3-methylbutyl nitrite

• ChemBase编号: 1389
• 分子式: C5H11NO2
• 平均质量: 117.14634
• 单一同位素质量: 117.0789786
• SMILES: O(N=O)CCC(C)C
• Canonical SMILES: CC(CCON=O)C
• InChI: InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3
• InChIKey: OWFXIOWLTKNBAP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-methylbutyl nitrite
• IUPAC传统名: IPN; aspiral
• 商标名: Aspiral; Vaporole
• 别名: 亚硝戊酯; 亚硝酸异戊酯; Amyl nitrite; Isoamyl nitrite; 3-Methylbutanol nitrite; 3-Methylbutyl nitrite; Amilnitrit; Amilnitrite; Amyl nitrit; Amyl nitrite I; Amyl nitrosum; IPN; Isoamyl nitrite; Isopentyl nitrite; Nitramyl; Nitrous acid, 3-methylbutyl ester; Nitrous acid, isopentyl ester; Pentanoli nitris; Pentyl nitrite; Amyl Nitrite; Isopentyl nitrite

登记号

• CAS号: 110-46-3
• EC号: 203-770-8
• MDL号: MFCD00002057
• Beilstein号: 969510
• 默克索引号: 145123
• PubChem SID: 24896040; 160964849; 24849038; 24881347
• PubChem CID: 8053

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.1550164
• LogD (pH = 7.4): 2.1550164
• Log P: 2.1550164
• 摩尔折射率: 31.6262 cm^3
• 极化性: 11.716929 Å^3
• 极化表面积: 38.66 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.87
• LOG S: -1.61
• 溶解度: 2.88e+00 g/l

分子性质

理化性质

• 沸点: 95-100°C; 99 °C(lit.)
• 闪点: -20 °C; -20°C(-4°F); -4 °F
• 密度: 0.872 g/mL at 25 °C(lit.); 0.875
• 折射率: 1.3870; n20/D 1.386(lit.); n20/D 1.387

安全信息

• 保存注意事项: Air & Light Sensitive
• RTECS编号: NT0187500
• 欧盟危险性物质标志: 易燃性(Flammable) (F); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1113; UN1113
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 11-20/22
• 安全公开号: 16; 16-24-46
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS06; GHS07
• GHS警示词: Danger
• GHS危险声明: H225-H302-H331; H225-H302-H332; H225-H331-H302
• GHS警示性声明: P210; P210-P241-P303+P361+P353-P321-P405-P501A; P210-P261-P311
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1113 3/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 96%; 97%, stab. with 0.2% anhyd. sodium carbonate
• 级别: purum
• 其他组分: ~2% sodium carbonate as stabilizer
• 线性分子式: (CH3)2CHCH2CH2ONO

详细说明

DrugBank - DB01612

• Drug Groups: approved
• Description: Amyl Nitrite is an antihypertensive medicine. Amyl nitrite is employed medically to treat heart diseases such as angina and to treat cyanide poisoning. Like other alkyl nitrites, amyl nitrite is bioactive in mammals, being a vasodilator which is the basis of its use as a prescription medicine. As an inhalant, it also has psychoactive effect which has led to illegal drug use.
• Indication: For the rapid relief of angina pectoris.
• Pharmacology: Amyl nitrite, in common with other alkyl nitrites, is a potent vasodilator. It expands blood vessels, resulting in lowering of the blood pressure. Alkyl nitrite functions as a source of nitric oxide, which signals for relaxation of the involuntary muscles. Physical effects include decrease in blood pressure, headache, flushing of the face, increased heart rate, dizziness, and relaxation of involuntary muscles, especially the blood vessel walls and the anal sphincter. There are no withdrawal symptoms.
• Toxicity: Overdose symptoms include nausea, emesis (vomiting), hypotension, hypoventilation, dyspnea (shortness of breath), and syncope (fainting)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. The drug is metabolized rapidly, probably by hydrolytic denitration; approximately one-third of the inhaled amyl nitrite is excreted in the urine.
• Absorption: Amyl nitrite vapors are absorbed rapidly through the pulmonary alveoli, manifesting therapeutic effects within one minute after inhalation.
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - 150495

包装
100, 500 mL in glass bottle
5 mL in ampule

参考文献

• Widely used in non-aqueous nitrosation and diazotization reactions.
• For aromatic arylation as an alternative to the Gomberg reaction, see: J. Chem. Soc., 4257 (1962). For deamination of arylamines using THF as a hydrogen donor, see: J. Chem. Soc., Perkin 1, 541 (1973).
• For use in the generation of benzyne from anthranilic acid, see: J. Org. Chem., 38, 3462 (1973).
• ɑ-Amino esters are converted to ɑ-diazo esters: Tetrahedron, 31, 227 (1975).
• For other reactions of alkyl nitrites, see Isobutyl nitrite, L05259, and tert-Butyl nitrite, L16135.