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1,3-ジメチル尿素

N,N'-Dimethylurea

HCID 7293
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
96-31-1
標準SMILES
CNC(=O)NC
InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N
分子式
C3H8N2O
平均分子量
88.11 g/mol
単同位体質量
88.06366288

概要

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

名称と識別子

優先名称
N,N'-Dimethylurea
IUPAC
1,3-dimethylurea
現地名
1,3-ジメチル尿素
英語名
1,3-Dimethylurea
分子式
C3H8N2O
分子量
88.11

名称と別名

1,3-DIMETHYLUREAN,N'-Dimethylurea96-31-1sym-DimethylureaUrea, N,N'-dimethyl-Symmetric dimethylureaUrea, 1,3-dimethyl-N,N'-DimethylharnstoffDTXSID5025156WAM6DR9I4XNSC-14910DTXCID605156
名称をさらに表示
1,3-ジメチル尿素N,N'-ジメチル尿素sym-ジメチル尿素1,3-ジメチルウレアN,N’-ジメチル尿素N,N’ジメチル尿素1,3-ジメチルカルバミドジメチル尿素N,N'-ジメチルウレア1,3‐ジメチル尿素1.3-ジメチル尿素N,N′-ジメチル尿素syMsymmetricdimethylurea(CH3NH)2COAKOS B0297181.3-DiMethyl uN'-Dimethylurea1,3-dimethyl-ure
CHEBI:80472RefChem:72748202-498-7Dimethylurea1,3-Dimethyl ureadimethyl ureaN,N'-Dimethylharnstoff [German]MFCD00008286

データベース識別子

CAS
96-31-1
PubChem CID
7293
DTXSID
DTXSID5025156
ChEMBL
CHEMBL1234380
ChEBI
CHEBI:80472
UNII
WAM6DR9I4X
EC Number
202-498-7
Nikkaji
J4.720A

物性

構造計算による物性

XLogP
-0.5
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
0
重原子数
6
形式電荷
0
複雑度
46.8

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Urea Compounds
SpringerMaterials PropertiesBoiling point
LogP · 3 件

-0.490

-0.78

-0.96

Density · 3 件

1.142 (NTP, 1992) - Denser than water; will sink

1.142

1.1 g/cm³

Color/Form · 2 件

RHOMBIC BIPYRAMIDAL CRYSTALS FROM CHLOROFORM-ETHER

COLORLESS PRISMS

Solubility · 4 件

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

VERY SOL IN WATER & ALCOHOL

INSOL IN ETHER

Solubility in water, g/100ml at 21.5 °C: 76.5 (good)

Flash Point154 °C
Boiling Point · 4 件

514 to 518 °F at 760 mmHg (NTP, 1992)

268-270 °C

269.00 °C. @ 760.00 mm Hg

268-270 °C

Melting Point · 4 件

226 °F (NTP, 1992)

108 °C

108.00 °C. @ 760.00 mm Hg

102-107 °C

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 98.8% (169 of 171) of all reports.

Not Classified

Aggregated GHS information provided per 171 reports by companies from 4 notifications to the ECHA C&L Inventory.

Warning

H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P260, P319, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Chemical: Urea, N,N'-dimethyl-

Urea, N,N'-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Urea, N,N'-dimethyl- 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)

REACH registered substance: 1,3-dimethylurea (EC: 202-498-7)

Urea, N,N'-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire Hazards · 2 件

Flash point data for this chemical are not available; it is probably combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryNo evidence of mutagenicity; [HSDB] Not irritating to skin or eyes of rabbits; [IUCLID] An irritant; [Alfa Aesar MSDS] Causes tremor, cyanosis, and respiratory depression in intraperitoneal lethal-dose study of rats; [RTECS]

化学と産業

用途と製造

UsesUsed in pharmaceutical manufacturing; [Hawley] Used as an intermediate to make caffeine, pharmachemicals, textile aids, herbicides, paints, and cleaning products; [OECD SIDS: 1,3-Dimethylurea - 2003]
U.S. Production2023: 31,790 lb
Industry UsesNot Known or Reasonably Ascertainable
Formulations/Preparations · 1 件

PREPN FOR INCR HAIR BODY BY PERMANENTLY SWELLING THE HAIR SHAFT WITH LESS LOSS OF TENSILE STRENGTH THEN WITH USUAL PREPARATIONS CONTAINING SOLN OF SYNTHETIC AMPHOTERIC DETERGENT, A BISULFITE, N,N'-DIMETHYLUREA, A CATIONIC CONDITIONER & AN ALCOHOL OR GLYCOL.

Household ProductsInformation on 2 consumer products that contain Dimethyl Urea in the following categories is provided:
General Manufacturing Information · 2 件

Not Known or Reasonably Ascertainable

Urea, N,N'-dimethyl-: ACTIVE

応用分野 · 4 件

用途有機合成原料。

用途繊維処理剤、ニトロセルロース用コロイド剤原料、医薬(キサチン)原料

使用N,N′-Dimethylurea can be used:As a starting material to synthesize N,N′-dimethyl-6-amino uracil. In combination with β-cyclodextrin derivatives, to form low melting mixtures (LMMs), which can be used as solvents for hydroformylation and Tsuji-Trost reactions.To synthesize N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones via Biginelli condensation under solvent-free conditions.

一般的な説明Colorless crystals.

調製方法

純化方法Crystallise the urea from acetone/diethyl ether by cooling in an ice bath. Also crystallise it from EtOH and dry it at 50o/5mm for 24hours [Bloemendahl & Somsen J Am Chem Soc 107 3426 1985]. [Beilstein 4 IV 207.]

関連反応

98 件
反応記録を作成
HRID 27991 の反応式
HRID 27991反応物としてuspto-grants-1980_09
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HRID 65143反応物としてuspto-grants-1986_09
HRID 65145 の反応式
HRID 65145反応物としてuspto-grants-1986_09
HRID 198760 の反応式
HRID 198760反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 255301 の反応式
HRID 255301反応物としてuspto-grants-2011_01
HRID 263096 の反応式
HRID 263096反応物としてuspto-grants-1979_05
HRID 263097 の反応式
HRID 263097反応物としてuspto-grants-1979_05
HRID 322571 の反応式
HRID 322571反応物としてuspto-grants-2001_04
1 / 13 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Vapor Pressure · 2 件

0.54 [mmHg]

Vapor pressure, Pa at 20 °C: 0.042

Physical Description · 5 件

N,n'-dimethylurea appears as colorless crystals. (NTP, 1992)

Dry Powder

Colorless solid; [Hawley] Sheet; [Alfa Aesar MSDS] Colorless powder; [OECD SIDS: 1,3-Dimethylurea - 2003]

Solid

COLOURLESS-TO-WHITE CRYSTALLINE POWDER.

Autoignition Temperature400 °C

物理化学的性質

融点
101 · 101-104 °C(lit.)
沸点
268 · 268-270 °C(lit.)
比重(密度)
1.142 · 1.142
蒸気圧
6 hPa · 6 hPa (115 °C)
屈折率
1.4715 · 1.4715 (estimate)
闪点
157 °C · 157 °C
貯蔵温度
30 °C · Store below +30°C.
溶解性
2 O: · H2O: 0.1 g/mL 無色透明
酸解離定数(Pka)
14.57 · 14.57±0.46(Predicted)
外見
クリスタル
色
白い
PH
9 · 9.0-9.5 (100g/l, H2O, 20℃)
水溶解度
765 g/L · 765g/L(21.5℃)
BRN
1740672 · 1740672
化粧品成分の機能
爪のコンディショニング
InChI
1S/C3H8N2O/c1-4-3(6)5-2/h1-2H3,(H2,4,5,6)
InChIKey
MGJKQDOBUOMPEZ-UHFFFAOYSA-N
SMILES
CNC(=O)NC
LogP
-0.783 at · -0.783 at 25℃
CAS データベース
96 · 96-31-1(CAS DataBase Reference)
NISTの化学物質情報
Urea, N,N'-dimethyl-(96-31-1)
EPAの化学物質情報
1 · 1,3-Dimethylurea (96-31-1)

化学的性質

化学的特性white crystals

Reactive GroupAmides and Imides
Reactivity Profile · 1 件

N,N'-DIMETHYLUREA 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).

Chemical DangersDecomposes on heating. This produces nitrogen oxides. The solution in water is a weak base. Reacts with strong reducing agents. This generates fire hazard.
Physical DangersDust explosion possible if in powder or granular form, mixed with air.
Air and Water ReactionsWater soluble.
Hazard Classes and Categories · 2 件

Not Classified

Specific target organ toxicity - Repeated exposure - Category 2 (kidney)

安全と保護具

Fire Fighting · 2 件

Fires involving this material should be controlled using a dry chemical carbon dioxide or Halon extinguisher. (NTP, 1992)

Use carbon dioxide, water spray.

First Aid Measures · 4 件

Fresh air, rest.

Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink.

First Aid · 1 件

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 · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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.

Spillage Disposal · 1 件

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.

Eye PreventionWear safety goggles.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT DISPERSION OF DUST!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse local exhaust.

毒性情報

Interactions · 2 件

1,3-DIMETHYLUREA INDUCED CANCER IN RATS & MICE WHEN ADDED TO THEIR FOOD SIMULTANEOUSLY WITH SODIUM NITRITE. THE MINIMAL DOSES OF NITRITE NECESSARY TO INDUCE TUMORS, WHEN GIVEN SIMULTANEOUSLY WITH THE AMINO COMPD, WERE NOT MUCH HIGHER THAN THOSE ALLOWED AS FOOD ADDITIVES, & WERE MUCH LOWER THAN THE NITRITE CONCN IN FOODS FOLLOWING BACTERIAL NITRITE FORMATION.

SIMULTANEOUS TREATMENT OF PREGNANT RATS AND MICE WITH SODIUM NITRITE (0.5-0.75% IN DRINKING WATER ON DAYS 11-15 OF GESTATION) AND N,N'-DIMETHYLUREA (1000 MG/KG INTRAPERITONEALLY ON DAY 11 OR 13 OF GESTATION) PRODUCED THE SAME TERATOGENIC EFFECTS AS TREATMENT WITH THE NITROSYLATED HOMOLOGS OF THESE METHYLUREAS.

Signs and Symptoms · 3 件

Cough.

Redness.

Redness.

Non-Human Toxicity Excerpts · 1 件

N,N'-dimethylurea (DMU) was tested for mutagenicity in the Salmonella/microsome preincubation assay using the standard protocol approved by the National Toxicology Program. DMU was tested at doses of 0.10, 0.33, 1.0, 3.3, and 10 mg/plate in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat or hamster liver S-9. N,N'-dimethylurea was negative in these tests and the highest ineffective dose tested in any S. typhimurium strain was 10 mg/plate.

安全データ

F
10-21
wgk
1
tsca
TSCA listed
rtecs
YS9868000
毒性
LD50 orally in Rabbit: 4000 mg/kg
hs_code
29241900
risk_code
62-63-68
化審法
(2)-1734
safety_code
22-24/25
自然発火温度
400 °C
ストレージクラス
11 - Combustible Solids
有毒物質データの
96-31-1(Hazardous Substances Data)

上流・下流製品情報

上流原料

メチルアミン

下流製品

カフェイン6-アミノ-1,3-ジメチルウラシル1,3-ジメチル-5-ニトロソ-6-アミノウラシルメビカー3,7-ジヒドロ-1,3-ジメチル-1H-プリン-2,6-ジオン·ナトリウム1-(5-tert-ブチル-1,3,4-チアジアゾール-2-イル)-1,3-ジメチル尿素1-(メチルアミノ)アントラキノンBenzaMide, N-Methyl-3,5-dinitro-2-(4-クロロフェニル)-N-メチルアセトアミド

補足説明

定義本品は、次の化学式で表される化合物である。

定義ChEBI: A member of the class of ureas that is urea substituted by methyl groups at positions 1 and 3.