2-(bromomethyl)naphthalene

• ChemBase编号: 88856
• 分子式: C11H9Br
• 平均质量: 221.09316
• 单一同位素质量: 219.98876229
• SMILES: BrCc1cc2c(cc1)cccc2
• Canonical SMILES: BrCc1ccc2c(c1)cccc2
• InChI: InChI=1S/C11H9Br/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2
• InChIKey: RUHJZSZTSCSTCC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(bromomethyl)naphthalene
• IUPAC传统名: (2-naphthyl)bromomethane
• 别名: 2-(溴甲基)萘; 2-(Bromomethyl)naphthalene 96%; 2-(Bromomethyl)naphthalene; 2-Naphthylmethyl bromide; 2-(bromomethyl)naphthalene

登记号

• CAS号: 939-26-4
• EC号: 213-359-5
• MDL号: MFCD00004123
• Beilstein号: 636546
• PubChem SID: 162075754; 24848601; 24850556
• PubChem CID: 70320

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 3.73546
• LogD (pH = 7.4): 3.73546
• Log P: 3.73546
• 摩尔折射率: 55.3586 cm^3
• 极化性: 22.21318 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 51-54 °C(lit.); 51-55°C; 52-54°C; 52-55 °C; 53 - 54°C
• 沸点: 213 °C/100 mmHg(lit.); 213°C/100mm; 213°C/100mm
• 闪点: >110°C; >110°C(230°F); 110 °C; 230 °F
• 疏水性(logP): 4.098

安全信息

• 保存注意事项: Corrosive/Lachrymatory/Keep Cold/Moisture Sensitive/Store under Argon
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3261; UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 34; 34-43
• 安全公开号: 20-26-36/37/39-45; 26-28-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H314-H317; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• 个人保护装置: 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
• RID/ADR: UN 3261 8/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (HPLC); 95%; 96%; 98%
• 级别: technical
• 线性分子式: C10H7CH2Br

详细说明

Sigma Aldrich - 143677

包装
5, 25, 100 g in glass bottle

参考文献

• Primary or secondary OH groups can be protected as 2-naphthylmethyl (NAP) ethers, e.g. with NaH in DMF. The NAP ether is stable to dilute aqueous HCl or NaOH, but is cleanly hydrogenolyzed with Pd/C; preferential cleavage in the presence of a benzyl ether can be achieved in high yield: J. Org. Chem., 63, 4172 (1998). NAP protection has been utilized in carbohydrate synthesis where stability to 4% TFA in CHCl₃, hot 80% AcOH, SnCl₂/AgOTf, or HCl/EtOH were demonstrated, conditions under which the 4-methoxybenzyl (PMB) group is cleaved; both NAP and PMB groups are efficiently cleaved with DDQ: Tetrahedron Lett., 41, 169 (2000).
• NAP protection of amino groups and other N functions has also been reported. Cleavage was effected under mild condtions with DDQ: Synlett, 2065 (2003).