naphthalene

• ChemBase编号: 103417
• 分子式: C10H8
• 平均质量: 128.17052
• 单一同位素质量: 128.06260026
• SMILES: c1ccc2ccccc2c1
• Canonical SMILES: c1ccc2c(c1)cccc2
• InChI: InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H
• InChIKey: UFWIBTONFRDIAS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: naphthalene
• IUPAC系统名: bicyclo[4.4.0]deca-1,3,5,7,9-pentene; bicyclo[4.4.0]deca-2,4,6,8,10-pentene
• IUPAC传统名: naphthalene
• 别名: 萘; 熔点标准品 79-81°C; 萘 溶液; 萘; Naphthalene; Melting point standard 79-81°C; Camphor Tar; Mighty 150; Moth Balls; Moth Flakes; Naphthalin; Naphthaline; Naphthene; RCRA Waste Number U165; Tar Camphor; White Tar; NAPHTHALENE; mothballr; naphthalir; moth flaker; naphthalinr; antimitr; albocarbon; Naphthalene solution; Naphthalene

登记号

• CAS号: 91-20-3
• EC号: 200-659-6; 203-806-2; 202-049-5
• MDL号: MFCD00001742
• Beilstein号: 7822574; 1421310
• 默克索引号: 146370
• PubChem SID: 24851121; 24872078; 24848808; 24864927; 24888246; 24871994; 162090592
• PubChem CID: 931
• CHEBI ID: 16482
• CHEMBL: 16293
• Chemspider ID: 906
• KEGG ID: C00829
• 美国药典/FDA物质标识码: 2166IN72UN
• 维基百科标题: Naphthalene

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 2.9627225
• LogD (pH = 7.4): 2.9627225
• Log P: 2.9627225
• 摩尔折射率: 42.5082 cm^3
• 极化性: 18.077257 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

• 溶解度: Approximately 30 mg/L in water; Soluble in benzene, toluene, chloroform, CS2, ether. Insoluble in water
• 外观: Crystalline; white; White solid crystals/flakes,; strong odor of coal tar
• 熔点: >= 78 °C with sublimation; 77-82 °C; 79.5-81 °C; 79.5-81.0 °C; 79-81 °C (±0.3°C); 79-84 °C; 80.26°C; 80-82 °C(lit.); 80-82°C
• 沸点: 217.9 °C at 1013 hPa; 218 °C(lit.); 218°C; 218°C
• 闪点: -.4 °F; 176 °F; -18 °C; 78°C(172°F); 79–87 °C; 80 °C (closed cup); 80 °C
• 自燃点: 525 °C; 540 °C at 1013 hPa (DIN 51794); 978 °F
• 密度: 0.9628; 0.963; 1.0253 g/cm^3 at 20 °C; 1.14 g/cm3
• 折射率: 1.5821
• 蒸汽压: .04 hPa at 20 °C; 0.03 mmHg ( 25 °C)
• 蒸汽密度: 4.4 (vs air); 4.42 (air = 1)
• 荧光: λex 265; λem 336 in cyclohexane

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: QJ0525000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1145; 1230; 1334; UN1334
• 德国WGK号: 1; 2; 3
• 联合国危险货物等级: 3; 4.1
• 联合国危险货物包装类别(PG): 2; 3; III
• 澳大利亚Hazchem: 2Z
• 危险公开号: 11-22-40-50/53; 11-23/24/25-39/23/24/25; 11-38-50/53-65-67; 22-40-50/53; R:10-30-40/22; R22, R40, R50/53
• 安全公开号: 36/37-46-60-61; 7-16-36/37-45; 9-16-25-33-60-61-62; S:16-28-29-36/37/39-45; S2, S36/37, S46, S60, S61
• 欧盟危险货物分类: F1
• 欧盟危险识别号(EUHIN): 4.1B
• 美国ERG指导号: 133
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS警示词: Danger; Warning
• 主要危害: Flammable, sensitizer, possible carcinogen. Dust can form explosive mixtures with air
• NFPA704:
  

  2

  2

  0
• 爆炸极限: 5.9 %
• GHS危险声明: H225-H304-H315-H336-H410; H228-H351-H400-H410-H302; H301-H311-H331-H370; H302-H351-H410
• GHS警示性声明: P210-P241-P280-P301+P312-P405-P501A; P210-P261-P273-P301 + P310-P331-P501; P260-P280-P301 + P310-P311; P273-P281-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1145 3/PG 2; UN 1230 4.1/PG 2; UN 1334 4.1/PG 3
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... CYP1A2(1544); human ... CYP1A2(1544), CYP2A6(1548)mouse ... Cyp2a5(13087)

产品相关信息

• 纯度: ≥99%; ≥98.0%; ≥98.0% (GC); ≥99%; ≥99.0% (GC); ≥99.7% (GC); 95+%; 98%; 99%; 99.6%; 99+%
• 浓度: 100 ng/μL in cyclohexane; 200 μg/mL in methanol; 5000 μg/mL in methanol
• 级别: analytical standard; analytical standard, for environmental analysis; puriss.; purum; SAJ first grade; TraceCERT®
• 包装: ampule of 1 mL; ampule of 5000 mg
• 适用性: suitable for scintillation
• 杂质: ~0.8% thionaphthene; ≤1% thionaphthene
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H8

详细说明

MP Biomedicals - 02151726

Scintillation Grade
Purity: 99+%
NOT FOR EXPORT

Sigma Aldrich - 147141

包装
1 kg in poly bottle
25 g in poly bottle
3 kg in poly drum

Sigma Aldrich - 185604

包装
1 kg in glass bottle
250 g in glass bottle

Sigma Aldrich - 184500

包装
1 kg in poly bottle
250 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 91489

Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 48641

Other Notes
This product is also available as a certified reference solution. Please reference CRM48641.

参考文献

• Reacts with Na metal in 1,2-dimethoxyethane to give Na naphthalenide. This radical anion is a powerful-electron donor, e.g. in reductive dehalogenation of vic-dihalides: J. Chem. Soc., Chem. Commun., 78 (1969), and in reductive cleavage of tosylates to alcohols: J. Am. Chem. Soc., 88, 1581 (1966).
• Li naphthalenide is a useful, non-nucleophilic reagent for the conversion of carboxylic acids to their dianions in cases where LDA could interfere: J. Org. Chem., 45, 1106 (1980). Similarly, has been found preferable to LDA in the lithiation of allylic nitriles: Synthesis, 358 (1981).
• Carboxylic acids react with alkyl, alkenyl or aryl chlorides in the presence of Li metal and a catalytic amount of naphthalene in THF to give ketones in fair to good yields: J. Org. Chem., 61, 6058 (1996).