ethynylbenzene

• ChemBase编号: 92003
• 分子式: C8H6
• 平均质量: 102.13324
• 单一同位素质量: 102.04695019
• SMILES: C#Cc1ccccc1
• Canonical SMILES: C#Cc1ccccc1
• InChI: InChI=1S/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H
• InChIKey: UEXCJVNBTNXOEH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethynylbenzene
• IUPAC传统名: phenylacetylene
• 别名: 乙炔苯; 苯乙炔; Ethynylbenzene; Phenylethyne; Phenylacetylene; Phenylacetylene; ETHYNYLBENZENE

登记号

• CAS号: 126716-66-3; 536-74-3
• EC号: 208-645-1
• MDL号: MFCD00008570
• Beilstein号: 605461
• 默克索引号: 143861
• PubChem SID: 162078701; 24847341; 24887238
• PubChem CID: 10821
• CHEMBL: 234833
• Chemspider ID: 10364
• 维基百科标题: Phenylacetylene

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.1240811
• LogD (pH = 7.4): 2.1240811
• Log P: 2.1240811
• 摩尔折射率: 31.2303 cm^3
• 极化性: 12.969005 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: –45 °C; -45°C; 67 - 69°C
• 沸点: 142°C; 142-144 °C; 142-144 °C(lit.); 142-144°C; 142-144°C
• 闪点: 27 °C; 27°C; 27°C(81°F); 31.1°C; 80.6 °F; 81 °F
• 密度: 0.93; 0.93 g/cm3; 0.93 g/mL at 25 °C(lit.); 0.930; 0.930 g/ml
• 折射率: 1.5480; n20/D 1.549; n20/D 1.549(lit.)
• 蒸汽压: 17.6 mm Hg @ 37.7°C; 17.6 mmHg ( 37.7 °C)
• 疏水性(logP): 2.412
• pKa: 28.8

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Flammable/Harmful/Lachrymatory/Moisture Sensitive/Light Sensitive/Keep Cold; Light Sensitive
• RTECS编号: DA0780000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); X; 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1993; 3295; UN3295
• 德国WGK号: 1; 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 澳大利亚Hazchem: 3Y
• 危险公开号: 10-36/37-40-65; 10-36/37-65; R:10; R:10-36/37
• 安全公开号: 23-26-36-62; 26-36/37/39-45; 26-36/37-62; S:9-16-26-29; S:9-16-29
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 3B
• 美国ERG指导号: 128
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H226-H304-H315-H319-H351; H304-H226-H319-H335
• GHS警示性声明: P261-P280F-P305+P351+P338-P301+P330+P331-P315; P281-P301 + P310-P305 + P351 + P338-P331
• 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 3295 3/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (GC); 95%; 95+%; 97%; 98%; 98+%
• 级别: purum
• 杂质: <1% 1,4-dioxane
• 线性分子式: C6H5CCH

详细说明

MP Biomedicals - 05212155

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02156149

Purity: 98%
1 ml = approx. 0.93 g

Sigma Aldrich - 117706

Application
末端炔烃，用于在三甲基铝存在下将硝酮转化为炔基羟胺。1有关基于苯乙炔支架的大环类化合物合成的综述，请参见参考文献 2。
包装
25, 100 mL in glass bottle

参考文献

• For preparation of the cuprate and references for coupling with aryl halides to give diarylacetylenes, see: Org. Synth. Coll., 6, 916 (1988).
• Conversion to the 1-bromoalkyne has been described: Org. Synth. Coll., 5, 921 (1973). For an improved phase-transfer method, using NaBr/NaOCl, see: J. Org. Chem., 57, 4555 (1992).
• Dimetallation can be accomplished with a 2:1 molar mixture of n-BuLi and KO-t-Bu in THF, the second metallation occurring specifically at the ortho-position. Thus, the bis(TMS)-derivative can be prepared in excellent yield: J. Org. Chem., 55, 1311 (1990).
• For cyanation with CuCN in the presence of TMS chloride and NaI, see: Tetrahedron Lett., 34, 591 (1993).
• Glaser oxidative coupling by Cu(OAc)₂ in pyridine gives diphenylbuta-1,3-diyne: Org. Synth. Coll., 5, 499 (1973).
• For conversion to the Grignard with ethylmagnesium bromide, and subsequent Cu-catalyzed coupling with allyl bromide, see: Org. Synth. Coll., 6, 925 (1988).