueous solution) |
| 爆発限界 | 6% |
| Merck | 14,9618 |
| BRN | 1698872 |
| ヘンリー定数 | 3.7×10-1 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 誘電率 | 2.29 |
| 安定性 | 安定。可燃性。強酸化剤、強酸とは相容れない。吸湿性。 |
| InChI | 1S/C12H27N/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3 |
| InChIKey | IMFACGCPASFAPR-UHFFFAOYSA-N |
| SMILES | CCCCN(CCCC)CCCC |
| LogP（分配係数） | 3.34 at 25℃ |
| CAS データベース | 102-82-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Tributylamine(102-82-9) |
| EPAの化学物質情報 | Tributylamine (102-82-9) |
化学的特性
Pale-yellow liquid; amine odor. Slightly soluble in water; soluble in most organic solvents. Combustible.
安全性と法規制
| GHS 分類 | DangerH302 (99.3%): Harmful if swallowed [Warning Acute toxicity, oral]H310 (79.8%): Fatal in contact with skin [Danger Acute toxicity, dermal]H311 (16.9%): Toxic in contact with skin [Danger Acute toxicity, dermal]H315 (85.6%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (14.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H330 (84.2%): Fatal if inhaled [Danger Acute toxicity, inhalation]H412 (14.4%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P260, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3068 reports by companies from 17 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. |
|---|---|
| 規制情報 | Chemical: 1-Butanamine, N,N-dibutyl-1-Butanamine, N,N-dibutyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanamine, N,N-dibutyl- 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: Cease Manufacture Update: 23-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25009Status: Active Update: 12-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/133271-Butanamine, N,N-dibutyl-: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| 輸送ラベル（DOT） | Poison |
| 火災危険 | Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: |
用途
用途
染料中間物、ゴム薬品
用途
農薬原料,防錆剤,医薬?農薬?腐食防止剤原料
使用
Tributylamine is used as a solvent, an inhibitor in hydraulic fluids, a dental cement, and in isoprene polymerization.
一般的な説明
A pale yellow liquid with an ammonia-like odor. Less dense than water. Very irritating to skin, mucous membranes, and eyes. May be toxic by skin absorption. Low toxicity. Used as an inhibitor in hydraulic fluids.
製法・合成法
調製方法
Tributylamine (TBA) is manufactured by vapor phase alkylation of ammonia with butanol to produce a technical grade compound (Windholz et al 1983).
純化方法
Purify the amine by fractional distillation from sodium under reduced pressure. Pegolotti and Young [J Am Chem Soc 83 3251 1961] heated the amine overnight with an equal volume of acetic anhydride, in a steam bath. The amine layer was separated and heated with water for 2hours on the steam bath (to hydrolyse any remaining acetic anhydride). The solution was cooled, solid K2CO3 was added to neutralize any acetic acid that had been formed, and the amine was separated, dried (K2CO3) and distilled at 44mm pressure. Davis and Nakshbendi [J Am Chem Soc 84 2085 1926] treated the amine with one-eighth of its weight of benzenesulfonyl chloride in aqueous 15% NaOH at 0-5o. The mixture was shaken intermittently and allowed to warm to room temperature. After a day, the amine layer was washed with aqueous NaOH, then water and dried with KOH. (This treatment removes primary and secondary amines.) It was further dried with CaH2 and distilled under vacuum. [Beilstein 4 IV 554.]