N-(Hydroxymethyl)Phthalimide N-羟甲基邻苯二甲酰亚胺

CAS 118-29-6 MFCD00005899

化学结构图

118-29-6
SMILES: OCN1C(=O)C2C=CC=CC=2C1=O

化学属性

Mol. FormulaC9H7NO3
Mol. Weight177.16
Density1.422
Melting Point147-149°C
TSCAYes
Solubility难溶于一般有机溶剂。
Boiling Point332°C at 760 mmHg
Flash Point154.6°C

别名和识别编码

Chemical NameN-(Hydroxymethyl)Phthalimide
CAS Number118-29-6
EC Number204-241-4
Beilstein Registry Number140946
MDL NumberMFCD00005899
Synonym N-(Hydroxymethyl)phthalimide {LY} N-(Hydroxymethyl)phthalimide {} {LY} N-(Hydroxymethyl)phthalimide {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} N-(Hydroxymethyl)phthalimide {} {} {}
PubChem Substance ID8354
Alfabeta NameHYDROXYMETHYLISOINDOLEDIONE HH21132(())-----,
Chemical Name TranslationN-羟甲基邻苯二甲酰亚胺
Reaxys-RN140946
LabNetwork Molecule IDLN00176390
InChIInChI=1S/C9H7NO3/c11-5-10-8(12)6-3-1-2-4-7(6)9(10)13/h1-4,11H,5H2
Canonical SMILESO=C1C2=C(C(N1CO)=O)C=CC=C2
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分类

  • {SNA} Building Blocks, Carbonyl Compounds, Chemical Synthesis, Cyclic Imides, Organic Building Blocks

产品应用

  • 用于芳香烃在三氟甲磺酸中的酰胺甲基化反应.

相关文献及参考

  • Used for the introduction of the phthalimidomethyl group by electrophilic substitution of aromatic compounds. For reviews on this amidomethylation reaction, see: Org. React., 14, 52 (1965); Synthesis, 49, (1970); 85, 181 (1984).
  • In the presence of diethylamine, protection of carboxylic acids as phthalimidomethyl esters has been reported. The group can be cleaved with hydrazine in MeOH, by a variety of basic or acidic conditions: Rec. Trav. Chim., 82, 941 (1963), or with Zn in AcOH: Chem. Ind. (London), 1204 (1970).

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S37 Wear suitable gloves 戴适当手套；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSTI5270000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Warnings IRRITANT 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 300 mg/kg
SEX/DURATION            : female 13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 48(10),64,1983

Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Storage condition 2-8°C {LY} 2-8°C {} { {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} { {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperatur

其他信息

  • TCI Shanghai:N-羟基甲基苯邻二甲酰亚胺 N-Hydroxymethylphthalimide,>;98.0%(LC)(118-29-6)
  • 用途一:用于农药、染料、颜料、医药的有机合成
  • Sigma Aldrich:118-29-6(sigmaaldrich)
  • 用途三:N-羟甲基邻苯二甲酰亚胺（118-29-6）广泛应用于合成医药、染料、农药等。如生产染料中间体，1,4-二氯蒽醌、1-氯蒽醌，抗凝血药苯基茚满二酮，杀菌剂四氯N-羟甲基邻苯二甲酰亚胺，抗焦虑药多虑平等。
  • 图谱信息:N-羟甲基邻苯二甲酰亚胺(118-29-6)核磁图( 1 HNMR) N-羟甲基邻苯二甲酰亚胺(118-29-6)红外图谱(IR1) N-羟甲基邻苯二甲酰亚胺(118-29-6)红外图谱(IR2) N-羟甲基邻苯二甲酰亚胺(118-29-6)核磁图( 13 CNMR) N-羟甲基邻苯二甲酰亚胺(118-29-6)质谱(MS) N-羟甲基邻苯二甲酰亚胺(118-29-6)Raman光谱
  • Acros Organics:N-(羟甲基)邻苯二甲酰亚胺 N-(Hydroxymethyl)phthalimide, 97%(118-29-6)
  • 用途二:农药中间体，用于生产杀虫剂亚胺硫磷等。
  • 企业检测参考数据:含量测定（干品）(%): ≥98.0% 铁离子≤20ppm 重金属≤0.001% 水分≤0.3%
  • 在有机溶剂中原位生成无水甲醛的安全试剂
  • 方法一:由邻苯二甲酰亚胺与甲醛反应而得。将甲醛加入反应锅，加水将甲醛配成12%左右的浓度。搅拌下投入邻苯二甲酰亚胺，用量为邻苯二甲酰亚胺：甲醛=1：1.1（摩尔比）。升温至98-102℃，回流反应2.5h，降温至35℃，离心过滤，烘干而得成品。
  • N-羟甲基邻苯二甲酰亚胺价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010353 N-羟甲基邻苯二甲酰亚胺 100g 200元 2011/04/16 H0648 N-羟基甲基苯邻二甲酰亚胺 N-Hydroxymethylphthalimide 25G 364元 2011/04/16 H0648 N-羟基甲基苯邻二甲酰亚胺 N-Hydroxymethylphthalimide 250G 1300元
  • 上游原料:氢氧化铵 --> 甲醛 --> 苯酐 --> 邻苯二甲酰亚胺
  • 外观:白色结晶粉末或黄色针状结晶。
  • MOL 文件:118-29-6.mol
  • 海关编码:29251995
  • Alfa Aesar:N-(羟甲基）邻苯二甲酰亚胺,97% N-(Hydroxymethyl)phthalimide, 97%(118-29-6)
  • MSDS 信息:N-(Hydroxymethyl)phthalimide(118-29-6).msds

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Cyclic Imides - Carbonyl Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Nitrogen Compounds 氮化合物
  5. Amidates/Imidates - Nitrogen Compounds
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Carboxylic Acids
  6. C9

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