基本情報
- 標準SMILES
O=C(Nc1ccccc1)Nc1ccccc1- InChIKey
GWEHVDNNLFDJLR-UHFFFAOYSA-N- 分子式
- C13H12N2O
- 平均分子量
- 212.25 g/mol
- 単同位体質量
- 212.094963
概要
1,3-diphenylurea is an off-white powder. (NTP, 1992)
名称と識別子
- 優先名称
- Carbanilide
- IUPAC
- 1,3-diphenylurea
- 現地名
- 1,3-ジフェニル尿素
- 英語名
- 1,3-Diphenylurea
- 分子式
- C13H12N2O
- 分子量
- 212.25
名称と別名
名称をさらに表示
データベース識別子
- CAS
102-07-8、26763-63-3- PubChem CID
- 7595
- DTXSID
DTXSID2025183- ChEMBL
CHEMBL354676- ChEBI
CHEBI:41320- UNII
- 94YD8RMX5B
- EC Number
- 203-003-7
- Nikkaji
- J5.003B
物性
構造計算による物性
- XLogP
- 3
- 極性表面積
- 41.1 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 1
- 回転可能結合数
- 2
- 重原子数
- 16
- 形式電荷
- 0
- 複雑度
- 196
実験および物理化学的性質
Chemical Classes
Nitrogen Compounds -> Urea Compounds
Industrial compound
LogP
3.00
3.0
Density
1.239 (NTP, 1992) - Denser than water; will sink
1.239
Color/Form
RHOMBIC BIPYRAMIDAL PRISMS FROM ALCOHOL
ORTHORHOMBIC PRISMS FROM ALCOHOL
COLORLESS PRISMS
Solubility
less than 0.1 mg/mL at 64 °F (NTP, 1992)
SPARINGLY SOL IN WATER (0.15 G/L); SAPRINGLY SOL IN ALCOHOL, ACETONE, CHLOROFORM ; MODERATELY SOL IN PYRIDINE (69.0 G/L).
SOL IN ACETIC ACID, ETHER; INSOL IN BENZENE
0.15 mg/mL
Boiling Point
504 °F at 760 mmHg (Decomposes) (NTP, 1992)
260 °C (DECOMPOSE)
Melting Point
460 °F (NTP, 1992)
238 °C
239 - 240 °C
Physical Description
1,3-diphenylurea is an off-white powder. (NTP, 1992)
Large Crystals
Colorless solid; [HSDB] Off-white powder; [Alfa Aesar MSDS]
Solid
Other Experimental Properties
SUBLIMES IN CURRENT OF HYDROGEN AT 220 °C
UV: 5-361 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Urea, 1,1-diphenyl/
物理化学的性質
- 融点
- 239 · 239-241 °C(lit.)
- 沸点
- 262 °C · 262 °C(lit.)
- 比重(密度)
- 1 · 1,239 g/cm3
- 蒸気圧
- 0 · 0-0Pa at 20-25℃
- 屈折率
- 1.692 · 1.6920 (estimate)
- 闪点
- 260 °C · 260°C
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- 50 mg/mL、透明~微濁、無色~微黄色 · ピリジン:可溶50mg/mL、透明~微濁、無色~微黄色
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 14.15 · 14.15±0.70(Predicted)
- 色
- 白い
- 水溶解度
- 150.3 mg/L · 150.3mg/L(温度表記なし)
- Merck
- 14 · 14,1785
- BRN
- 782650 · 782650
- 安定性
- 安定。強力な酸化剤とは相容れない。
- InChI
- 1S/C13H12N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16)
- InChIKey
- GWEHVDNNLFDJLR-UHFFFAOYSA-N
- SMILES
- O=C(Nc1ccccc1)Nc2ccccc2
- LogP
- 2.97 · 2.97
- CAS データベース
- 102 · 102-07-8(CAS DataBase Reference)
- NISTの化学物質情報
- Urea, N,N'-diphenyl-(102-07-8)
- EPAの化学物質情報
- Carbanilide (102-07-8)
化学的性質
化学的特性1,3-Diphenylurea is supplied as a solid. A stock solution may be made by dissolving the 1,3-diphenylureain, the solvent of choice, which should be purged with an inert gas. 1,3-Diphenylurea is soluble in organic solvents such as DMSO and dimethyl formamide. The solubility of 1,3-diphenylurea in these solvents is approximately 30 mg/ml.1,3-Diphenylurea is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers1,3-diphenylurea should first be dissolved in DMSO and then diluted with the aqueous buffer of choice.1,3-Diphenylurea has a solubility of approximately 50 ug/ml in a 1:20 solution of DMSO: PBS (pH 7.2) using this method.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.
Warning
H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Urea, N,N'-diphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-diphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20899
Urea, N,N'-diphenyl-: Does not have an individual approval but may be used under an appropriate group standard
Reactivity Profile
1,3-DIPHENYLUREA is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
安全と保護具
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
毒性情報
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- FD9800000
- 毒性
- mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),National Technical Information Service. Vol. AD277-689,
- hs_code
- 29242100
- safety_code
- 22-24/25
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 102-07-8(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
TOBACCO CALLUS PROPAGATED ON MINERAL MEDIUM CONTAINING N,N'-DIPHENYLUREA LABELED IN UREYLENE CARBON, AS SOURCE OF CYTOKININ. METABOLITE IDENTIFIED AS O-BETA-D-GLUCOSIDE IS APPROX 125 TIMES LESS ACTIVE THAN PARENT COMPD IN PROMOTING TOBACCO CELL DIVISION.
TISSUE CULTURE STUDIES WITH N,N'-DIPHENYLUREA INDICATED CONVERSION INTO AN ACTIVE FORM.
用途と製造
Uses
Used in organic synthesis; [HSDB]
IN ORG SYNTHESIS
General Manufacturing Information
Transportation Equipment Manufacturing
Urea, N,N'-diphenyl-: ACTIVE
N,N'-DIPHENYLUREA USED AS THE SOURCE OF CYTOKININ FOR CYTOKININ-DEPENDENT TOBACCO CALLUS WAS FOUND TO CONTAIN 3 CYTOKININ-ACTIVE RIBONUCLEOSIDES. HOWEVER, NO EVIDENCE WAS FOUND TO ASSOCIATE THE MODE OF ACTION OF THE NON-PURINE CYTOKININ, N,N'-DIPHENYLUREA WITH TRNA.
IT PROMOTED CALLUS GROWTH AT HIGH CONCN, ALTHOUGH GROWTH OF MOST OF CALLUS TISSUES WAS IRREGULAR.
MIXT OF N,N'-DIPHENYLUREA (PDU), GIBBERELLIC & 2-NAPHTHOXYACETIC ACIDS TESTED. MIXT OF LATTER 2 INCR SET & FINAL YIELD & ADDN OF DPU DID NOT IMPROVE THE RESULT.
応用分野
用途アクロレイン、ベンズアルデヒドなどの自動酸化防止に用いられる。
一般的な説明1,3-Diphenylurea is a cytokinin compound present in fruit and vegetables.
調製方法
N,N'-Diphenylurea, carbanilide, can be produced in high yields by heating 2 mol of aniline with 1 mol of urea in glacial acetic acid.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 1,3-diphenylurea is a member of the class of phenylureas that is urea in which one of the hydrogens of each amino group is replaced by a phenyl group. It is present in coconut milk (Cocos nucifera). It has a role as a plant metabolite and a cytokinin.
関連反応
関連ノート
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