2-(Bromomethyl)benzonitrile (HCID 89599)

名称と識別子

優先名称: 2-(Bromomethyl)benzonitrile
IUPAC: 2-(bromomethyl)benzonitrile
現地名: 2-シアノベンジルブロミド
英語名: 2-Cyanobenzyl bromide
分子式: C8H6BrN
分子量: 196.04

名称と別名

2-Cyanobenzyl bromide2-(Bromomethyl)benzonitrile22115-41-9alpha-Bromo-o-tolunitrileo-Cyanobenzyl bromide.alpha.-Bromo-o-tolunitrile.alpha.-Bromo-o-toluonitrileo-Tolunitrile, .alpha.-bromo-DTXSID40176632alpha-Bromo-o-toluonitrileRefChem:84602o-Tolunitrile, alpha-bromo-

名称をさらに表示

2-シアノベンジルブロミド2-(ブロモメチル)ベンゾニトリル2-ブロモメチルベンゾニトリルo-シアノベンジルブロミドα-ブロモ-o-トルニトリルo-(ブロモメチル)ベンゾニトリル2‐（ブロモメチル）ベンゾニトリル２ブロモメチルベンゾニトリル2-(ブロモエチル)ベンゾニトリルΑ‐ブロモ‐O‐トルニトリルOrtho Cyano Benzyl BromideAKOS 92624Alogliptin-2AKOS BBS-00000052Cyanobenzyl bromideα-Bromo-o-toluntrile2-cynobenzyl bromide

DTXCID3099123628-473-4QGXNHCXKWFNKCG-UHFFFAOYSA-N2-cyanobenzylbromide2-bromomethyl-benzonitrileA-BROMO-O-TOLUNITRILE(2-cyanophenyl)methyl bromideMFCD00001794

データベース識別子

CAS: 22115-41-9
PubChem CID: 89599
DTXSID: DTXSID40176632
UNII: 4JJW3K9YJF
EC Number: 628-473-4
Nikkaji: J30.863C

物性

構造計算による物性

XLogP: 2.4
極性表面積: 23.8 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 1
重原子数: 10
形式電荷: 0
複雑度: 147

物理化学的性質

融点: 72 · 72-74 °C(lit.)
沸点: 111 °C · 111 °C / 1.5mmHg
比重(密度): 1.5466 · 1.5466 (rough estimate)
屈折率: 1.655 · 1.6550 (estimate)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
水溶解度: Slightly soluble in water
溶解性: Chloroform (Slightly), Ethyl Acetate (Slightly)
外見: 結晶性粉末またはチャンク
色: 白から灰褐色
BRN: 742605 · 742605
InChI: InChI=1S/C8H6BrN/c9-5-7-3-1-2-4-8(7)6-10/h1-4H,5H2
InChIKey: QGXNHCXKWFNKCG-UHFFFAOYSA-N
SMILES: C(#N)C1=CC=CC=C1CBr
CAS データベース: 22115 · 22115-41-9(CAS DataBase Reference)

化学的性質

化学的特性White to light yellow crystal powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (11.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 54 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 16-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/18699

2-(Bromomethyl)-benzonitrile: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (11.1%)

安全データ

F: 10-19-21
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 29269090
risk_code: 34
hazard_code: C
hazard_note: Corrosive
safety_code: 26-36/37/39-45-28A
hazard_class: 8
packing_group: II
毒劇物取締法: 劇物
Hazard Classifications: Skin Corr. 1B
ストレージクラス: 8A - Combustible corrosive hazardous materials

化学と産業

応用分野 · 4 件

用途有機合成原料。

説明2-(Bromomethyl)benzonitrile reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)meth-yl]benzonitrile. It undergoes base-promoted condensation reaction with homophthalic anhydride to yield 6,11-dihydro-5H-indeno[1,2-c]isoquinolin-5-one.

使用2-(Bromomethyl)benzonitrile is an intermediate in the synthesis of Alogliptin, an oral antihyperglycemic agent that is a selective inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4). Antidiabetic agent. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package.

一般的な説明2-(Bromomethyl)benzonitrile reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)meth-yl]benzonitrile. It undergoes base-promoted condensation reaction with homophthalic anhydride to yield 6,11-dihydro-5H-indeno[1,2-c]isoquinolin-5-one.

調製方法 · 1 件

純化方法Purify the nitrile by steam distillation. Extract the distillate with Et2O, dry the extract (Na2SO4), evaporate and distil the residue. The solidified distillate can be recrystallised from pet ether or cyclohexane. NMR (CDCl3) : 7.8-7.2 (m 4H), 4.62 (s, 2H), IR max 2238 cm1 . [Drory Chem Ber 24 2570 1891, Borsche et al. Chem Ber 74 685 1934, Buckley et al. Aust J Chem 22 594 1969, Beilstein 9 III 2312.] LACHRYMATORY.